Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Nitrobenzene | HCID 7416 | — |
| Reactant | 4-Chlorobenzaldehyde | HCID 7726 | — |
| Reactant | 4-{[4-(Diphenylmethyl)piperazin-1-yl]methyl}-N~1~-methylbenzene-1,2-diamine | HCID 3017879 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 20298760 | HCID 20298760 | — |
Reaction Steps
A mixture of 3.9 parts of 4-[4-(diphenylmethyl)-1-piperazinylmethyl]-N1 -methyl-1,2-benzenediamine, 2.5 parts of 4-chlorobenzaldehyde and 18 parts of nitrobenzene is stirred in an oil-bath first for 1 hour at 50° C. and further for 1.50 hours at 120° C. The reaction mixture is cooled and allowed to stand overnight at room temperature. About 100 parts of water are added and the whole is acidified with a hydrochloric acid solution 10 N. The product is extracted with 2,2'-oxybispropane. The aqueous phase is treated with activated charcoal. The latter is filtered off and the filtrate is alkalized with a sodium hydroxide solution 50%. The product is extracted with dichloromethane. The extract is washed with water, dried, filtered and evaporated. The residue is crystallized from 35 parts of 1,1'-oxybisethane. The product is filtered off, washed with 1,1'-oxybisethane and dried, yielding 1.3 parts of 2-(4-chlorophenyl)-5-[4-(diphenylmethyl)-1-piperazinylmethyl]- 1-methyl-1H-benzimidazole; mp. 198.3° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04243806 |
|---|
| Source dataset | uspto-grants-1981_01 |
|---|
| ORD ID | ord-c8c22065f4574cb486ca7ef6052e285e |
|---|
| Source note | uspto-grants-1981_01 |
|---|