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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1249070Generated: October 31, 2026

Methyl iodide → Ethyl (3S)-2-[(methylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylate

https://huagongshe.com/reaction/1249070

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCarbon DisulfideHCID 6348—
ReactantTriethylamineHCID 8471—
Reactantethyl (3S)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylateHCID 1079579—
SolventEthanolHCID 702—
ProductEthyl (3S)-2-[(methylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylateHCID 1356198368%

Reaction Steps

In the same manner as described in Example 53, ethyl (3S)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate (2.50 g), triethylamine (1.34 g), carbon disulfide (0.82 ml), ethanol (60 ml) and methyl iodide (0.84 ml) are reacted and treated. The product is recrystallized from ethyl acetate-n-hexane to give the title compound (2.55 g, 68%) as colorless prisms, m.p. 138°-140° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04628057
Source datasetuspto-grants-1986_12
ORD IDord-b0209ac9f2e9498da3e391f85d850859
Source noteuspto-grants-1986_12