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

✍ Scribed by Jefferson W. Tilley; Henri Ramuz; Paul Levitan; John F. Blount

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

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✦ Synopsis

Abstract

The 5‐amino‐3‐arylamino‐1,2,4‐oxadiazoles 2 are conveniently prepared by oxidative cyclization of the arylamidinoureas 10. The process is also capable of producing a variety of the 5‐substituted‐amino analogs 32 when the appropriately substituted guanidine 31 is employed as the substrate. Two different types of rearrangement leading to triazol‐3‐ones accompany cyclization depending on the choice of starting material. The structures of the rearranged products were established by X‐ray crystallographic analysis and the reaction mechanisms leading to these unexpected products are discussed.

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