Synthesis and chemistry of 3-tert-butyl-1, 5-diaminopyrazole

AJ Blake, D Clarke, RW Mares, H McNab

Index: Blake, Alexander J.; Clarke, David; Mares, Richard W.; McNab, Hamish Organic and Biomolecular Chemistry, 2003 , vol. 1, # 23 p. 4268 - 4274

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Citation Number: 7

Abstract

N-Amination of 3-amino-5-tert-butylpyrazole 11 with hydroxylamine-O-sulfonic acid gave the 1, 5-diaminopyrazole 12 with good regiochemical control. The reactions of 12 with certain electrophiles (eg acetic anhydride, DMF acetal, aromatic aldehydes, methoxymethylene Meldrum's acid) took place at one (or both) of the amino groups and no cyclised products were obtained. Reaction of 12 with carbon disulfide followed by alkylation under basic ...