Chloride 1a Research Articles

New fluorescent manganese(III) phthalocyanines bearing non-peripherally octa-(3-pyridin-3-ylpropoxy) and (4-pyridin-3-ylpropoxy) for the sensitive determination of Pd2+ in real water samples

In this study, 3,6-bis(3-pyridin-3-ylpropoxy)phthalonitrile (1), 3,6-bis(3-pyridin-4-ylpropoxy)phthalonitrile (2), {1,4,8,11,15,18,22,25-octakis[3-pyridin-3-ylpropoxy]-phthalocyaninato} manganese(III) chloride (1a), {1,4,8,11,15,18,22,25-octakis[3-pyridin-4-ylpropoxy]-phthalocyaninato} manganese(III) chloride (2a) were synthesized and characterized with various techniques. Then, the affinities of the two new fluorescent manganese(III) phthalocyanines 1a and 2a with a range of metal ions were investigated. Manganese(III) phthalocyanine (MnPc) 1a selectively forms a complex with Pd2+ which exhibits intense fluorescence quenching (λex/λem = 390/466 nm). 1a has been used as a fluorescent reagent to determine Pd2+ in real water samples. The samples of spiked water showed no matrix effect for Pd2+ determination in the working conditions. The proposed method, which is simple, fast, and sensitive, is good enough to recover Pd2+ at a concentration of 13.3 ng/mL. The detection limit (LOD) and the quantification limit (LOQ) of method are 3.0 ng/mL, and 9.1 ng/mL, respectively. The inter and intra-day precisions of method (RSD %) are 1.9 and 2.9. Therefore, 1a can detect and determine the hazardous pollutant Pd2+ in real water samples.

Insight into the effect of Ca2+, Mg2+ and Zn2+ on serum albumin interaction of benzimidazole-type new isopropyl substituted N-heterocyclic carbene molecules

N-heterocyclic carbenes are not only revolutionary catalysts in organic synthesis but also well-known anthelmintics, fungicides, antacids, and antibiotics. Serum albumin transports various substances in the body such as hormones, fatty acids, bilirubin, certain drugs, and is also crucial in the maintenance of health and bodily functions. For that reason, in this study five novel benzimidazole-type N-heterocyclic carbenes, 1- Isopropyl-3-benzyl-5,6-dimethylbenzimidazolium chloride (2a), 1- Isopropyl-3-(2-chlorobenzyl)-5,6-dimethylbenzimidazolium chloride (2b), 1- Isopropyl-3-(2-methylbenzyl)-5,6-dimethylbenzimidazolium chloride (2c), 1- Isopropyl-3-(2,3,4,5,6-pentamethylbenzyl)-5,6-dimethylbenzimidazolium chloride (2d), 1- Isopropyl-3-naphthyl-5,6-dimethylbenzimidazolium chloride (2e) were gained in 74–85 % yields. The molecules were fully characterized 1H and 13C NMR, elemental analysis, UV–Vis spectroscopy, FT-IR, and DFT- and TDDFT-based in-silico methods. Additionally, Stern-Volmer methods with fluorescence spectroscopy were performed in order to analyze the BSA-binding properties of these molecules. BSA interactions of molecules were evaluated with specific concentrations of Ca2+, Mg2+ and Zn2+. The detailed interaction analyses were also surveyed by molecular docking methods against the BSA and DNA.

Regioselective synthesis and computational calculation studies of some new pyrazolyl‐pyridine and bipyridine derivatives

AbstractStarting from 3‐oxo‐N‐(3‐pyridyl)butanamide, as key intermediate, the title compounds were synthesized in good yields. Reaction of the pyridine‐carboxamide 1 with hydrazonoyl chlorides 3a,b and with triethyl orthoformate afforded the corresponding pyrazole‐carboxamides 6a,b, and the bis‐pyridine 7, respectively. Coupling of the pyridine‐carboxamide 1 with 3‐phenylpyrazole‐5‐diazonium chloride gave the hydrazone 10 which upon heating in pyridine afforded the pyrazolo[5,1‐c]‐1,2,4‐triazine derivative 11. Reaction of the pyridine‐carboxamide 1 with arylmethylenepropanedinitrile derivatives afforded 1,3′‐bipyridines 13a–c. Structure elucidation of the newly synthesized compounds was carried out using IR, NMR spectroscopy, and mass spectrometry. The extensive theoretical and experimental mechanical studies of the pyrazole derivative 6a were in accordance with its elemental analysis, FT‐IR, NMR, and MS spectral data. Moreover, computer analyses indicated that the pyridine derivatives 13a,b predominated over the pyran derivatives 14a,b as the adducts. In addition, the optimization of compounds utilized the HF/6‐31G(d) and DFT/B3LYP/6‐31G(d) basis sets. Furthermore, the physical descriptors of these compounds demonstrated their stability, and NMR correlation investigations were also carried out.

