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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628989Generated: October 29, 2026

Imidazole → HCID 87344994, compound

https://huagongshe.com/reaction/628989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantO-PhenylenediamineHCID 7243—
Reactant1,1'-ThiocarbonyldiimidazoleHCID 80264—
ReactantHCID 67295455HCID 67295455—
SolventAcetonitrileHCID 6342—
ProductHCID 87344994HCID 8734499429%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a stirred solution of 1,1-thiocarbonyldiimidazole (216.5 mg, 1.5 eq.), imidazole (164.52 mg, 3 eq.) and CH3CN (10 ml) at 0° C., 2-(4-amino-phenyl)-5-ethoxy-6-morpholin-4-yl-pyrimidine-4-carboxylic acid ethyl ester (300 mg, 1 eq.) dissolved in CH3CN (10 ml) was added dropwise over 10 min. After 10 min, the cooling bath was removed. After 3 h, benzene-1,2-diamine (175.2 mg, 2 eq.) was added and the reaction was heated to 50° C. for 3 h, and then stirred at ambient temperature for 16 h. The solvent was removed by evaporation. The residue was chromatographed to give a thiourea (120 mg, 29%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315491B2
Source datasetuspto-grants-2016_04
ORD IDord-00c537afcefa49d5b78ecbe78e8df756
Source noteuspto-grants-2016_04