Carbon Disulfide → HCID 53996224, compound

HRID 1249056Notes

Reaction equation

HRID 1249056 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+].[C:19](=[S:21])=[S:20].[CH2:22](Br)[CH:23]=[CH:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>CS(C)=O>[CH2:22]([S:20][C:19]([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:21])[CH:23]=[CH:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

6

Reactant 4

HCID 6348Carbon DisulfideHCID 14798Sodium HydroxideHCID 98116BromomethylstyreneHCID 982851,2,3,4-Tetrahydro-Beta-Carboline-3-Carboxylic Acid

Product 1

HCID 53996224HCID 53996224, compoundYield 32.8%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

In the same manner as descsribed in Example 32, (3RS)-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (2.16 g), 10N NaOH (2 ml), carbon disulfide (912 mg), dimethylsulfoxide (6 ml) and cinnamyl bromide (2.364 g) are reacted and treated. The product is crystallized from ethanol to give the title compound (1.34 g), m.p. 200°-202° C.

Workup

  1. customare reacted
  2. additiontreated
  3. customThe product is crystallized from ethanol

Sources & evidence

ORD record
ord-b9cac1cb557d4b20b37e49c87db1805e
Source dataset
uspto-grants-1986_12
Patent number
US04628057

Reaction notes

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