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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 65062Generated: October 28, 2026

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

https://huagongshe.com/reaction/65062

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCarbon DisulfideHCID 6348—
ReactantTriethylamineHCID 8471—
Reactant(1RS, 3SR)-trans-1,3-dihydroxymethyl-1,2,3,4-tetrahydro-beta-carbolineHCID 86741010—
SolventDimethyl SulfoxideHCID 679—
ProductMethyl (1RS, 3SR)-trans-1,3-dihydroxymethyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioateHCID 86741009—

Reaction Steps

In the same manner as described in Example 13 by using (1RS, 3SR)-trans-1,3-dihydroxymethyl-1,2,3,4-tetrahydro-β-carboline (0.65 g), triethylamine (0.79 ml), CS2 (0.34 ml), methyl iodide (0.35 ml) and dimethylsulfoxide (6 ml), there is prepared the title compound (350 mg, 39%) as colorless needles, m.p. 179°-180° C. (recrystallized from water-ethanol). NMR (CDCl3 -DMSO-d6, δ): 2.66 (s, 3H, CSSCH3), Mass m/e: 304 (M+ --H2O), 274 (M+ --CH3SH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04612317
Source datasetuspto-grants-1986_09
ORD IDord-b894784734034d4293e519a666e69275
Source noteuspto-grants-1986_09