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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1355692Generated: October 26, 2026

Dimethyl Sulfoxide → 2-Amino-4-(p-chlorophenyl)-6-(methylthio)-pyrimidine-5-carbonitrile

https://huagongshe.com/reaction/1355692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantMethyl iodideHCID 6328—
ReactantGuanidine NitrateHCID 10481—
ReactantSodium hydrideHCID 24758—
Reactant4-ChlorobenzoylacetonitrileHCID 138308—
SolventDimethylformamideHCID 6228—
SolventCarbon DisulfideHCID 6348—
SolventTriethylamineHCID 8471—
Product2-Amino-4-(p-chlorophenyl)-6-(methylthio)-pyrimidine-5-carbonitrileHCID 4138844—

Reaction Steps

From 4-chlorobenzoylacetonitrile with sodium hydride, carbon disulphide and methyl iodide in DMSO. Then treatment with guanidine nitrate and triethylamine in DMF. EI-MS m/e (%): 278 (M{37Cl}+, 14), 277 ([M{37Cl}—H]+, 42), 276 (M{35Cl} +, 46), 275 ([M{35Cl}—H]+, 100), 241 ([M—Cl]+, 30).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586441B2
Source datasetuspto-grants-2003_07
ORD IDord-709d3ddd72b44eba933f13289e622e6d
Source noteuspto-grants-2003_07