Urea → HCID 20288020, compound

HRID 126850Notes

Reaction equation

HRID 126850 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([Cl:9])=[CH:4][C:3]=1[NH:10][CH2:11][CH2:12][OH:13].N[C:15](N)=[O:16]>O>[Cl:8][C:6]1[C:5]([Cl:9])=[CH:4][C:3]2[N:10]([CH2:11][CH2:12][OH:13])[C:15](=[O:16])[NH:1][C:2]=2[CH:7]=1

Participants

4

Reactant 2

HCID 1176UreaHCID 20288035HCID 20288035, compound

Product 1

HCID 20288020HCID 20288020, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
190 °C

Procedure

A mixture of 50 parts of 2-[(2-amino-4,5-dichlorophenyl)-amino]ethanol and 46 parts of urea is stirred and heated for 2 hours in an oil-bath at about 190° C. The reaction mixture is cooled and water is added. The water is decanted and the residue is boiled in 2-propanol. Upon stirring, the mixture is cooled to room temperature. The product is filtered off and dried, yielding 55 parts (99%) of 5,6-dichloro-1,3-dihydro-1-(2-hydroxyethyl)-2H-benzimidazol-2-one.

Workup

  1. temperatureThe reaction mixture is cooled
  2. customThe water is decanted
  3. stirringUpon stirring
  4. temperaturethe mixture is cooled to room temperature
  5. filtrationThe product is filtered off
  6. customdried

Sources & evidence

ORD record
ord-9bd9fd87571b4361ac7c0f74095fa6cb
Source dataset
uspto-grants-1981_03
Patent number
US04254127

Reaction notes

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