6533b81ffe1ef96bd1276f2e

RESEARCH PRODUCT

Polycondensed nitrogen heterocycles. XXII. A new synthesis of 5,6-dihydro-7H-pyrazolo[1,5-d][1,4]benzodiazepin-6-ones

Isabella D'asdiaGirolamo CirrincioneEnrico AielloGaetano DattoloAnna Maria Almerico

subject

chemistry.chemical_compoundchemistryHydrochlorideReducing agentOrganic ChemistryOrganic chemistrychemistry.chemical_elementEthyl esterNitrogenD-1

description

A new synthesis of 2-methyl-9-R'-10-R-5,6-dihydro-7H-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.

https://doi.org/10.1002/jhet.5570190553