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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 392246Generated: October 25, 2026

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

https://huagongshe.com/reaction/392246

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 numberUS06800620B2
Source datasetuspto-grants-2004_10
ORD IDord-718b1bb7495d47d9a1187428e1041253
Source noteuspto-grants-2004_10