A Re-Examination of the Reaction of 3,4-Diamino[1,2,5]oxadiazole with Glyoxal
✍ Scribed by Rodney L. Willer; Robson F. Storey; Christopher G. Campbell; Steven W. Bunte; Damon Parrish
- Book ID
- 115558815
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2012
- Tongue
- English
- Weight
- 986 KB
- Volume
- 49
- Category
- Article
- ISSN
- 0022-152X
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## Abstract magnified image The compounds 5,6‐dihydro‐4__H__‐imidazo[4,5‐__c__][1,2,5]oxadiazole (**3a**, RH), 4,6,10,12‐tetramethyl‐5,6,11,12‐tetrahydro‐4__H__,10__H__‐bis(1,2,5)oxadiazolo[3,4‐__d__:3′,4′‐__I__][1,3,6,8]tetraazecine (**4b**, RCH~3~), __N__^3^,__N__^3^′‐methylenebis‐3,4‐diamino‐
## 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 the
## 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