Abstract
The title compound, C27H17ClFN3O2S, comprises chromonyl (A), thiazolyl (B), pyrazolyl (C), chlorophenyl (D) and fluorophenyl (E) rings with twist angles between the planes of adjacent rings pairs A/B, B/C, C/D and C/E of 14.1 (1), 18.2 (2), 1.3 (1) and 4.9 (1)°, respectively. The crystal structure is characterized by a range of intermolecular interactions including C—H...F, C—H...Cl and C—H...O contacts. Aromatic π–π stacking between chromonyl groups and chlorophenyl groups [centroid–centroid separations = 3.7170 (16) and 4.017 (2) Å, respectively] lead to columns of molecules propagating parallel to the [100] direction.
Highlights
Structure description Coumarins act as anticoagulant drugs (O’Reilly & Aggeler, 1968)
Thiazoles are an essential core scaffold in many natural products (Chhabria et al, 2016) and pyrazoles have a broad spectrum of biological activities (Faria et al, 2017)
We describe the synthesis and structure of the title compound
Summary
The title compound was synthesized from the condensation of 3-(4-chlorophenyl)-5-(4-fluorophenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide (0.67 g, 2.0 mmol) with 3-(2-bromoacetyl)-3,8a-dihydro-2H-chromen-2-one (0.54 g, 2.0 mmol) in anhydrous ethanol (20 ml) under reflux for 2 h. The formed solid was recrystallized from dimethylformamide solution to give colourless blocks (83%), m.p. 228–230C
Sign-in/Register to view highlights & summary Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
