Ethanolamine → 1-(2-Hydroxyethyl)-3-phenylurea

HRID 1903289

Reaction equation

HRID 1903289 reaction equation
[CH2:1]([CH2:3][NH2:4])[OH:2].[SH2]=N.[C:7]1([NH:13][C:14](C2C=CC=CC=2C(O)=O)=[O:15])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>CC(C)=O>[C:7]1([NH:13][C:14]([NH:4][CH2:3][CH2:1][OH:2])=[O:15])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 178514671HCID 178514671, compound

Product 1

HCID 773521-(2-Hydroxyethyl)-3-phenylureaYield 26.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A solution of 0.65 g ethanolamine with 5 ml aceton was added dropwise to a suspension of 1.5 g phenylcarbamoyl-benzoic acid sulfimide with 10 ml aceton, under stirring. The reaction mixture was stirred for a further 30 minutes at ambient temperature, evaporated in vacuo, the residue was triturated with 20 ml water, and the obtained solid product was filtered, dried and recrystallized. There was obtained 0.25 g 1-phenyl-3-(2-hydroxyethyl)-urea, melting at 120°-122° C.

Workup

  1. stirringThe reaction mixture was stirred for a further 30 minutes at ambient temperature
  2. customevaporated in vacuo
  3. customthe residue was triturated with 20 ml water
  4. filtrationthe obtained solid product was filtered
  5. customdried
  6. customrecrystallized

Sources & evidence

ORD record
ord-6a4bc0185b8a4f68ba06f1ee91d1b5f7
Source dataset
uspto-grants-1984_03
Patent number
US04435567

Linked notes

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