Syntheses of novel disperse dyes based on arylazophenols: Synthesis, characterizations and applications

ABSTRACT. Three compounds, phenyl propenone, p-tolyl propenone, and bromo phenylpropenone derivatives 3a-c were produced in good yields via condensation derivatives of acetophenone with dimethyl formamide dimethyl acetal (DMFDMA) in presence of xylene as a solvent. Compounds 5a-f were produced by coupling the enaminones 3a-c with diazonium chloride 4a or 4b. Compounds 5a-f were reacted with acetone to create novel disperse dyes 9a-f. Mass spectra, (FT-IR), elemental analysis, and 1H-NMR spectra were used to confirm the chemical structure of the new dyes. The new disperse dyes were used in dyeing polyester fabrics at low temperature, and fabrics with colors ranging from yellowish brown to dark yellowish brown were obtained. Thus, the different fastness properties of these dyed fabrics were studied, which gave excellent results. Finally, the biological activity of these new dyes was studied, which showed that they have biological activity against bacteria and fungi.
 
 KEY WORDS: Azo dye, Carrier, Low temperature dyeing, Arylazophenols, Color fastness
 Bull. Chem. Soc. Ethiop. 2023, 37(4), 993-1002. 
 DOI: https://dx.doi.org/10.4314/bcse.v37i4.15

Chemical studies of chromanone-thiadiazole, pyridazine and thiosulfin hybrid

3-Chlorochromanon derivatives 4a,b are reacted with hydrazine hydrate to afford 3-hydrazino-2-tetrahydro(pyran or thiopyran)chroman-4-ones 5a,b. Then compound 5a,b is reacted with carbon disulfide and acetylacetone to give 5'-thiolo - 2-tetrahydro(pyrane or thiopyran)- spiro[chroman-3,2'- [1,3,4]-thiadiazole]-4-one 6a,b and 3', 5'-dimethyl- 2-tetrahydro(pyran or thiopyran) spiro [chroman-3,2'- piprazine]-4-one 7a,b, respectively. α-Chlorosulfenyl chlorides 2a,b are treated with thioacetic acid to form α-chloroalkyl disulfides 8a,b, the latter compounds 8a,b were treated with morpholine to furnish a mixture of 1,3,4-oxadithiins 9a,b, 1,3,4,5,6-oxatetrathiocins 10a,b, 1,2,4-trithiolanes 11a,b (cis- and trans-), 1,2,4,5-tetrathiins (cis- and trans-) 12a,b. The formation of the new compounds are confirmed by spectral (IR, 1H NMR, and MS) analysis.

Synthesis and structure of 4-hy-droxy-N-iso-propyl-tryptamine (4-HO-NiPT) and its precursors.

The title compound, 4-hy-droxy-N-iso-propyl-tryptamine (4) or 4-HO-NiPT (systematic name: 3-{2-[(propan-2-yl)amino]-eth-yl}-1H-indol-4-ol), C13H18N2O, was synthesized in three steps from 4-benzyl-oxyindole (1) (systematic name: 4-phen-oxy-1H-indole), C15H13NO. (1) was treated with oxalyl chloride and iso-propyl-amine to produce N-isopropyl-4-benz-yloxy-3-indole-glyoxyl-amide (2) {systematic name: 2-[4-(benz-yloxy)-1H-indol-3-yl]-2-oxo-N-(propan-2-yl)acet-amide}, C20H20N2O3. (2) was reduced to generate 4-benz-yloxy-N-iso-propyl-tryptamine (3) or 4-HO-NiPT, which was characterized as its chloride salt 4-benz-yloxy-N-iso-propyl-tryptammonium chloride (3a) (systematic name: {2-[4-(benz-yloxy)-1H-indol-3-yl]eth-yl}(propan-2-yl)aza-nium chloride), C20H25N2O·Cl. Finally the benzyl group of (3) was removed via hydrogenation to generate 4-HO-NiPT. The crystal structures of the title compound and all three synthetic precursors are presented.

