Dimethyl Sulfoxide → HCID 13561962, compound

Participants

Reaction Steps

To a mixture of (1S,3S)-1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (2.30 g), 10N NaOH (2 ml) and dimethylsulfoxide (6 ml) is added dropwise carbon disulfide (912 mg) and further added dropwise methyl iodide (1.7 g) at 0° C. The mixture is stirred at room temperature for one hour, and to the mixture is added water, and then extracted with ethyl acetate. The aqueous layer is acidified with 10% HCl and extracted with ethyl acetate. The extract is dried and distilled to remove the solvent. The residue is crystallized from chloroform to give the title compound (1.59 g, 50%) as colorless needles, m.p. 134°-137° C. (decomp.).

Provenance & Evidence