HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Methyl (1RS, 3SR)-trans-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 | (1RS, 3SR)-trans-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carboline | HCID 86741002 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Methyl (1RS, 3SR)-trans-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioate | HCID 86741001 | — |
Reaction Steps
In the same manner as described in Example 13 by using (1RS, 3SR)-trans-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-β-carboline (1.08 g), triethylamine (1.01 g), CS2 (760 mg), methyl iodide (1.42 g) and dimethylsulfoxide (10 ml), there is prepared the title compound (1.22 g, 79.7%) as colorless needles, m.p. 153°-156° C. (recrystallized from aqueous methanol). NMR (CDCl3, δ): 2.60 (d, J=7.0 Hz, 3H, C1 --CH3), 2.68 (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-3c88501de8434f5898a59c746a53cb26 |
| Source note | uspto-grants-1986_09 |