Abstract
THE ease with which 1-substituted pyrazoles may be converted into the free imino compounds varies with the nature of the 1-substituent and the reacting substance. Thus, 1,3,5-trimethyl pyrazole may be nitrated1 and 1-phenyl pyrazole reduced to the pyrazoline2 without loss of the N-methyl or N-phenyl groups respectively. On the other hand, pyrazoles of the 1-carbamyl or 1-phenylcarbamyl type, (I), derived from the acyl hydrazides, semicarbazide3 and 4-phenylsemicarbazide4, are much less stable and readily give the free imino derivatives. 
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SCOTT, F., MURPHY, C. & REILLY, J. Carbamidine-substituted Pyrazoles. Nature 167, 1037 (1951). https://doi.org/10.1038/1671037a0
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DOI: https://doi.org/10.1038/1671037a0
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