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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1739818Generated: November 2, 2026

Water → HCID 178481484, compound

https://huagongshe.com/reaction/1739818

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantMethanimidic acid, N-cyano-, ethyl esterHCID 9920370—
Reactant(+/-)-6-[amino-(4-chlorophenyl)methyl]-1-methyl-4-phenyl-2(1H)-quinolinoneHCID 21837488—
SolventEthanolHCID 702—
ProductHCID 178481484HCID 17848148488%

Reaction Steps

Ethyl N-cyano-methanimidate (3.6 g) was added dropwise at room temperature to a solution of intermediate (5-b) (10.6 g) in ethanol (90 ml) and the mixture was stirred at room temperature for 48 hours. Water and ethyl acetate were added, the organic layer was decanted, washed with water, dried (MgSO4), filtered off and evaporated till dryness. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2 /CH3OH/NH4OH 97/3/0.1). The pure fractions were collected and evaporated, yielding 10.5 g (88%) of (±)-N-[[[(4-chlorophenyl)(1,2-dihydro-1-methyl-2-oxo-4-phenyl-6-quinolinyl)methyl]amino]methylene]cyanamide (interm. 5-c).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05968952
Source datasetuspto-grants-1999_10
ORD IDord-d86fb029408b488298f1afd5c238e640
Source noteuspto-grants-1999_10