HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 321968Generated: October 28, 2026
Dimethylformamide → 2-Benzyl-1-(2-chlorobenzyl)-5-ethoxycarbonylbenzimidazole
https://huagongshe.com/reaction/321968
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | alpha-Bromo-o-chlorotoluene | HCID 11905 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Benzyl-5-ethoxycarbonylbenzimidazole | HCID 10221333 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Benzyl-1-(2-chlorobenzyl)-5-ethoxycarbonylbenzimidazole | HCID 18681150 | 18.7% |
Reaction Steps
N,N-dimethylformamide (15 ml), 2-chlorobenzyl bromide (3.94 g) and sodium bicarbonate (1.23 g) are added to 2-benzyl-5-ethoxycarbonyl-benzimidazole (2.37 g) (example 11) and the solution is heated for one hour at 60° C. After adding ethyl acetate (70 ml) and water (70 ml) and separating the solution, the organic layer is washed with water three times and extraction is performed on the aqueous layer using ethyl acetate three times. By concentrating the obtained organic layer under reduced pressure, a mixture of 2-benzyl-1-(2-chlorobenzyl)-6-ethoxycarbonylbenzimidazole (1.06 g) and 2-benzyl-1-(2-chlorobenzyl)-5-ethoxycarbonylbenzimidazole (0.640 g) is obtained. Separation and purification is performed using medium pressure silica gel column chromatography (eluate: hexane/ethyl acetate=1/4˜0/100) produces medium pressure silica gel column chromatography (eluate: hexane/ethyl acetate=1/4˜0/100).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06211177B1 |
|---|
| Source dataset | uspto-grants-2001_04 |
|---|
| ORD ID | ord-7a81855d613543aab227f0fe72a70ed0 |
|---|
| Source note | uspto-grants-2001_04 |
|---|