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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1282910Generated: October 31, 2026

Thiomorpholine → 2-Imino-6-methyl-4-(thiomorpholin-4-yl)pyrimidin-1(2H)-ol

https://huagongshe.com/reaction/1282910

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiomorpholineHCID 67164—
Reactant4-Chloro-2-imino-6-methylpyrimidin-1(2H)-olHCID 13371845—
SolventDimethyl SulfoxideHCID 679—
Product2-Imino-6-methyl-4-(thiomorpholin-4-yl)pyrimidin-1(2H)-olHCID 1908562450.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 32 g of 4-chloro-1,2-dihydro-2-imino-6-methyl-1-pyrimidinol, 46 g of thiomorphline, and 200 ml of dimethyl sulfoxide was heated at 100°C in a nitrogen atmosphere for 17 hours. The solvent is removed under high vacuum. The residue is shaken with 5% ammonium hydroxide solution and with chloroform. The chloroform layer is washed with water, dried over sodium sulfate and the solvent removed. Trituration of the residue with ether gives 23 g of a solid mp 208°-210°C. Recrystallization from acetone-methanol gives a white crystalline solid, mp 243°-245°C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03973016
Source datasetuspto-grants-1976_08
ORD IDord-07ab393ebbd34da6b73847397be6577a
Source noteuspto-grants-1976_08