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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 65059Generated: October 29, 2026

Methyl iodide → Methyl (1RS, 3SR)-trans-1-ethyl-3-hydroxymethyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioate

https://huagongshe.com/reaction/65059

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCarbon DisulfideHCID 6348—
ReactantTriethylamineHCID 8471—
Reactant(1RS, 3SR)-trans-1-ethyl-3-hydroxymethyl-1,2,3,4-tetrahydro-beta-carbolineHCID 86741006—
SolventDimethyl SulfoxideHCID 679—
ProductMethyl (1RS, 3SR)-trans-1-ethyl-3-hydroxymethyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioateHCID 86741005—

Reaction Steps

In the same manner as described in Example 13 by using (1RS, 3SR)-trans-1-ethyl-3-hydroxymethyl-1,2,3,4-tetrahydro-β-carboline (300 mg), triethylamine (330 mg), CS2 (250 mg), methyl iodide (460 mg) and dimethylsulfoxide (3 ml), there is prepared the title compound (320 mg, 77%) as colorless needles, m.p. 170°-172° C. (recrystallized from aqueous ethanol). NMR (CDCl3, δ): 0.85 (t, J=7.0 Hz, 3H, C1 --CH2CH3), 2,68 (s, 3H, CSSCH3), Mass m/e: 320 (M+), 272 (M+ --CH3SH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04612317
Source datasetuspto-grants-1986_09
ORD IDord-5682124ca58540de8e5f7e0837c339d3
Source noteuspto-grants-1986_09