Studies with functionally substituted  N ‐alkylazoles: The reactivity of 1‐(3,5‐dimethylpyrazol‐1‐yl)‐acetone towards electrophilic reagents | Zendy

Mohamed Mona Hassan | Zendy; Elnagdi Mohamed Hilmy | Zendy; AbdelKhalik Mervat Mohammed | Zendy

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Studies with functionally substituted N ‐alkylazoles: The reactivity of 1‐(3,5‐dimethylpyrazol‐1‐yl)‐acetone towards electrophilic reagents

Author(s) -

Mohamed Mona Hassan,

Elnagdi Mohamed Hilmy,

AbdelKhalik Mervat Mohammed

Publication year - 2001

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570380324

Subject(s) - chemistry , phenylhydrazine , dimethylformamide , acetone , methylene , reagent , yield (engineering) , organic chemistry , electrophile , hydrochloric acid , reactivity (psychology) , condensation , nitrous acid , medicinal chemistry , catalysis , solvent , medicine , materials science , alternative medicine , physics , pathology , metallurgy , thermodynamics

The reaction of 1‐(3,5‐dimethylpyrazol‐1‐yl)acetone 4 with aromatic diazonium salts afforded the corresponding arylhydrazones 5a,b that were converted into pyridazines 6a,b and 8 via condensation with active methylene nitriles and dimethylformamide dimethylacetal, respectively. Condensation of 4 with 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, benzyl‐idenemalononitrile to yield a variety of substituted new pyrazoles.

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