Mh. Mohamed et al., Studies with functionally substituted N-alkylazoles: The reactivity of 1-(3,5-dimethylpyrazol-1-yl)acetone towards electrophilic reagents, J HETERO CH, 38(3), 2001, pp. 685-689
The reaction of 1-(3,5-dimethylpyrazo1-1-yl)acetone 4 with aromatic diazoni
um salts afforded the corresponding arylhydrazones 5a,b that were converted
into pyridazines 6a,b and 8 via condensation with active methylene nitrile
s and dimethylformamide dimethylacetal, respectively. Condensation of 4 wit
h phenylhydrazine afforded the phenylhydrazone 10, which could be converted
into the indolylpyrazole 11 on treatment with ethanolic hydrochloric acid.
Compound 4 also reacted with nitrous acid, benzylidenemalononitrile to yie
ld a variety of substituted new pyrazoles.