HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → alpha-[(5-Chloro-1-methylbenzimidazol-2-yl)thio]benzeneacetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Bromo(phenyl)acetic acid | HCID 97919 | — |
| Reactant | 5-chloro-1-methyl-1H-benzo[d]imidazole-2-thiol | HCID 178481667 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | alpha-[(5-Chloro-1-methylbenzimidazol-2-yl)thio]benzeneacetic acid | HCID 13457846 | 775.4% |
Reaction Steps
5.96 g (0.03M) of 5-Chloro-2-mercapto-1-methylbenzimidazole of C above, 0.5 g (0.03M) of α-bromophenylacetic acid and 6.0 g (0.06M) of triethylamine are dissolved in methylene chloride (200 ml) and the mixture heated to reflux overnight. The basic solution is washed with a diluted HCl solution and a white solid is collected. The crude material is recrystallized from 5 L of acetonitrile to give 6.0 g (60% yield) of the title compound, m.p. 203°-5° C. dec.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04520196 |
| Source dataset | uspto-grants-1985_05 |
| ORD ID | ord-31ee51b17b7b40209f4361fbc3827e69 |
| Source note | uspto-grants-1985_05 |