HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Methyl (3RS)-9-methyl-2-[(methylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Carbon Disulfide | HCID 6348 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | methyl (3RS)-9-methyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylate hydrochloride | HCID 12789148 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl (3RS)-9-methyl-2-[(methylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylate | HCID 13561990 | 80.5% |
Reaction Steps
In the same manner as described in Example 53, methyl (3RS)-9-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylate hydrochloride (5.61 g), triethylamine (4.86 g), carbon disulfide (1.83 g), methanol (200 ml) and methyl iodide (3.40 g) are reacted and treated. The product is recrystallized from methanol to give the title compound (5.38 g, 80.5%) as colorless needles, m.p. 170°-171° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04628057 |
| Source dataset | uspto-grants-1986_12 |
| ORD ID | ord-5354f84231114e82b410cefd29cafa89 |
| Source note | uspto-grants-1986_12 |