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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 65075Generated: October 26, 2026

Carbon Disulfide → 4-Methoxybenzyl (1RS, 3RS)-cis-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioate

https://huagongshe.com/reaction/65075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon DisulfideHCID 6348—
ReactantTriethylamineHCID 8471—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
Reactant(1S, 3S)-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carbolineHCID 13375562—
SolventDimethyl SulfoxideHCID 679—
Product4-Methoxybenzyl (1RS, 3RS)-cis-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04612317
Source datasetuspto-grants-1986_09
ORD IDord-48b76898426d437c94988b58e500b7f0
Source noteuspto-grants-1986_09