HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → (3RS)-2-[(Methylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Carbon Disulfide | HCID 6348 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | (3S)-1H,2H,3H,4H,9H-pyrido(3,4-b)indole-3-carboxylic acid | HCID 449440 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (3RS)-2-[(Methylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid | HCID 13561913 | 59% |
Reaction Steps
In the same manner as described in Example 2, (i), (3RS)-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (42.25 g), KOH (23.38 g), carbon disulfide (12.1 ml), methyl iodide (16.3 ml) and 50% ethanol (600 ml) are reacted. The product is crystallized from chloroform to give the title compound (50.2 g, 59%), m.p. 111°-113° C., NMR (CDCl3, δ): 2.68 (s, 3H, N--CSSCH3), Mass (m/e): 306 (M+), 258 (M+ --CH3SH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04628057 |
| Source dataset | uspto-grants-1986_12 |
| ORD ID | ord-740c0a75703a4de5ba2d62ca43d270b2 |
| Source note | uspto-grants-1986_12 |