Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 65055Generated: October 29, 2026

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

https://huagongshe.com/reaction/65055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCarbon DisulfideHCID 6348—
ReactantTriethylamineHCID 8471—
Reactant(1RS, 3SR)-trans-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carbolineHCID 86741002—
SolventDimethyl SulfoxideHCID 679—
ProductMethyl (1RS, 3SR)-trans-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioateHCID 86741001—

Reaction Steps

In the same manner as described in Example 13 by using (1RS, 3SR)-trans-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydro-β-carboline (1.08 g), triethylamine (1.01 g), CS2 (760 mg), methyl iodide (1.42 g) and dimethylsulfoxide (10 ml), there is prepared the title compound (1.22 g, 79.7%) as colorless needles, m.p. 153°-156° C. (recrystallized from aqueous methanol). NMR (CDCl3, δ): 2.60 (d, J=7.0 Hz, 3H, C1 --CH3), 2.68 (s, 3H, CSSCH3), Mass m/e: 306 (M+), 258 (M+ --CH3SH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04612317
Source datasetuspto-grants-1986_09
ORD IDord-3c88501de8434f5898a59c746a53cb26
Source noteuspto-grants-1986_09