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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 65074Generated: October 26, 2026

Carbon Disulfide → 4-Methylbenzyl (1S, 3S)-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioate

https://huagongshe.com/reaction/65074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon DisulfideHCID 6348—
Reactant4-Methylbenzyl chlorideHCID 7722—
ReactantTriethylamineHCID 8471—
Reactant(1S, 3S)-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carbolineHCID 13375562—
SolventDimethyl SulfoxideHCID 679—
SolventMethanolHCID 887—
Product4-Methylbenzyl (1S, 3S)-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioateHCID 1339299180%

Reaction Steps

In the same manner as described in Example 34 by using (1S, 3S)-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-β-carboline (1.08 g), triethylamine (1.01 g), CS2 (0.76 g), 4-methylbenzyl chloride (1.4 g) and dimethylsulfoxide (10 ml), there is prepared the title compound (1.58 g, 80%) as white powder, [α]D20 +63.2° (c=0.5, methanol); NMR (CDCl3, δ): 2.31 (s, 3H, ##STR18## 4.66 (s, 2H, ##STR19## Mass m/e: 396 (M+), 258 (M+ -- ##STR20##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04612317
Source datasetuspto-grants-1986_09
ORD IDord-495d03aaaf604437bcda0dbef8bf1b69
Source noteuspto-grants-1986_09