HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → 5-chloro-2-cyclohexyl-1H-benzimidazole-1-propanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Cyclohexanecarboxaldehyde | HCID 16275 | — |
| Reactant | 3-((2-Amino-4-chlorophenyl)amino)propan-1-ol | HCID 3017357 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-chloro-2-cyclohexyl-1H-benzimidazole-1-propanol | HCID 13105617 | — |
Reaction Steps
To a stirred and refluxing (water-separator) mixture of 30 parts of 3-[(2-amino-4-chlorophenyl)amino]-1-propanol and 0.1 parts of 4-methylbenzenesulfonic acid in 405 parts of methylbenzene is added dropwise a solution of 34 parts of cyclohexanecarboxaldehyde in 45 parts of methylbenzene. Upon completion, stirring is continued for one hour at reflux temperature and with water-separator. The methylbenzene is removed by evaporation in vacuo and the residue is triturated in 2,2'-oxybispropane. The product is filtered off and dried, yielding 5-chloro-2-cyclohexyl-1H-benzimidazole-1-propanol; mp. 95° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04377578 |
| Source dataset | uspto-grants-1983_03 |
| ORD ID | ord-30590d6257d6436dae1ad7b710e9e999 |
| Source note | uspto-grants-1983_03 |