Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1249040Generated: October 25, 2026

Ethanol → (3R)-2-[(4-Chlorobenzylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid

https://huagongshe.com/reaction/1249040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantCarbon DisulfideHCID 6348—
Reactant1-Chloro-4-(chloromethyl)benzeneHCID 7723—
ReactantSodium HydroxideHCID 14798—
ReactantD-1,2,3,4-Tetrahydronorharman-3-carboxylic acidHCID 675102—
Product(3R)-2-[(4-Chlorobenzylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acidHCID 1356193457%

Reaction Steps

In the same manner as described in Example 16, (3R)-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (5.4 g), 2N NaOH (25 ml), 50% ethanol (70 ml), carbon disulfide (1.45 ml) and 4-chlorobenzyl chloride (5.65 g) are reacted and treated. The residue is purified by silica gel column chromatography (solvent, chloroform:methanol:acetic acid=97:2:1) to give the title compound (5.86 g, 57%) as pale yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04628057
Source datasetuspto-grants-1986_12
ORD IDord-7d7cac32ca4a4125a625bea79f8322ce
Source noteuspto-grants-1986_12