Ethanolamine → 4-amino-N-(2-hydroxyethyl)benzamide

HRID 235912Notes

Reaction equation

HRID 235912 reaction equation
[NH2:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8]CC)=O)=[CH:4][CH:3]=1.[CH2:13]([CH2:15][NH2:16])[OH:14]>C(O)C>[OH:14][CH2:13][CH2:15][NH:16][C:6](=[O:8])[C:5]1[CH:4]=[CH:3][C:2]([NH2:1])=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 2337Benzocaine

Product 1

HCID 4587614-amino-N-(2-hydroxyethyl)benzamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

165.2 parts of ethyl p-aminobenzoate are dissolved in 150 parts of ethanolamine and ethanol is then distilled off at 160° C. The volatile constituents are subsequently stripped off in vacuo and the resulting residue is recrystallised from isopropanol. p-Aminobenzoic acid β-hydroxyethylamide of melting point 116° C. is obtained.

Workup

  1. distillationis then distilled off at 160° C
  2. customthe resulting residue is recrystallised from isopropanol

Sources & evidence

ORD record
ord-5be6442ada034df399d693b6e062e945
Source dataset
uspto-grants-1987_02
Patent number
US04642322

Reaction notes

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