Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Carbon Disulfide | HCID 6348 | — |
| Reactant | HCID 13037302 | HCID 13037302 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 13711346 | HCID 13711346 | — |
Reaction Steps
65 mg of (3S)-6-fluoro-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid are dissolved in a mixture of one ml of dimethylsulfoxide and 0.5 ml of water. 0.02 ml of carbon disulfide and 0.093 ml of triethylamine are added to the mixture, and the mixture is stirred at room temperature for 20 minutes. 0.021 ml of methyl iodide is added to the mixture, and the mixture is stirred at room temperature for 16 hours. Water is added to the mixture, and the aqueous solution is acidified with 10% HCl and extracted with ethyl acetate. The extract is washed with water, dried and then evaporated to remove the solvent. The residue is purified by silica gel thin layer chromatography (Solvent; chloroform:methanol:acetic acid=93:6:1). 37 mg of (3S)-6-fluoro-2-(methylthio)thiocarbonyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid are obtained as pale yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04625032 |
|---|
| Source dataset | uspto-grants-1986_11 |
|---|
| ORD ID | ord-02f6d84b06b14d5fbbf939d0b0d5c123 |
|---|
| Source note | uspto-grants-1986_11 |
|---|