HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dichlorobutane → 1-(4-chlorobutyl)-2-methyl-1H-benzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dichlorobutane | HCID 8059 | — |
| Reactant | 2-Methylbenzimidazole | HCID 11984 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Product | 1-(4-chlorobutyl)-2-methyl-1H-benzimidazole | HCID 20506320 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a stirred mixture of 13.2 parts of 2-methyl-1H-benzimidazole, 3 parts of N,N,N-triethylbenzenemethanaminium chloride and 225 parts of a sodium hydroxide solution 60% are added 25 parts of 1,4-dichlorobutane. The whole is heated to about 100° C. and stirring is continued for one hour at this temperature. The reaction mixture is cooled and poured onto ice-water. The product is extracted with methylbenzene. The extract is dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (90:10) as eluent. The pure fractions are collected and the eluent is evaporated, yielding 1-(4-chlorobutyl)-2-methyl-1H-benzimidazole as a residue.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04200641 |
| Source dataset | uspto-grants-1980_04 |
| ORD ID | ord-e7e2c7a3a55c4a9b9255ac74e0437e3e |
| Source note | uspto-grants-1980_04 |