Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Carbon Disulfide | HCID 6348 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 13711372 | HCID 13711372 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 13711356 | HCID 13711356 | — |
Reaction Steps
235 mg of (3S)-1,2,3,4-tetrahydro-β-carboline-3-acetic acid hydrochloride are dissolved in 2 ml of dimethylsulfoxide. 0.42 ml of triethylamine and 0.07 ml of carbon disulfide are added to the mixture, and the mixture is stirred at room temperature for 30 minutes. Then, 0.07 ml of methyl iodide are added dropwise to the mixture. The mixture is further stirred at the same temperature for 2 hours. The reaction mixture is evaporated to remove the solvent, and the residue is dissolved in water. The aqueous solution is acidified with 5% HCl, and extracted with ethyl acetate. The extract is washed with water, dried and then evaporated to remove the solvent. Aqueous ethanol is added to the residue, and the precipitates are collected. 102 mg of (3S)-2-(methylthio)thiocarbonyl-1,2,3,4-tetrahydro-β-carboline-3-acetic acid are obtained as white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04625032 |
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| Source dataset | uspto-grants-1986_11 |
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| ORD ID | ord-f7bc97c9b60049afa742cc07970a60f4 |
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| Source note | uspto-grants-1986_11 |
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