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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 582012Generated: October 28, 2026

Ethyl Acetate → 5-Amino-1-(2-tolyl)-3-(4-tolyl)pyrazole-4-carboxamide

https://huagongshe.com/reaction/582012

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium HydroxideHCID 14798—
Reactanto-Tolylhydrazinium(1+) chlorideHCID 71554—
Reactant2-Cyano-3-methylthio-3-(4-tolyl)acrylamideHCID 54242237—
SolventHexaneHCID 8058—
Product5-Amino-1-(2-tolyl)-3-(4-tolyl)pyrazole-4-carboxamideHCID 538751494.9%

Reaction Steps

The title compound was prepared from 2-cyano-3-methylthio-3-(4-tolyl) acrylamide (464 mg, 2.0 mmol), 2-tolylhydrazine hydrochloride (350 mg, 2.2 mmol) and sodium hydroxide (88 mg, 2.2 mmol) following the procedure used for the compound of Example 12. The crude product was subjected to column chromatography (SiO2, 75% ethyl acetate in hexane) to give the title compound as a yellow solid (30 mg) m.p. 133-135°. δH (CDCl3) 7.52 (2H, d, J 8.1 Hz), 7.38 (4H, m), 7.28 (2H, d, J 7.4 Hz), 5.40 (4H, m), 2.40 (3H, s) and 2.23 (3H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05922741
Source datasetuspto-grants-1999_07
ORD IDord-d8cc42b5c4a14489adec7ee652103db8
Source noteuspto-grants-1999_07