The Journal of Organic Chemistry

New type of basic amide hydrolysis, characterized by alkyl-nitrogen fission

FH Stodola

Index: Stodola,F.H. Journal of Organic Chemistry, 1972 , vol. 37, p. 178 - 186

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Citation Number: 7

Abstract

Amides of the type RNHCH (R') C, H, N= NR2 [R= alkyl C-0, aryl C= O, alkyl SOZ, aryl SOZ, H, NC= O, C6H5" C= 0,(CeH6), NC= O; R1= H, CHI, CsHj; R2= phenyl, substituted phenyl, naphthyl] undergo basic hydrolysis under mild conditions to give RNHz and R1C (= O) C6H4NHNHR2. A similar reaction occurs when the substituents are ortho to one another. No reaction takes place when the groups are in the meta position. The effects of structural ...

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