Hydrochloric Acid → HCID 21424809, compound

HRID 258830Notes

Reaction equation

HRID 258830 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[NH:9][CH2:10][CH2:11][OH:12].N[C:14](N)=[O:15].Cl>O>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]2[NH:1][C:14](=[O:15])[N:9]([CH2:10][CH2:11][OH:12])[C:3]=2[CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 1176UreaHCID 10702726HCID 10702726, compound

Product 1

HCID 21424809HCID 21424809, compoundYield 57.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
190 °C

Procedure

A mixture of 20 parts of 2-[(2-amino-5-chlorophenyl)-amino]ethanol and 18 parts of urea is stirred and heated for 4 hours in an oil-bath at about 190° C. The reaction mixture is cooled and dissolved in alkaline water. The solution is acidified with a concentrated hydrochloric acid solution. The precipitated product is filtered off, washed with water and dried, yielding 13 parts (57.1%) of 6-chloro-1,3-dihydro-1-(2-hydroxyethyl)-2H-benzimidazol-2-one; mp. 160° C.

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationThe precipitated product is filtered off
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-673e3c51d089484e8ce1f61600d22129
Source dataset
uspto-grants-1977_07
Patent number
US04035369

Reaction notes

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