Discrete Singular Metallophilic Interaction in Stable Large 12-Membered Binuclear Silver and Gold Metallamacrocycles of Amido-Functionalized Imidazole and 1,2,4-Triazole-Derived N-Heterocyclic Carbenes.

Metallophilic interactions were observed in four pairs of 12-membered metallamacrocyclic silver and gold complexes of imidazole-derived N-heterocyclic carbenes (NHCs), [1-(R1)-3-N-(2,6-di-(R2)-phenylacetamido)-imidazol-2-ylidene]2M2 [R1 = p-MeC6H4, R2 = Me, M = Ag (1b) and Au (1c); R1 = Me, R2 = i-Pr, M = Ag (2b) and Au (2c); R1 = Et, R2 = i-Pr, M = Ag (3b) and Au (3c)], and a 1,2,4-triazole-derived N-heterocyclic carbene (NHC), [1-(i-Pr)-4-N-(2,6-di-(i-Pr)-phenylacetamido)-1,2,4-triazol-2-ylidene]2M2 [M = Ag (4b) and Au (4c)]. The X-ray diffraction, photoluminescence, and computational studies indicate the presence of metallophilic interactions in these complexes, which are significantly influenced by the sterics and the electronics of the N-amido substituents of the NHC ligands. The argentophilic interaction in the silver 1b-4b complexes was stronger than the aurophilic interaction in the gold 1c-4c complexes, with the metallophilic interaction decreasing in the order 4b > 1b > 1c > 4c > 3b > 3c > 2b > 2c. The 1b-4b complexes were synthesized from the corresponding amido-functionalized imidazolium chloride 1a-3a and the 1,2,4-triazolium chloride 4a salts upon treatment with Ag2O. The reaction of 1b-4b complexes with (Me2S)AuCl gave the gold 1c-4c complexes.

Synthesis, biological evaluation, and molecular dynamics of novel coumarin based phosphorothioates as cholinesterase inhibitors

Inhibition of acetylcholinesterase has been validated as an effective target for treatment of Alzheimer's disease by increasing the levels of acetylcholine and improving the communication between the neuronal cells. Literature reports revealed that coumarins and phosphorothioates were shown to be promising scaffolds as acetylcholinesterase inhibitors. A series of novel chroman-4one derivative moieties (6a-6d, 7b-7d, 8–11) were synthesized with good to excellent yield by reactions of coumarin sulfonyl chlorides 1a, b with various di- and trialkylphosphites, Wittig reagents 4a-d, and the new products were evaluated for their cholinesterase (ChE) inhibitory activities. Structure–activity relationship study results showed that 7a is the most potent compound (anti AChE activity; IC50 = 0.73 μg/ ml), indicating the preference for hydrophobic interaction and Pi-stacked at the side chain of the molecule. This was supported further by molecular docking and dynamics studies of the most potent compound (7a against AChE), which revealed favored interactions with the ChE enzyme's binding pockets.

Synthesis, reaction, antimicrobial, and docking study of new chalcones incorporating isoquinoline moiety

Reaction of isoquinoline 1 with hydrazonoyl chlorides 2A–E gave the corresponding triazoloisoquinolines 4A–E. The latter products 4A–E were reacted with 4-(piperidin-1-yl)benzaldehyde 5a and 4-morpholinobenzaldehyde 5b to afford the corresponding chalcones 6a,b. Some of chalcones 6 were reacted with hydrazine hydrate in refluxing ethanol to give the corresponding 8,9-dimethoxy-1-aryl-4,5-dihydro-1H-pyrazol-3-yl-1,5,6,10b-tetrahydro-[1,2,4]triazolo[3,4-a]isoquinoline derivatives 7A–C. Antimicrobial studies were performed using gram-negative bacteria (Escherichia coli) and (Klebsiella pneumonia), a gram-positive bacteria (Streptococcus mutans) and (Staphylococcus aureus), filamentous fungus (Asperagillus Nigar) and yeast (Candida albicans). Data revealed that chalcone 6Aa achieved the lowest MIC values (high efficient derivative) against the sensitive bacterial strain E. coli with MIC value 130 µg/ml. The most effective compound 6Aa, which demonstrated the highest binding affinity toward tested protein [thymidine phosphorylase enzyme, (PDB ID:4EAD)], was docked using MOE 2014.09 software.

