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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1934905Generated: October 27, 2026

Chloroacetyl chloride → N-[4-[(3-Bromophenyl)amino]-3-cyano-6-quinolinyl]-2-chloroacetamide

https://huagongshe.com/reaction/1934905

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantTriethylamineHCID 8471—
Reactant6-Amino-4-(3-bromophenylamino)quinoline-3-carbonitrileHCID 9967712—
SolventTetrahydrofuranHCID 8028—
ProductN-[4-[(3-Bromophenyl)amino]-3-cyano-6-quinolinyl]-2-chloroacetamideHCID 1027334143.9%

Reaction Conditions

Temperature25 °C

Reaction Steps

Triethylamine (0.359 g, 3.55 mmol) and chloroacetyl chloride (0.402 g, 3.55 mmol) were added to an ice cold solution of 1.00 g (2.96 mmol) of 6-amino-4-[(3-bromophenyl)amino]-3-quinolinecarbonitrile in 12 mL of tetrahydrofuran under N2. After stirring overnight at 25° C., volatile material was removed and the residue was slurried in water and collected. Recrystallization from methanol gave 0.540 g of tan solid: mass spectrum (electrospray, m/e): M+H 415,417.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06384051B1
Source datasetuspto-grants-2002_05
ORD IDord-5ef3d82e40664c87875b385348617958
Source noteuspto-grants-2002_05