HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride, 3-(chlorosulfonyl)- → 3-[3-(3,5-difluorophenyl)-2-(1,3-dihydrobenzimidazol-2-ylidene)-3-oxopropanoyl]benzenesulfonyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride, 3-(chlorosulfonyl)- | HCID 77671 | — |
| Reactant | 1-(3,5-difluorophenyl)-2-(1,3-dihydrobenzimidazol-2-ylidene)ethanone | HCID 178520380 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-[3-(3,5-difluorophenyl)-2-(1,3-dihydrobenzimidazol-2-ylidene)-3-oxopropanoyl]benzenesulfonyl chloride | HCID 178520871 | — |
Reaction Steps
1-(3,5-Difluorophenyl)-2-(1,3-dihydro-2H-benzimidazol-2-ylidene)ethanone and 3-(chlorosulfonyl)benzoyl chloride were heated under reflux in dioxane for 1 hour, followed by cooling. After dilution with ethyl acetate, the insoluble matter was separated by filtration. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography. This was further diluted with ethyl acetate, washed with an aqueous saturated sodium hydrogencarbonate solution and water successively, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to obtain 3-[3-(3,5-difluorophenyl)-2-(1,3-dihydro-2H-benzimidazol-2-ylidene)-3-oxopropanoyl]benzenesulfonyl chloride.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07960562B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-6fa8c20e49354e99b0a2c50164cbd249 |
| Source note | uspto-grants-2011_06 |