Ethyl Oxalyl Chloride Research Articles

Synthesis of carbon‐14 and tritium labeled N,N′‐(2‐chloro‐5‐cyano‐1,3‐phenylene)dioxamic acid di‐tham salt

AbstractAcetylation of tritium and carbon‐14 labeled 4‐chloro‐3,5‐diaminobenzonitrile (Ia and Ib) with ethyl oxalyl chloride afforded diethyl N,N′‐(2‐chloro‐5‐cyano‐1,3‐phenylene)dioxamate (IIa and IIb). The diester II was hydrolyzed to give N,N′‐(2‐chloro‐5‐cyano‐1,3‐phenylene)dioxamic acid, which was isolated as the tris‐hydroxymethylaminomethane (THAM) salt III.

Photoelectron Spectra of Carbonyls. Oxalyl Chloride, Ethyl Oxalyl Choride, Ethyl Oxamate and N,N-Dimethyl Ethyl Oxamate

Abstract Photoelectron spectra are reported for oxalyl chloride, ethyl oxalyl chloride, ethyl oxamate and N,N-dimethyl ethyl oxamate. The spectra are assigned using a composite molecule approach.

Reactions of 1,2‐Dimethyl‐5‐nitroimidazole, novel methods of conversion of the 2‐Methyl group to a nitrile

Abstract1, 2‐Dimethyl‐5‐nitroimidazole(1)and N,N‐dimethylformamide dicyclohexylacetal gave the 2‐(β‐dimethylaminovinyl) analog 2 and with iodine and pyridine gave the 2‐(1‐pyridinium)methyl compound 3. Benzoyl chloride‐triethylamine and 1 led to benzoylation of the 2‐methyl group to give ketone 9 as the enol benzoate. Nitrous acid or nitrosylsulfuric acid with 9 or its enol ester afforded the oximinoketone 10 which was cleaved with thionyl chloride to give 2‐cyano‐1‐methyl‐5‐nitroimidazole (11) in high overall yield. 1‐Ethyl‐2‐methylbenzimidazole (22) was converted to 2‐cyano‐1‐ethylbenzimidazole (25) similarly. Reaction of 1 with ethyl oxalyl chloride and triethylamine afforded ethyl 1‐methyl‐5‐nitro‐2‐imidazolepyruvate (19) as the enol oxalate. Nitrous acid and 19 gave the oximino pyruvate 20 which effervesced on mild heating to give 2‐cyano‐1‐methyl‐5‐nitroimidazole (11). The preparation of 1‐methyl‐5‐nitro‐2‐imidazoleacetonitrile (39) is reported.