HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 11646459, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-Trifluoromethyl-1,2-phenylenediamine | HCID 520822 | — |
| Reactant | 4-(3-Chloropyridin-2-yl)benzoic acid | HCID 22170454 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | HCID 11646459 | HCID 11646459 | 65.3% |
Reaction Conditions
| Temperature | 180 °C |
|---|
Reaction Steps
To a solution of 0.64 g (2.75 mmol) 4-(3-chloropyridin-2-yl)benzoic acid in 25 mL 4N HCl was added 0.44 g (2.5 mmol) 4-trifluoromethylbenzene-1,2-diamine, followed by stirring at 180° C. for 6 hours. The solution was cooled to room temperature before the addition of 10% NaHCO3 (10 mL) and then extraction with ethyl acetate. The organic layer was dried over magnesium sulfate and vacuum concentrated. The residue thus obtained was separated using column chromatography (developing solvent: chloroform/methanol=30/1) to produce 0.61 g of 2-[4-(3-chloropyridin-2-yl)phenyl]-6-trifluoromethyl-1H-benzoimidazole (yield 65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199965B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-5127fb85a9434f9999dccba771952257 |
| Source note | uspto-grants-2015_12 |