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Synthesis of 3-amino-4-(thienyl-2)furazan

✍ Scribed by Aleksei B. Sheremetev; Igor V. Ovchinnikov

Publisher: John Wiley and Sons
Year: 1997
Tongue: English
Weight: 179 KB
Volume: 8
Category: Article
ISSN: 1042-7163
DOI: 10.1002/(sici)1098-1071(1997)8:1<7::aid-hc2>3.0.co;2-d

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✦ Synopsis

3-Amino-4-(thienyl-2)furazan (3) has been synthesized from 2-acetylthiophene (4) by several routes. Nitrosation of 4, followed by oximation of the resulting oxime salt 5, gave a 6:1 mixture of the E,E and E,Z isomers of thienylglyoxime (1). Estimation of differences and analogies of these isomers' reactivity have been carried out. Oxidation and dehydration of 1 gave furoxan 11 and furazan 2, respectively. Conversion of 2, 12, 13, and 11a, b into the target amine 3 by basepromoted reaction with hydroxylamine has been reported.

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