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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008429Generated: October 31, 2026

Methanol → HCID 22667063, compound

https://huagongshe.com/reaction/1008429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant4-Chloro-N-methylbenzenamineHCID 70272—
ReactantTriphosgeneHCID 94429—
Reactant2-Chloro-4-((6,7-dimethoxyquinazolin-4-yl)oxy)anilineHCID 21889899—
SolventChloroformHCID 6212—
SolventTriethylamineHCID 8471—
ProductHCID 22667063HCID 2266706369%

Reaction Steps

2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]-aniline (80 mg) was dissolved in chloroform (3 ml) and triethylamine (0.3 ml), and a solution of triphosgene (72 mg) in chloroform was then added to the solution. The mixture was stirred at room temperature for 15 min. Next, 4-chloro-N-methylaniline (35 μl) was added to the reaction solution, and the mixture was heated under reflux for additional 30 min. Methanol was added to the reaction solution, and the mixture was purified by HPLC by development with chloroform/methanol, and the solvent was removed by distillation. The resultant crystal was washed with ether to give 83 mg (yield 69%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06797823B1
Source datasetuspto-grants-2004_09
ORD IDord-2b9ed4b25f924ff3ba17982333c5070e
Source noteuspto-grants-2004_09