The Rearrangement of Benzisoxazole-3-carboxylates

RO Clinton, SC Laskowski

Index: Clinton; Laskowski Journal of the American Chemical Society, 1952 , vol. 74, p. 2226,2235

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Citation Number: 13

Abstract

Dialkylaminoalkyl 6-nitrobenzisoxazole-3-carboxylates, when heated in toluene solution, undergo rearrangement to the corresponding 2-(dialkylaminoalkoxy)-4-nitrobenzonitriles. Similarly, an alkyl 6-nitrobenzisoxazole-3-carboxylate, in the presence of a tertiary amine, forms the corresponding 2-alkoxy-4-nitrobenzonitrile and a quarternary ammonium salt. Dimethylaminoethyl 6-nitrobenzisoxazole-3-carboxylate is exceptional, in that self- ...