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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2285593Generated: October 31, 2026

Hydrogen Sulfide → 4-amino-2-methylpyrimidine-5-carbothioamide

https://huagongshe.com/reaction/2285593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen SulfideHCID 402—
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant4-Amino-2-methylpyrimidine-5-carbonitrileHCID 69682—
SolventPyridineHCID 1049—
Product4-amino-2-methylpyrimidine-5-carbothioamideHCID 4034176—

Reaction Steps

Hydrogen sulfide is passed through a mixture of 4-amino-2-methyl-5-pyrimidinecarbonitrile (6.707 g., 0.050 m.), triethylamine (7.0 ml., 0.050 m.), dimethylformamide (25 ml.) and pyridine (100 ml.) with stirring for 3 hours at ambient temperature. The mixture is poured into ice water (500 ml.) and the cream-colored solid which separates is collected by filtration, washed with water, dried at 110° C./0.1 mm. The yield of product melting at 260° C. dec. (uncorr.) is 7.663 g. (91.1%). This material is recrystallized from dimethylformamide-water (Darco G-60) affording colorless crystals melting at 264° C. dec. (uncorr.) in a yield of 5.110 g. (60.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04323681
Source datasetuspto-grants-1982_04
ORD IDord-018d2a2ba4884700878692747fe17241
Source noteuspto-grants-1982_04