Methyl iodide → HCID 13900787, compound

HRID 1732130Notes

Reaction equation

HRID 1732130 reaction equation
C(O)(=O)C(O)=O.[OH:7][CH2:8][CH:9]1[C:21]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[NH:14][C:13]=2[CH2:12][NH:11][CH2:10]1.[C:22](=[S:24])=[S:23].CI.[CH2:27](N(CC)CC)C>CS(C)=O>[OH:7][CH2:8][CH:9]1[C:21]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[NH:14][C:13]=2[CH2:12][N:11]([C:22]([S:24][CH3:27])=[S:23])[CH2:10]1

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 6348Carbon DisulfideHCID 8471TriethylamineHCID 13631041HCID 13631041, compound

Product 1

HCID 13900787HCID 13900787, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

146 mg of (4RS)-4-hydroxymethyl-1,2,3,4-tetrahydro-β-carboline oxalate, 0.06 ml of carbon disulfide, 0.06 ml of methyl iodide, 0.14 ml of triethylamine and 2 ml of dimethylsulfoxide are treated in the same manner as described in Example 17. 85 mg of methyl (4RS)-4-hydroxymethyl-1,2,3,4-tetrahydro-β-carboline-2-carbodithioate are obtained as pale yellow powder. Yield: 58%

Sources & evidence

ORD record
ord-31e1813817664528b1e4ba47764461e8
Source dataset
uspto-grants-1986_11
Patent number
US04625032

Reaction notes

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