HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon Disulfide → 4-Methoxybenzyl (1RS, 3RS)-cis-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon Disulfide | HCID 6348 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methyloxybenzyl chloride | HCID 69993 | — |
| Reactant | (1S, 3S)-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carboline | HCID 13375562 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 4-Methoxybenzyl (1RS, 3RS)-cis-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioate | HCID 86741015 | — |
Reaction Steps
In the same manner as described in Example 34 by using (1RS, 3RS)-cis-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-β-carboline (2.16 g), triethylamine (1.4 ml), CS2 (0.60 ml), 4-methoxybenzyl chloride (2.01 g) and dimethylsulfoxide (10 ml), there is prepared the title compound (3.0 g, 73%) as colorless needles, m.p. 152°-153° C. (recrystallized from aqueous ethanol), NMR (CDCl3, δ): 3.79 (s, 3H, ##STR21## 4.57 (s, 2H, ##STR22## Mass m/e: 412 (M+), 258 (M+ -- ##STR23##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04612317 |
| Source dataset | uspto-grants-1986_09 |
| ORD ID | ord-48b76898426d437c94988b58e500b7f0 |
| Source note | uspto-grants-1986_09 |