HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 6-Bromo-1-cyclopentyl-2-methyl-1H-benzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Triethyl orthoacetate | HCID 66221 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 65343498 | HCID 65343498 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-Bromo-1-cyclopentyl-2-methyl-1H-benzimidazole | HCID 67428041 | — |
Reaction Steps
Heat a mixture of 4-bromo-N2-cyclopentyl-benzene-1,2-diamine (10.6 g), triethyl orthoacetate (9.5 ml) and acetic acid (6.3 mL) at 100° C. for 2.5 h. Dilute with DCM and pour onto an aqueous saturated solution of sodium bicarbonate. Dry over sodium sulfate and remove the solvent under vacuum. Purify by silica gel column chromatography, eluting with DCM/ethanol-10% NH3 (0-3%) to afford 10.67 g of the title compound. MS (ES+): m/z=280 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07855211B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-9fbd4e68e311494495f5ca37f688c39e |
| Source note | uspto-grants-2010_12 |