Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diglyme | HCID 8150 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(Dimethylsulfamoyl)benzoyl chloride | HCID 18801884 | — |
| Reactant | 1-(3,5-difluorophenyl)-2-(1,3-dihydrobenzimidazol-2-ylidene)ethanone | HCID 178520380 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178486136 | HCID 178486136 | 25.5% |
Reaction Steps
3-[(dimethylamino)sulfonyl]benzoyl chloride (1.97 g) was added to a mixture of 1-(3,5-difluorophenyl)-2-(1,3-dihydro-2H-benzimidazol-2-ylidene)ethanone (865 mg), triethylamine (1.6 mL) and 2-methoxyethyl ether (10 mL), followed by heating with stirring at 110° C. for 30 minutes. Water (0.06 mL) was added, followed by further heating under reflux for 30 minutes. After cooling, water was added, followed by extraction with ethyl acetate. The organic layer was washed with water, concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=1/1), and recrystallized from ethyl acetate/n-hexane to obtain 3-[3-(3,5-difluorophenyl)-2-(1,3-dihydro-2H-benzimidazol-2-ylidene)-3-oxopropanoyl]-N,N-dimethylbenzenesulfonamide (391 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07960562B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-c15fb3922011467d92f05f3b699caebd |
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| Source note | uspto-grants-2011_06 |
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