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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384830Generated: October 30, 2026

(+-)-2-Butanol → 6-Methoxy-7-(3-thiomorpholinopropoxy)quinazolin-4-one

https://huagongshe.com/reaction/384830

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(+-)-2-ButanolHCID 6568—
ReactantThiomorpholineHCID 67164—
Reactant6-Methoxy-7-(3-chloropropoxy)quinazolin-4-oneHCID 135589777—
SolventMethanolHCID 887—
Product6-Methoxy-7-(3-thiomorpholinopropoxy)quinazolin-4-oneHCID 13558977587.6%

Reaction Conditions

Temperature105 °C

Reaction Steps

In a 100 mL volume glass vessel equipped with a stirrer and a thermometer were placed 4.0 g (14.9 mmol) of 6-methoxy-7-(3-chloropropoxy)quinazolin-4-one prepared by procedures similar to those of Reference Example V-1, 5.0 g (48.5 mmol) of thiomorpholine, and 16 mL of sec-butyl alcohol. The resulting mixture was stirred at 105° C. for 7.5 hours. After the reaction was complete, 16 mL of methanol was added to the reaction mixture. The reaction mixture was refluxed for one hour and cooled to room temperature. Thus precipitated crystalline product was collected by filtration and dried at 60° C. under reduced pressure, to give 4.38 g (isolated yield: 81%) of 6-methoxy-7-(3-thiomorpholinopropoxy)quinazolin-4-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367824B2
Source datasetuspto-grants-2013_02
ORD IDord-0a54ee1e5e8e44faacde09c44d2ef663
Source noteuspto-grants-2013_02