HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromo-3-chloropropane → 1-(3-chloropropyl)-1,3-dihydro-3-(2-propenyl)-2H-benzimidazol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromo-3-chloropropane | HCID 8006 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1,3-Dihydro-1-(2-propen-1-yl)-2H-benzimidazol-2-one | HCID 4621640 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(3-chloropropyl)-1,3-dihydro-3-(2-propenyl)-2H-benzimidazol-2-one | HCID 12891755 | 84% |
Reaction Steps
To a stirred and heated mixture of 17.5 parts of 1,3-dihydro-1-(2-propenyl)-2H-benzimidazol-2-one, 5 parts of N,N,N-triethylbenzenemethanaminium chloride and 150 parts of a sodium hydroxide solution 60% are added dropwise 20.5 parts of 1-bromo-3-chloropropane at 60° C. Upon completion, stirring at 60° C. is continued for 5 hours. The reaction mixture is cooled, water is added and the product is extracted with trichloromethane. The extract is dried, filtered and evaporated, yielding 21 parts (84%) of 1-(3-chloropropyl)-1,3-dihydro-3-(2-propenyl)-2H-benzimidazol-2-one as a residue.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04160836 |
| Source dataset | uspto-grants-1979_07 |
| ORD ID | ord-f7460ffc9e094ec89f6d0bdf471b9176 |
| Source note | uspto-grants-1979_07 |