Synthesis and Antimicrobial Activity of Functional Derivatives of thiazolo[ 2,3-c][1,2,4]triazoles

Background:Condensed triazoles are a well-known class of heterocyclic compounds due to a wide range of biological activities. The study is dedicated to the evaluation of the antimicrobial potential of new functional derivatives of thiazolo[2,3-c][1,2,4]triazoles.Methods:Effective, easy-to-implement and low-cost routes for production of title compounds via electrophilic intramolecular heterocyclization are reported. Bactericidal and fungicidal activities against Gram-positive and Gram-negative bacteria and fungus were studied. The influence of functional groups on the biological activity of tested thiazolo[2,3-c][1,2,4]triazoles is discussed.Results:Microbiological evaluation shows that 6-[(trichlorotellanyl)methyl]-[1,3]thiazolo[2,3- c][1,2,4]triazol-3-amine hydrogen chloride 2a and 3-(2-hydroxyphenyl)-6-[(trichloro-λ4-tellanyl)methyl]- 5,6-dihydro-[1,3]thiazolo[2,3-c][1,2,4]triazole 2g have a high bactericidal activity and Cu (I) salts of 3-(2- hydroxyphenyl)-6-iodomethyl/6-methylidene-5,6-dihydro-[1,3]thiazolo-[2,3-c][1,2,4]triazoles 5a,c have a high fungicidal activity.Conclusion:It is concluded that these products or their derivatives may be of practical benefit as bactericidal and fungicidal agents.

Economical, efficient, and environmentally friendly synthesis strategy of O-Alkylation strategy based on phenolphthalein reactions with electrophiles: Characterization, DFT study, and molecular docking

A new series of phenolphthalein derivatives were obtained by an esterification of diols function of phenolphthalein product. The synthesis of a series of (3, 3-bis (4-hydroxyphenyl)-2-benzofuran-1-one) derivatives (R1) was carried out using O-alkylation reactions of phenolphthalein (R1) with different electrophiles (4-toluenesulfonyl chloride (2a), benzoyl chloride (2b), and acetic anhydride (2c)) in basic medium without the use of catalysts. The synthesized compounds were characterized by 1H and 13C NMR spectroscopic techniques. The infrared (IR) and absorbance spectra show that the phenolphthalein derivatives remain stable in a basic medium with a weak adsorption band. Theoretical calculation results (DFT) are in good agreement with the experimental synthesis mechanisms. The theoretical in-silico toxicity study of the synthetic molecules shows that the products (P1, P2, and P3) are classified as environmentally friendly compounds. In addition, a molecular docking study was analyzed for compounds P1, P2, and P3 with KSHV thymidylate synthase binding proteins (PDB: 5H38) using the Auto-Dock Vina program. Compound P2 showed -10.9 kcal/mol while compounds P1 and P3 showed a binding score of -10.0 kcal/mol.

Fine-tuning of the pharmacological potential of novel thiazolium ionic liquids by anion alteration.

A novel series of thiazolium ionic liquids (TILs) bound to chloride (2a–c), tetrafluoroborate (BF4) (3a–c), and bis-(trifluoromethanesulfonimide) (Tf2N) anions (4a–c) was synthesized and their physicochemical characteristics were investigated using various microanalytical techniques. The pharmacological potential of the new TILs was assessed as chemotherapeutic agents for bacterial infections and ovarian cancer (SKOV-3). Notably, ILs with the same cations become more bactericidal upon their binding with the strongest chaotropic anion (TN2f). The in vitro toxicity of the TILs toward ovarian carcinoma cell lines (SKOV-3) and normal human skin fibroblast cells (HSF) revealed that all tested TILs have the capacity to induce a dose- and time-dependent decline in SKOV-3 cell viability, with Tf2N-linked TILs (4a–c) having a preferable efficacy. In addition, the new compounds showed excellent selectivity for cancer cells (SKOV-3) over healthy cells (HSF). [iPBzTh][Tf2N] (4b) is the most cytotoxic and specific one and may act as a promising anti-ovarian cancer agent.

