Ethanolamine → HCID 15598738, compound

HRID 1087966Notes

Reaction equation

HRID 1087966 reaction equation
[CH2:1]([CH2:3][NH2:4])[OH:2].[OH:5][C:6]1[CH:27]=[CH:26][C:9]([C:10]2[C:19](=[O:20])[C:18]3[C:13](=[CH:14][C:15]([OH:22])=[CH:16][C:17]=3[OH:21])[O:12][C:11]=2[C:23]([O-])=[O:24])=[CH:8][CH:7]=1>CO>[OH:5][C:6]1[CH:27]=[CH:26][C:9]([C:10]2[C:19](=[O:20])[C:18]3[C:13](=[CH:14][C:15]([OH:22])=[CH:16][C:17]=3[OH:21])[O:12][C:11]=2[C:23]([NH:4][CH2:3][CH2:1][OH:2])=[O:24])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 178524975HCID 178524975, compound

Product 1

HCID 15598738HCID 15598738, compoundYield 35.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethanolamine (100 mg), was added to a solution of 4',5,7-trihydroxyisoflavonecarboxylate (100 mg) in 2 ml methanol, and the mixture was stirred at room temperature for 12 hours. The solvent was distilled off under reduced presure, the residue was purified by silica gel column chromatography (chloroform:methanol=95:5), and the solid thus obtained was recrystallized from a methanol/diethyl ether mixed solvent, giving 40 mg of 4',5,7-trihydroxy-N-(2-hydroxyethyl)-2-isoflavonecarboxamide.

Workup

  1. distillationThe solvent was distilled off
  2. customthe residue was purified by silica gel column chromatography (chloroform:methanol=95:5)
  3. customthe solid thus obtained
  4. customwas recrystallized from a methanol/diethyl ether mixed solvent

Sources & evidence

ORD record
ord-129dba13aa804640a38a558f57d6e2c4
Source dataset
uspto-grants-1990_10
Patent number
US04960908

Reaction notes

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