Premium
Polycondensed nitrogen heterocycles. XXII . A new synthesis of 5,6‐dihydro‐7 H ‐pyrazolo[1,5‐ d ][1,4]benzodiazepin‐6‐ones
Author(s) -
Dattolo G.,
Cirrincione G.,
Almerico A. M.,
D'Asdia I.,
Aiello E.
Publication year - 1982
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.5570190553
Subject(s) - chemistry , hydrochloride , medicinal chemistry , organic chemistry , stereochemistry
A new synthesis of 2‐methyl‐9‐R'‐10‐R‐5,6‐dihydro‐7 H ‐pyrazolo[1,5‐ d ][1,4]benzodiazepin‐6‐ones ( 4a‐c ) is deserved. Reaction of ethyl hydrazinoacetate hydrochloride with 1,3‐diketones 1a‐c gave both 3‐methyl‐5‐(4R'‐5‐R‐2‐nitrophenyl)pyrazol‐1‐yl‐acetate acids ( 2a‐c ) and the corresponding ethyl esters 3a‐c . Reduction with the appropiate reducing agent of compounds 2a‐c and 3a‐c directly gave the title compounds. Compound 4a showed insecticidal properties against the house fly.