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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 65061Generated: October 29, 2026

Methyl iodide → Methyl (1RS, 3RS)-cis-1,3-dihydroxymethyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioate

https://huagongshe.com/reaction/65061

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCarbon DisulfideHCID 6348—
ReactantTriethylamineHCID 8471—
Reactant(1RS, 3RS)-cis-1,3-dihydroxymethyl-1,2,3,4-tetrahydro-beta-carbolineHCID 86741008—
SolventDimethyl SulfoxideHCID 679—
ProductMethyl (1RS, 3RS)-cis-1,3-dihydroxymethyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioateHCID 1337554738%

Reaction Steps

In the same manner as described in Example 13 by using (1RS, 3RS)-cis-1,3-dihydroxymethyl-1,2,3,4-tetrahydro-β-carboline (0.70 g), triethylamine (0.84 ml), CS2 (0.36 ml), methyl iodide (0.37 ml) and dimethylsulfoxide (6 ml), there is prepared the title compound (369 mg, 38%) as white powder. NMR (CDCl3, δ): 2.66 (s, 3H, CSSCH3), Mass m/e: 322 (M+), 304 (M+ --H2O), 274 (M+ --CH3SH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04612317
Source datasetuspto-grants-1986_09
ORD IDord-13b7c8bae30243909af2e92ee092785e
Source noteuspto-grants-1986_09