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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
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.50B(05) [May 2011]

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