Pyrolysis of Nt-Butyl-N-alkylcarbamoyl chlorides. A new synthesis of isocyanates

JN Tilley, AAR Sayigh

Index: Tilley,J.N.; Sayigh,A.A.R. Journal of Organic Chemistry, 1963 , vol. 28, p. 2076 - 2079

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Citation Number: 21

Abstract

The initial model selected, t-butylbenzy1amine-X-carbonyl chloride (I), demonstrated the relative ease with which the decompositions to isocyanate may take place. Even during its formation in toluene (110') traces of isocyanate were detectable. The pure material (I), a solid, in the melt at 130to 160, decomposed with vigorous gas evolution, to give hydrogen chloride, isobutylene, t-butyl chloride, and benzyl isocyanate in over 84% yield. The ...