Derivatization and biological activity studies of 3-chloro-3-chlorosulfenyl spiro tetrahydropyran/tetrahydrothiopyran-4,2'-chroman-4'-one

The adducts 4a,b-7a , b have been obtained either by reducing α-chloro-β-oxosulfenyl chlorides 2a,b with iodide ion in the presence of dienes namely, 2-methyl-1,3-butadiene (isoperene), 2,3-dimethyl-1,3-butadiene, 1,2,3,4-tetrachlorocyclopentadiene, or 1,3-cyclohexadiene, respectively; or by thermolysis of oxadithiin derivatives 3a,b in the presence of the same aforementioned dienes presumably via the formation of the same intermediate A in both cases of compounds 2a,b and 3a,b . It is observed that α-chloro-β-oxosulfenyl chlorides 2a,b undergo straight forward substitution with potassium cyanide to give 8a,b . Direct oxidation of 2a,b with H 2 O 2 /AcOH affords 3,3-dichloropyran-4-ones 9a,b , while conversion of 2a,b to the sulfonamides 10a,b followed by oxidation provides 3-chloropyranones 11a,b . Antioxidant and antimicrobial evaluation of compounds 4a,b-6a,b shows moderate activiy. MIC of the derivative 6b reveals a remarkable inhibition of the pathogenic gram positive bacteria ( Staphylococcus aureus ) as well as gram negative E coli .

One‐pot three‐component reaction; synthesis of new symmetrically bridge 4,4′‐(1,4‐phenylene)di‐pyrimidines under solvent free conditions

AbstractThe present article describes a facile one‐pot synthesis of a new series of 4,4′‐(1,4‐phenylene)‐dipyrimidines (6a–c and 10a, b) by the reaction of terephthalaldehyde (1), 2‐acetylthiophene, and/or nitriles with S‐benzylthiouronium chloride 3a. And also, the di‐pyrimidinones 13a‐d were obtained by the reaction of different amidines 3a–d and ethyl cyanoacetate (11) with terephthalaldehyde (1) under solvent‐free conditions in the existence of sodium hydroxide which is found to be a more efficient base for these reactions. The final products were characterized by spectral data and elemental analysis, IR, MS, 1H, and 13C NMR spectroscopy.

Novel Bis-Thiazole Derivatives: Synthesis and Potential Cytotoxic Activity Through Apoptosis With Molecular Docking Approaches.

A series of bis-thiazoles 5a–g were synthesized from bis-thiosemicarbazone 3 with hydrazonoyl chlorides 4a–g. Reaction of 3 with two equivalents of α-halocarbonyl compounds 6–8, 10, and 12a–d afforded the corresponding bis-thiazolidines 9, 11, and 13a–d, respectively. Condensation of bis-thiazolidin-4-one 9 with different aromatic aldehydes furnished bis-thiazolidin-4-ones 14a–d. Compounds 5a–g, 9, and 13a,c,d were screened in vitro for their cytotoxic activities in a panel of cancer cell lines. Compounds 5a–c, 5f–g, and 9 exhibited remarkable cytotoxic activities, especially compound 5c with potent IC50 value 0.6 nM (against cervical cancer, Hela cell line) and compound 5f with high IC50 value 6 nM (against ovarian cancer, KF-28 cell line). Compound 5f–induced appreciated apoptotic cell death was measured as 82.76% associated with cell cycle arrest at the G1 phase. The apoptotic pathways activated in KF-28 cells treated with 5a, 5b, and 5f were further investigated. The upregulation of some pro-apoptotic genes, bax and puma, and the downregulation of some anti-apoptotic genes including the Bcl-2 gene were observed, indicating activation of the mitochondrial-dependent apoptosis. Together with the molecular docking studies of compounds 5a and 5b, our data revealed potential Pim-1 kinase inhibition through their high binding affinities indicated by inhibition of phosphorylated C-myc as a downstream target for Pim-1 kinase. Our study introduces a set of bis-thiazoles with potent anti-cancer activities, in vitro.

Nickel-Catalyzed Reductive Asymmetric Aryl-Acylation and Aryl-Carbamoylation of Unactivated Alkenes

Nickel-Catalyzed Reductive Asymmetric Aryl-Acylation and Aryl-Carbamoylation of Unactivated Alkenes

Synthesis of ferrocenyl imidazolium salts and their novel PEPPSI-type N-heterocyclic carbene (NHC) palladium complexes

The novel PEPPSI-type palladium complexes of ferrocenyl-functionalized N-heterocyclic carbenes (NHCs) with different substituents were synthesized. The synthesis of these ferrocenyl-NHCs ligands involves the reaction of the alcohol 1-(ferrocenyl)ethanol successively with 1-substituted imidazole in glacial acetic acid. Following that, the novel PEPPSI-type NHC palladium complexes were prepared by heating their imidazolium salts with PdCl2, K2CO3 in neat pyridine. In addition, deprotonation of N-ferrocenylethyl-N′-(2,4,6-trimethylphenyl)imidazolium chloride (2a) and then its reaction with S8 gave imidazole-2-thione (5). All ligand precursors and all palladium complexes were characterized by elemental analysis, 1H and 13C NMR, and X-ray diffraction methods for two examples.

