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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1797887Generated: November 1, 2026

Water → 4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline

https://huagongshe.com/reaction/1797887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantOxalyl chlorideHCID 65578—
Reactant6,7-Bis(2-methoxyethoxy)quinazolin-4(3H)-oneHCID 135409305—
SolventDichloromethaneHCID 6344—
Product4-Chloro-6,7-bis(2-methoxyethoxy)quinazolineHCID 11289942126.7%

Reaction Steps

To a solution of compound 22 (2.60 g, 8.83 mmol) in dichloromethane (25 mL), was added a drop of N,N-Dimethyl formamide and to that oxalyl chloride (1.52 mL, 17.669 mmol) was added dropwise. This mixture was stirred at room temperature for 12 h. Reaction was monitored by TLC and the reduction continued until TLC indicated no starting material. The reaction mixture was poured in to water. Extracted with ethyl acetate and the combined organic layer were washed with Sat.NaHCO3 and brine and dried over Na2SO4 and evaporated to give the crude compound 23 (3.5 g, crude), which was used in the next reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08343950B2
Source datasetuspto-grants-2013_01
ORD IDord-f48143b0895f4edd96fd9c0fed0cdae7
Source noteuspto-grants-2013_01