Hantzsch reaction of 3-(2-bromoacetyl)-4-hydroxy-chromen-2-one. Synthesis of 3-(thiazol-4-yl)-4-hydroxy coumarines
✍ Scribed by S. Sukdolak; S. Solujić; N. Manojlović; N. Vuković; L. J. Krstić
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2004
- Tongue
- English
- Weight
- 143 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
3‐Acetyl‐4‐hydroxy‐chromen‐2‐one (1) was brominated with phenyltrimethylammonium tribromide to afford 3‐(2‐bromoacetyl)‐4‐hydroxy‐chromen‐2‐one (2) whose reactions with thiourea, thioacetamide and ammonium dithiocarbamate gave respectively 3‐(2‐amino‐thiazol‐4‐yl)‐4‐hydroxy‐, 4‐hydroxy‐3‐(2‐phenyl‐thiazol‐4‐yl)‐ and 4‐hydroxy‐3‐(2‐mercapto‐thiazol‐4‐yl)chromen‐2‐one. In a similar manner, com pound 2 was treated with four 1‐substituted‐2‐thioureas and thiobenzamide to give the corresponding 4‐hydroxy‐3‐(thiazol‐4‐yl)‐chromen‐2‐one derivatives.
📜 SIMILAR VOLUMES
## Abstract magnified image A series of novel bis‐[3‐(2‐arylmethylidenimino‐1,3‐thiazol‐4‐yl)‐4‐hydroxy‐__2H__‐chromen‐2‐one‐6‐yl]methane **7a**, **7b**, **7c**, **7d**, **7e**, **7f** and bis‐[3‐(2‐arylidenhydrazo‐1,3‐thiazol‐4‐yl)‐4‐hydroxy‐__2H__‐chromen‐2‐one‐6‐yl]‐methane **8a**, **8b**, **8c
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