Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1252990Generated: November 2, 2026

Butanoic acid, 2-[(3-nitrophenyl)methylene]-3-oxo-, 1-methylethyl ester → 1,2,4,7-Tetrahydro-5-methyl-7-(3-nitrophenyl)-2-oxopyrazolo[1,5-a]pyrimdine-6-carboxylic acid, 1-methylethyl ester

https://huagongshe.com/reaction/1252990

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButanoic acid, 2-[(3-nitrophenyl)methylene]-3-oxo-, 1-methylethyl esterHCID 3951175—
Reactant5-amino-3H-pyrazol-3-oneHCID 4255556—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
Product1,2,4,7-Tetrahydro-5-methyl-7-(3-nitrophenyl)-2-oxopyrazolo[1,5-a]pyrimdine-6-carboxylic acid, 1-methylethyl esterHCID 14130432—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 3-amino-5-pyrazolone (3.57 g; 36.1 mmole) and 2-[(3-nitrophenyl)methylene]-3-oxobutanoic acid, 1-methylethyl ester (10.0 g; 36.1 mmole) in dry dimethylformamide (30 ml) was heated at 70° C. under argon for 24 hours. The reaction mixture was allowed to cool to room temperature and then diluted with ether. The resultant precipitate was filtered off and recrystallized from isopropanol to provide the title compound in crystalline form (4.23 g; melting point 254°-256° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04746656
Source datasetuspto-grants-1988_05
ORD IDord-40380c51587d4d338d8a63f849d3fef3
Source noteuspto-grants-1988_05