Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 6481893 | HCID 6481893 | — |
| Reactant | Pyridinium chloride | HCID 10176127 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 6481894 | HCID 6481894 | 31% |
Reaction Steps
A mixture of 210 mg of N-(2-dimethylaminoethyl)-6,7-dimethoxycarbazole-3,4-dicarboximide and 1.66 g of pyridine hydrochloride was sealed in a tube and stirred at 200°-210° C. for 2 hours. Then, 150 ml of water and 100 ml of ethyl acetate were added to the reaction mixture to dissolve the mixture. The solution was adjusted to pH 8.5 with potassium carbonate. The organic layer was separated, washed with an aqueous saturated sodium chloride solution, and dried over anhydrous potassium carbonate. The solvent was removed by distillation under reduced pressure. The residue was mixed with 20 ml of diethyl ether, and the mixture was stirred for 10 minutes. The resulting insoluble material was collected by filtration and recrystallized from n-propanol to obtain 58 mg (yield: 31%) of N-(2-dimethylaminoethyl)-6,7-dihydroxycarbazole-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-b49a08026ca3470e880d946f5cba12ca |
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| Source note | uspto-grants-1992_11 |
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