Journal of the American Chemical Society

1, 3-Bisdiazopropane. Preparation and cyclization to pyrazole

H Hart, JL Brewbaker

Index: Hart,H.; Brewbaker,J.L. Journal of the American Chemical Society, 1969 , vol. 91, # 3 p. 706 - 711

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Citation Number: 12

Abstract

Abstract: 1, 3-Bisdiazopropane was prepared by treatment of crystalline potassium propane- l, 3-bisdiazotate, which is thermally stable to 168 O, with protonic solvents. In cyclohexene solution, 1, 3-bisdiazopropane slowly decomposed at room temperature to nitrogen and pyrazole. Kinetic studies showed that 3-diazopropene was not an intermediate, although it also cyclizes to pyrazole. The possible mechanisms are discussed. isdiazoalkanes have ...

Cyclization of 3-diazoalkenes to pyrazoles

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