HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Thiocarbonyldiimidazole → 2(1H)-Pyrimidinethione, tetrahydro-1-phenyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Thiocarbonyldiimidazole | HCID 80264 | — |
| Reactant | N-(3-aminopropyl)aniline | HCID 427260 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2(1H)-Pyrimidinethione, tetrahydro-1-phenyl- | HCID 10198035 | 78% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06340687B1 |
| Source dataset | uspto-grants-2002_01 |
| ORD ID | ord-1b0acefd610e43ee866e404e4b3a2777 |
| Source note | uspto-grants-2002_01 |