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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61616Generated: October 29, 2026

Dimethylformamide → 4-Chloro-2-[(3-phenyl)phenyl]-7-methoxyquinazolin-6-yl acetate

https://huagongshe.com/reaction/61616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant2-[(3-Phenyl)phenyl]-7-methoxy-4-oxo-3,4-dihydroquinazolin-6-yl acetateHCID 136203248—
Product4-Chloro-2-[(3-phenyl)phenyl]-7-methoxyquinazolin-6-yl acetateHCID 59361855—

Reaction Steps

To a mixture of 2-[(3-phenyl)phenyl]-7-methoxy-4-oxo-3,4-dihydroquinazolin-6-yl acetate (3.6 g, 9.32 mmole) in SOCl2 (40 mL) was added DMF (1 mL) and the reaction was stirred at reflux for 16 h. The mixture was cooled to RT and then the volatiles were removed in vacuo. The crude product was dissolved in CHCl3 (300 mL) and washed with saturated NaHCO3 solution (3×150 mL), water (2×150 mL) and brine (1×150 mL) and dried with Na2SO4. The solution was concentrated in vacuo to yield 4-chloro-2-[(3-phenyl)phenyl]-7-methoxyquinazolin-6-yl acetate (4.0 g, 9.88 mmole). HPLC retention time 11.12 mins. (5-95-13 method).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440961B2
Source datasetuspto-grants-2016_09
ORD IDord-b1d86378e51b4fa9ad6b7a71fcadeff5
Source noteuspto-grants-2016_09