HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Methyl (1R, 3R)-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Carbon Disulfide | HCID 6348 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (1R, 3R)-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carboline | HCID 13375563 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl (1R, 3R)-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioate | HCID 13375531 | 69% |
Reaction Steps
In the same manner as described in Example 13 by using (1R, 3R)-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-β-carboline (4.32 g), triethylamine (4.04 g), CS2 (3.04 g), methyl iodide (5.68 g) and 80% ethanol (150 ml), there is prepared the title compound (4.22 g, 69%) as white powder, [α]D20 -205.4° (c=1.0, methanol). NMR (CDCl3, δ): 1.66 (d, J=6.7 Hz, 3H, C1 --CH3), 2.70 (s, 3H, CSSCH3), Mass m/e: 306 (M+), 258 (M+ --CH3SH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04612317 |
| Source dataset | uspto-grants-1986_09 |
| ORD ID | ord-27158436d0ae4299954b0349880fcd1e |
| Source note | uspto-grants-1986_09 |