Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanethiol | HCID 6343 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 19808721 | HCID 19808721 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 19808735 | HCID 19808735 | 18% |
Reaction Steps
1.8 ml of ethanethiol and 0.47 ml of boron trifluoride-diethyl ether complex were added to 180 mg of N-(2-diethylaminoethyl)-6-benzyloxy-1-methoxycarbazole-3,4-dicarboximide. The mixture was stirred at room temperature overnight. Thereto were added 100 ml of ethyl acetate and 50 ml of an aqueous saturated sodium hydrogencarbonate solution. The mixture was stirred at room temperature for 10 minutes. The organic layer was separated and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The residue was purified by column chromatography (eluant: chloroform/methanol=40/1 to 10/1), followed by recrystallization from ethanol to obtain 26 mg (yield: 18%) of N-(2-diethylaminoethyl)-6-hydroxy- 1-methoxycarbazole-3,4-dicarboximide as yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05166204 |
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| Source dataset | uspto-grants-1992_11 |
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| ORD ID | ord-d3da1354150c44198348b3d937024725 |
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| Source note | uspto-grants-1992_11 |
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