HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Methyl (1RS, 3RS)-cis-1-ethyl-3-hydroxymethyl-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, 3RS)-cis-1-ethyl-3-hydroxymethyl-1,2,3,4-tetrahydro-beta-carboline | HCID 86741004 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl (1RS, 3RS)-cis-1-ethyl-3-hydroxymethyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioate | HCID 86741003 | — |
Reaction Steps
In the same manner as described in Example 13 by using (1RS, 3RS)-cis-1-ethyl-3-hydroxymethyl-1,2,3,4-tetrahydro-β-carboline (1.04 g), triethylamine (2.73 g), CS2 (2.05 g), methyl iodide (3.84 g), methanol (30 ml) and water (3 ml), there is prepared the title compound (940 mg, 65%) as colorless prisms, m.p. 177°-180° C. (recrystallized from ether). NMR (CDCl3, δ): 1.34 (t, J=7.0 Hz, 3H, C1 --CH2CH3), 2.70 (s, 3H, CSSCH3), Mass m/e: 320 (M+), 272 (M+ --CH3SH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04612317 |
| Source dataset | uspto-grants-1986_09 |
| ORD ID | ord-c68f665f7f4c4abbb892f55780f8d7d1 |
| Source note | uspto-grants-1986_09 |