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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1249073Generated: October 31, 2026

Carbon Disulfide → Ethyl (3R)-2-[(4-chlorobenzylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylate

https://huagongshe.com/reaction/1249073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon DisulfideHCID 6348—
Reactant1-Chloro-4-(chloromethyl)benzeneHCID 7723—
ReactantTriethylamineHCID 8471—
Reactantethyl (3R)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylateHCID 7223904—
SolventEthanolHCID 702—
ProductEthyl (3R)-2-[(4-chlorobenzylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylateHCID 1356198869%

Reaction Steps

In the same manner as described in Example 53, ethyl (3R)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate (2.00 g), triethylamine (1.07 g), carbon disulfide (0.65 ml), ethanol (60 ml) and 4-chlorobenzyl chloride (1.72 g) are reacted and treated. The product is recrystallized from ethyl acetate-n-hexane to give the title compound (2.75 g, 69%) as pale yellow needles, m.p. 198°-199° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04628057
Source datasetuspto-grants-1986_12
ORD IDord-d7154dcda432448e955fb0b290b0d57a
Source noteuspto-grants-1986_12