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Title: Synthesis of some novel isoxazolyl pyrimido[4,5-<i style="">d</i>][1,3]-thiazol-7-ones, isoxazolyl-2-(4-oxo-4<i style="">H</i>-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
Isoxazolyl-2-(4-oxo-4<i style="">H</i>-1,3-benzothiazin-2-yl)-acetamides
Issue Date: May-2011
Publisher: NISCAIR-CSIR, India
Abstract: The synthesis of title compounds has been achieved from isoxazolyl cyanoacetamide <b style="">2 </b>synthon. Isoxazolyl cyanoacetamide <b style="">2</b> has been obtained by reaction of 4-amino-3-methyl-5-styrylisoxazole <b style="">1</b> with ethyl cyanoacetate. The cyclocondensation of <b style="">2</b> with aryl isothiocyanates in presence of sulphur followed by subsequent reaction with acetic anhydride afforded isoxazolylpyrimido[4,5-<i style="">d</i>][1,3]-thiazol-7-ones <b style="">4a-i</b>. Compounds <b style="">2 </b>have been converted to isoxazolyl 2-(4-oxo-4<i style="">H</i>-1,3-benzothiazin-2-yl)acetamides <b style="">5a-f</b> by treatment with 2-sulfonyl benzoic acid in boiling acetic acid. Cyclocondensation of <b style="">2</b> with thioglycolic acid in boiling acetic acid furnishes isoxazolyl thiazolidinones <b style="">6a-f</b> in excellent yields. The newly synthesized compounds <b style="">2-6</b> have been characterized by IR, <sup>1</sup>H NMR and mass spectral studies.
Description: 721-728
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.50B(05) [May 2011]

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