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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634695Generated: November 1, 2026

2-Chloroethyl methyl sulfide → 6-Methoxy-7-(2-methylthioethoxy)4-phenoxyquinazoline

https://huagongshe.com/reaction/634695

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloroethyl methyl sulfideHCID 10965—
ReactantPotassium CarbonateHCID 11430—
Reactant7-Hydroxy-6-methoxy-4-phenoxyquinazolineHCID 135496137—
SolventDimethylformamideHCID 6228—
Product6-Methoxy-7-(2-methylthioethoxy)4-phenoxyquinazolineHCID 2126027454%

Reaction Conditions

Temperature110 °C

Reaction Steps

2-Chloroethyl methyl sulphide (1.2 g, 10.9 mmol) was added to 7-hydroxy-6-methoxy-4-phenoxyquinazoline (2.25 g, 8.4 mmol), (prepared as described for the starting material in Example 16), and potassium carbonate (6.0 g, 43.4 mmol) in DMF (70 ml). The mixture was heated at 110° C. for 4 hours and allowed to cool. The mixture was filtered, and the volatiles were removed from the filtrate by evaporation. The residue was purified by column chromatography eluting with methylene chloride/methanol (96/4) to give 6-methoxy-7-(2-methylthioethoxy)4-phenoxyquinazoline (1.55 g, 54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06184225B2
Source datasetuspto-grants-2001_02
ORD IDord-74b387d7a47b4748b60276a6261487fe
Source noteuspto-grants-2001_02