Ethanol → HCID 13561927, compound

HRID 1249033Notes

Reaction equation

HRID 1249033 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-].[K+].C(O)C.[CH2:22](Cl)[CH:23]=[CH2:24].[C:26](=[S:28])=[S:27]>>[CH2:22]([S:28][C:26]([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:27])[CH:23]=[CH2:24]

Participants

6

Reactant 5

HCID 702EthanolHCID 6348Carbon DisulfideHCID 7850Allyl chlorideHCID 14797Potassium HydroxideHCID 982851,2,3,4-Tetrahydro-Beta-Carboline-3-Carboxylic Acid

Product 1

HCID 13561927HCID 13561927, compoundYield 59%

Procedure

In the same manner as described in Example 6, (3RS)-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (3.24 g), KOH (1.75 g), 50% ethanol (60 ml), carbon disulfide (1.8 ml) and allyl chloride (2.3 g) are reacted and treated. The product is crystallized from chloroform to give the title compound (3.0 g, 59%), m.p. 161°-162° C.

Workup

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

Sources & evidence

ORD record
ord-c3b6bc3173b04ecd8826998e2c2a399a
Source dataset
uspto-grants-1986_12
Patent number
US04628057

Reaction notes

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