Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721119Generated: October 31, 2026

Triphosgene → HCID 21891071, compound

https://huagongshe.com/reaction/721119

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
ReactantHCID 2758635HCID 2758635—
Reactant4-(6,7-Dimethoxyquinazolin-4-yloxy)anilineHCID 11616363—
ReactantToluene triethylamineHCID 22504574—
SolventDichloromethaneHCID 6344—
ProductHCID 21891071HCID 2189107184.8%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]aniline (70 mg) was added to toluene/triethylamine=10/1 (7 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (108 mg) in methylene chloride was then added to the solution, and the mixture was heated under reflux for 15 min. Subsequently, 2-[(2,5-dimethylphenyl)sulfanyl]-1-ethanol (65 mg) was added thereto, and the mixture was further stirred with heating under reflux for 2 hr. After the completion of the reaction, the reaction solution was allowed to cool to room temperature before distilled water was added thereto. The mixture was subjected to separatory extraction with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution and saturated brine. The washed solution was dried over sodium sulfate and was concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (101 mg, yield 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-9af367a055b24ecc88549f3ee17e81ba
Source noteuspto-grants-2006_11