Tetrahedron

Unique zeolite-catalyzed synthesis of nitroketene S, N-acetals

TI Reddy, BM Bhawal, S Rajappa

Index: Indrasena Reddy; Bhawal, Baburao M.; Rajappa, Srinivasachari Tetrahedron, 1993 , vol. 49, # 10 p. 2101 - 2108

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Citation Number: 20

Abstract

Dimethyl carbonimidodithioates (4a–g, 7a–c) derived from various primary amines and amino acid esters [glycine,(L)-alanine and (L)-phenylalanine] have been condensed with nitromethane in the presence of the rare-earth exchanged zeolite RE (70%) Na Y to give the S, N-acetals (5a–g, 8a–c). Mercuric chloride catalyzed hydrolysis of these (8a–c) has led to the nitroacetyl derivatives (9a–c). The glycine derivative (7a) gives a dimeric product (11) ...