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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 452900Generated: October 30, 2026

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

https://huagongshe.com/reaction/452900

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 numberUS08492389B2
Source datasetuspto-grants-2013_07
ORD IDord-1fd09334c1ba40bfa99503732316c6b2
Source noteuspto-grants-2013_07