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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403662Generated: October 29, 2026

Thionyl Chloride → 4-Chloro-7-methoxyquinazolin-6-yl acetate

https://huagongshe.com/reaction/403662

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant6-Acetoxy-7-methoxy-3H-quinazolin-4-oneHCID 135681960—
SolventDimethylformamideHCID 6228—
Product4-Chloro-7-methoxyquinazolin-6-yl acetateHCID 2202216084.5%

Reaction Conditions

Temperature55 °C

Reaction Steps

A mixture of 7-methoxy-4-oxo-3,4-dihydroquinazolin-6-yl acetate (8.7 g, 0.037 mol), thionyl chloride (120 ml, 1.65 mol) and DMF (1 ml) was stirred and heated to 55° C. for 6 hours. The mixture was cooled to room temperature and thionyl chloride was evaporated. The solid was dissolved in chloroform and the solution was washed with sodium bicarbonate and brine, the chloroform was evaporated under reduced pressure to give 7.9 g of a gray product. MS (ESI) m/z: 253 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748453B2
Source datasetuspto-grants-2014_06
ORD IDord-d8530beba4094308b604546e3b5b5acf
Source noteuspto-grants-2014_06