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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629014Generated: October 29, 2026

Imidazole → 1-(2-Amino-phenyl)-3-[4-(4-chloro-5-methylsulfanyl-6-morpholin-4-yl-pyrimidin-2-yl)-phenyl]-thiourea

https://huagongshe.com/reaction/629014

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantO-PhenylenediamineHCID 7243—
ReactantBis-(2,5-dihydro-imidazol-1-yl)-methanethioneHCID 54042580—
ReactantHCID 86673495HCID 86673495—
SolventAcetonitrileHCID 6342—
Product1-(2-Amino-phenyl)-3-[4-(4-chloro-5-methylsulfanyl-6-morpholin-4-yl-pyrimidin-2-yl)-phenyl]-thioureaHCID 8667350393.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of bis-(2,5-dihydro-imidazol-1-yl)-methanethione (29.2 mg, 0.164 mmol), imidazole (3.7 mg, 0.05 mmol, 0.5 eq) in CH3CN (5 ml) was stirred at 0° C., then added dropwise to a slurry of 4-(4-chloro-5-methylsulfanyl-6-morpholin-4-yl-pyrimidin-2-yl)-phenylamine (50 mg, 0.109 mmol.). The resulting mixture was reacted 3.0 hrs at r.t. and then benzene-1,2-diamine (23.6 mg, 0.218 mmol, 2.0 eq) was added thereinto. The reaction resulted in a white solid, which was filtered, collected and evaporated in vacuo to give 49.5 mg of a white compound (68.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315491B2
Source datasetuspto-grants-2016_04
ORD IDord-8d25df26cee84056a586ec8942056db9
Source noteuspto-grants-2016_04