ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Ethereal diazomethane reacts with the arylhydrazones of mesoxalic acid dinitrile 1a-c and of ethyl α-cyanoglyoxalate 2b, d-g to yield the methylarylhydrazones 3a-c and 4a-e respectively. Treatment of 4b-e with phenylmagnesium bromide results in the formation of the imino derivatives 5a-d.Whereas 2a-g react with phenylhydrazine to yield the aminopyrazoles 8a-g, the hydrazides 10a, b are formed on treatment of 4c, e with hydrazine hydrate.1a-c react with hydrazine hydrate and with phenylhydrazine to yield 3-amino-4-arylhydrazono-5-imino-2-pyrazoline derivatives 11a-f 11a, b react with acrylonitrile to yield 3-amino-1(β-cyanoethyl)-4-arylhydrazono-5-imino-2-pyrazoline derivatives 12a, b which can be readily cyclised to the pyrazolo[3,2-b]pyrimidine derivatives 13a, b by the action of hot acetic acid.
Additional Material:
4 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19733150604
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