HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5,6-dichloro-1-{3-[4-(diphenylmethyl)-1-piperazinyl]propyl}-1,3-dihydro-2H-benzimidazol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Urea | HCID 1176 | — |
| Reactant | 4,5-dichloro-N1-{3-[4-(diphenylmethyl)-1-piperazinyl]propyl}-1,2-benzenediamine | HCID 53753576 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 5,6-dichloro-1-{3-[4-(diphenylmethyl)-1-piperazinyl]propyl}-1,3-dihydro-2H-benzimidazol-2-one | HCID 13105582 | — |
Reaction Conditions
| Temperature | 190 °C |
|---|
Reaction Steps
A mixture of 4 parts of 4,5-dichloro-N1 -{3-[4-(diphenylmethyl)-1-piperazinyl]propyl}-1,2-benzenediamine and 1.5 parts of urea is stirred for 3 hours in an oil-bath at 190° C. After cooling, water and trichloromethane are added. The layers are separated and the organic phase is dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from a mixture of methylbenzene and 2,2'-oxybispropane, yielding 5,6-dichloro-1-{3-[4-(diphenylmethyl)-1-piperazinyl]propyl}-1,3-dihydro-2H-benzimidazol-2one; mp. 214.7° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04250176 |
| Source dataset | uspto-grants-1981_02 |
| ORD ID | ord-e79b3bde84994d9295a07dd0564bea90 |
| Source note | uspto-grants-1981_02 |