Isopropanol → HCID 23291282, compound

HRID 365344Notes

Reaction equation

HRID 365344 reaction equation
[CH:1]([O:4][C:5]([C:7]1[N:8]=[CH:9][C:10]2[NH:11][C:12]3[C:17]([C:18]=2[C:19]=1[CH2:20][CH3:21])=[CH:16][C:15]([NH2:22])=[CH:14][CH:13]=3)=[O:6])([CH3:3])[CH3:2].[CH3:23][N:24]=[C:25]=[S:26].[CH:27](O)(C)C>>[CH:1]([O:4][C:5]([C:7]1[N:8]=[CH:9][C:10]2[NH:11][C:12]3[C:17]([C:18]=2[C:19]=1[CH2:20][CH3:21])=[CH:16][C:15]([NH:22][C:25]([NH:24][CH2:23][CH3:27])=[S:26])=[CH:14][CH:13]=3)=[O:6])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 3776IsopropanolHCID 11167Methyl isothiocyanateHCID 53846183HCID 53846183, compound

Product 1

HCID 23291282HCID 23291282, compound

Procedure

297 mg of 6-amino-4-ethyl-β-carboline-3-carboxylic acid isopropyl ester and 88 mg of methyl isothiocyanate are refluxed for 2 hours in 20 ml of isopropanol. The solvent is distilled off in a vacuum, and the residue is recrystallized from ethyl acetate/ether. 257 mg of 4-ethyl-6-(3-ethyl-thioureido)-β-carboline-3-carboxylic acid-isopropyl ester with a melting point of 234-236° C. is obtained.

Workup

  1. distillationThe solvent is distilled off in a vacuum
  2. customthe residue is recrystallized from ethyl acetate/ether

Sources & evidence

ORD record
ord-3313e5fb193a40db8b75b7a504ed8d65
Source dataset
uspto-grants-2000_10
Patent number
US06127368

Reaction notes

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