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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1250876Generated: October 30, 2026

1,1'-Thiocarbonyldiimidazole → 2(1H)-Pyrimidinethione, tetrahydro-1-phenyl-

https://huagongshe.com/reaction/1250876

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-ThiocarbonyldiimidazoleHCID 80264—
ReactantN-(3-aminopropyl)anilineHCID 427260—
SolventDichloromethaneHCID 6344—
Product2(1H)-Pyrimidinethione, tetrahydro-1-phenyl-HCID 1019803578%

Reaction Steps

Prepared in the manner of Example 1, Step B from N-phenyl-propane-1,3-diamine of Step A and 1,1′-thiocarbonyldiimidazole, except that the cyclization was effected in dichloromethane. Workup consisted of washing with water, drying over magnesium sulfate, filtration and removal of solvent in vacuo. Purfication by flash chromatography on silica gel Merck-60 eluting with 1% methanol in dichloromethane followed by trituration with ethyl ether to provide the title compound as a white solid (2.74 g, 78%), m.p: 211-212° C., identical to the material described by Kashima et al., J. Chem. Soc. Perkin I, 1622 (1981).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06340687B1
Source datasetuspto-grants-2002_01
ORD IDord-1b0acefd610e43ee866e404e4b3a2777
Source noteuspto-grants-2002_01