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Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.50B [2011] >
IJC-B Vol.50B(05) [May 2011] >
| Title: | Synthesis of some novel isoxazolyl pyrimido[4,5-d][1,3]-thiazol-7-ones, isoxazolyl-2-(4-oxo-4H-1,3-benzothiazin-2-yl)acetamides and isoxazolyl thiazolidinones from isoxazolyl cyanoacetamide synthon |
| Authors: | Rajanarendar, E
Murthy, K Rama
Reddy, M Nagi
Reddy, K Govardhan |
| Keywords: | Isoxazolyl cyanoacetamide
Isoxazolylpyrimido[4,5-d][1,3]thiazol-7-ones
Isoxazolyl-2-(4-oxo-4H-1,3-benzothiazin-2-yl)-acetamides
Isoxazolyl-thiazolidinones |
| Issue Date: | May-2011 |
| Publisher: | NISCAIR-CSIR, India |
| Abstract: | The synthesis of title compounds has been
achieved from isoxazolyl cyanoacetamide 2
synthon. Isoxazolyl cyanoacetamide 2
has been obtained by reaction of 4-amino-3-methyl-5-styrylisoxazole 1 with ethyl cyanoacetate. The
cyclocondensation of 2 with aryl
isothiocyanates in presence of sulphur followed by subsequent reaction with
acetic anhydride afforded isoxazolylpyrimido[4,5-d][1,3]-thiazol-7-ones 4a-i.
Compounds 2 have been converted to
isoxazolyl 2-(4-oxo-4H-1,3-benzothiazin-2-yl)acetamides
5a-f by treatment with 2-sulfonyl
benzoic acid in boiling acetic acid. Cyclocondensation of 2 with thioglycolic acid in boiling acetic acid furnishes
isoxazolyl thiazolidinones 6a-f in
excellent yields. The newly synthesized compounds 2-6 have been characterized by IR, 1H NMR and mass
spectral studies. |
| Page(s): | 721-728 |
| CC License: |  CC Attribution-Noncommercial-No Derivative Works 2.5 India |
| ISSN: | 0975-0983(Online); 0376-4699(Print) |
| Source: | IJC-B Vol.50B(05) [May 2011]
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