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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