Synthesis and Antitumor Activity of Some New Fused Heterocyclic Compounds

Reaction of thiopyrimidine derivative 3 with hydrozonoyl chlorides 4a–4e gives new fused heterocyclic compounds 7a–7e containing triazole ring. The latter demonstrates a wide range of biological activities. Thiazolone pyridopyrimidines 8, 9a, 9b are prepared by the reaction of thiopyrimidines with chloroacetic acid and different aromatic aldehydes in the presence of acetic anhydride. Bis-arylidene 2 reacts with malononitrile or ethyl cyanoacetate with formation of carbonitrile derivatives 10, 11. Reaction of bisarylidene 2 with phenyl hydrazine and hydrazine hydrate leads to diazole derivatives 12, 13. Structures of the new compounds are elucidated from IR, 1H and 13C NMR, and mass spectra. All newly synthesized products are tested for antitumor activity on three human tumor cell lines, including prostatic adenocarcinoma (PC3), human colorectal carcinoma (HCT116), human liver hepatocellular carcinoma (HepG2) and breast carcinoma (MCF7). Compounds 2, 7a–7d demonstrate the considerable potency.

Novel 4‐Heteroaryl‐antipyrines: Synthesis, Molecular Docking, and Evaluation as Potential Anti‐breast Cancer Agents

Reaction of 1‐[4‐(1,2‐dihydro‐1,5‐dimethyl‐2‐phenyl‐3‐oxo‐3H‐pyrazol‐4‐yl)‐2‐phenylsulfonyl‐1‐ethanone (1) with phenyl isothiocyanate afforded the 4‐(3‐mercapto‐3‐(phenylamino)‐2‐(phenylsulfonyl)acryloyl)‐1,5‐dimethyl‐2‐phenyl‐1H‐pyrazol‐3(2H)‐one (2). Treatment of compound 2 with hydrazonoyl chlorides 3a–h afforded the corresponding1,3,4‐thiadiazole derivatives 5a–h. Cyclocondensation reaction of compound 2 with the appropriate α‐halo‐compounds 6, 8, 10, 12a,b or 14 (ethyl 2‐chloroacetate, chloroacetonitrile, 1‐chloropropan‐2‐one, 2‐bromo‐1‐phenylethanone, 2‐bromo‐1‐p‐tolylethanone, and 2‐bromoacetyl‐3H‐benzo [f]chromen‐3‐one) afforded the 1,3‐thiazole derivatives 7, 9, 11, 13a,b, and 15, respectively. Coupling of the ketosulphone 1 with the appropriate diazotized 4H‐1,2,4‐triazol‐3‐amine 16 and 2‐aminobenzimidazole 19 afforded triazolo[5,1‐c][1, 2, 4]triazine 18 and benzo[4,5]imidazo[2,1‐c][1, 2, 4]triazine 21, respectively. The structures of the synthesized compounds were confirmed on the basis of their elemental analysis and spectral data and evaluated as potential anti‐breast cancer agents. Moreover, the computational studies using MOE 2014.09 software are confirming the results in biological activity.

Synthesis of New Potential Hydrophobic Agents Composed of Three-Module Type Molecules

A new synthetic route was developed to three-module type potential hydrophobic agents, with the molecule consisting of an N-[3-(triethoxysilyl)propyl]amide anchor part (I), a connecting unit formed upon 1,3-propansultone ring cleavage (II), and a polyfluoroheptyloxy functional hydrophobic spacer (III). Proceeding from commercially available polyfluorinated heptanols 1a and 1b and 1,3-propanesultone 3, potassium sulfonates 4a and 4b were prepared. The reaction of 4a and 4b with phosphorus oxychloride resulted in the first synthesis of fluorine-containing sulfonyl chlorides 5a and 5b, which were reacted with 3-aminopropyltriethoxysilane 6 to give the target N-[3-(triethoxysilyl)propyl]-3-(polyfluoroheptyloxy)propane-1-sulfonamides 7a and 7b. The structures of the compounds were proved by NMR spectroscopy, mass spectrometry, and elemental analysis. The studies of their hydrophobizing properties are in progress.