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The Synthesis of 3,5-Diamino-1,2,4-oxadiazoles. 1st Communication

✍ Scribed by Jefferson W. Tilley; Henri Ramuz


Publisher
John Wiley and Sons
Year
1980
Tongue
German
Weight
472 KB
Volume
63
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

Reaction of the 1‐substituted‐3‐cyano‐isothioureas 6 with hydroxylamine gave mixtures of the 5‐amino‐3‐substituted‐amino‐1,2,4‐oxadiazoles 1 and the isomeric 3‐amino‐5‐substituted‐amino‐1,2,4‐oxadiazoles 8 in which 1 usually predominated. The structural assignment of these products is discussed. In a second method, the 2‐hydroxy‐1‐methyl‐1‐phenyl‐guanidine 15 was converted to the corresponding 3‐disubstituted‐amino‐5‐trichloromethyl‐1,2,4‐oxadiazole 16, a precursor to the 5‐amino derivatives 17 by nucleophilic displacement of the trichloromethyl group.


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