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Sydnones as Masked Hydrazines for Heterocycle Formation: Reactions of 3-(2-substituted phenyl)sydnones with HCl

✍ Scribed by Christopher R. Gelvin; Kenneth Turnbull

Book ID
102860375
Publisher
John Wiley and Sons
Year
1992
Tongue
German
Weight
723 KB
Volume
75
Category
Article
ISSN
0018-019X

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✦ Synopsis

In general, reaction of 3-(2-substituted pheny1)sydnones with HC1 gives products derived from cleavage of the sydnone ring to the corresponding hydrazine and subsequent cyclization to the side chain. In one case, 3-(2-aminophenyl)sydnone (43), the product obtained, 1-amino-1H-benzimidazole (47), apparently results from nucleophilic interception by the side chain prior to complete cleavage of the sydnone ring.

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