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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 497098Generated: October 30, 2026

Chloroacetyl chloride → 2-Chloromethyl-3-(2-chlorophenyl)-6,7-dimethoxy-3H-quinazolin-4-one

https://huagongshe.com/reaction/497098

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
Reactant2-amino-N-(2-chlorophenyl)-4,5-dimethoxybenzamideHCID 14127143—
SolventAcetic AcidHCID 176—
Product2-Chloromethyl-3-(2-chlorophenyl)-6,7-dimethoxy-3H-quinazolin-4-oneHCID 2231655846%

Reaction Steps

Prepared according to Procedure B with 1a (2.95 g, 9.63 mmol) and chloroacetyl chloride (2.3 mL, 28.9 mmol) in acetic acid (30 mL). Purified by extraction from aq. K2CO3 and recrystallization from isopropanol to afford 1.61 g of a brown crystalline solid (46%). 1H NMR (CDCl3) δ: 7.59-7.66 (m, 2H); 7.45-7.56 (m, 3H); 7.20 (s, 1H); 4.37 (d, J=12 Hz, 1H), 4.08 (d, J=12 Hz, 1H); 4.04 (s, 3H); 4.00 (s, 3H). MS (ES): m/z 365.0 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949535B2
Source datasetuspto-grants-2005_09
ORD IDord-7cc1818b408b407aa67995849bd0a47d
Source noteuspto-grants-2005_09