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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389740Generated: November 2, 2026

4-Amino-6-chloro-2-methylthiopyrimidine → 7-Chloro-5-(methylthio)imidazo[1,2-c]pyrimidine

https://huagongshe.com/reaction/2389740

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Amino-6-chloro-2-methylthiopyrimidineHCID 70496—
Reactant2-Bromo-1,1-dimethoxyethaneHCID 81672—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product7-Chloro-5-(methylthio)imidazo[1,2-c]pyrimidineHCID 40815974—

Reaction Steps

75 g (427 mmol) of 4-amino-6-chloro-2-(methylthio)pyrimidine are dissolved in 3000 ml of dioxane and 750 ml of water. 101.05 g (597.81 mmol) of bromoacetaldehyde dimethyl acetal are added, and the mixture is heated under reflux for 24 h. After the reaction is complete, the dioxane is removed in vacuo and the aqueous suspension is suspended in THF, filtered with suction and washed with some THF. Drying of the solid at 40° C. under high vacuum results in 56.5 g (66% of theory) of the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273752B2
Source datasetuspto-grants-2012_09
ORD IDord-dfde25595bbb489080078c5b97d2e8d4
Source noteuspto-grants-2012_09