HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263055Generated: November 2, 2026
Dimethyl Sulfoxide → N-1,2-Benzisoxazol-3-yl-4-(4-phenyl-2-thienyl)piperazine-1-carboxamide
https://huagongshe.com/reaction/2263055
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(4-Phenyl-2-thienyl)piperazine | HCID 68777312 | — |
| Reactant | Bis(2,2,2-trichloroethyl) 1,2-benzisoxazol-3-ylimidodicarbonate | HCID 86625471 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-1,2-Benzisoxazol-3-yl-4-(4-phenyl-2-thienyl)piperazine-1-carboxamide | HCID 68779482 | — |
Reaction Steps
A solution of 1-(4-phenyl-2-thienyl)piperazine (240 mg, 0.984 mmol), bis(2,2,2-trichloroethyl) 1,2-benzisoxazol-3-ylimidodicarbonate (239 mg, 0.492 mmol), diisopropylethylamine (0.0857 ml, 0.492 mmol) and dimethylsulfoxide (3 ml) was stirred at 70° C. for 2 hours, the reaction mixture was poured into water and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain the desired product as a solid. This was recrystallized from a mixed solvent of ethyl acetate and hexane to obtain the desired product (42.5 mg, 21.4%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07851473B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-f20fc80628b34866bd9f2eca4bc2389a |
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| Source note | uspto-grants-2010_12 |
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