Dimethyl Sulfoxide → HCID 86741148, compound

HRID 1249035Notes

Reaction equation

HRID 1249035 reaction equation
[CH2:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH2:4][CH:3]([C:14]([OH:16])=[O:15])[NH:2]1.[OH-].[Na+].CS(C)=O.Cl.[CH3:24][N:25]([CH3:29])[CH2:26][CH2:27]Cl.[C:30](=[S:32])=[S:31]>>[CH3:24][N:25]([CH3:29])[CH2:26][CH2:27][S:32][C:30]([N:2]1[CH:3]([C:14]([OH:16])=[O:15])[CH2:4][C:5]2[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[NH:12][C:13]=2[CH2:1]1)=[S:31]

Participants

6

Reactant 5

HCID 679Dimethyl SulfoxideHCID 6348Carbon DisulfideHCID 14798Sodium HydroxideHCID 982851,2,3,4-Tetrahydro-Beta-Carboline-3-Carboxylic AcidHCID 11636816N,N-Dimethylaminoethyl chloride hydrochloride

Product 1

HCID 86741148HCID 86741148, compound

Procedure

In the same manner as described in Example 6, (3RS)-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (2.16 g), 10N NaOH (2 ml), dimethylsulfoxide (6 ml), carbon disulfide (912 mg) and 2-(dimethylamino)ethyl chloride hydrochloride (1.73 g) are reacted. The precipitates are collected by filtration, washed with water and ethanol, and then dried to give the title compound (3.11 g, quantitatively) as yellow powder.

Workup

  1. customare reacted
  2. filtrationThe precipitates are collected by filtration
  3. washwashed with water and ethanol
  4. customdried

Sources & evidence

ORD record
ord-6256f36677f5454fa4e95d5e9eb66848
Source dataset
uspto-grants-1986_12
Patent number
US04628057

Reaction notes

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