Hydrochloric Acid → 3-(4-Chloro-3-(trifluoromethyl)phenyl)-5,5-dimethyl-2,4-imidazolidinedione

HRID 647129Notes

Reaction equation

HRID 647129 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]1[CH:4]=[C:5]([N:10]2[C:14](=N)[C:13]([CH3:17])([CH3:16])[NH:12][C:11]2=[O:18])[CH:6]=[CH:7][C:8]=1[Cl:9].Cl.[OH2:22]>>[F:1][C:2]([F:20])([F:19])[C:3]1[CH:4]=[C:5]([N:10]2[C:14](=[O:22])[C:13]([CH3:17])([CH3:16])[NH:12][C:11]2=[O:18])[CH:6]=[CH:7][C:8]=1[Cl:9]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 30540801-(4-Chloro-3-(trifluoromethyl)phenyl)-5-imino-4,4-dimethyl-4,5-dihydro-1H-imidazol-2-ol

Product 1

HCID 30540783-(4-Chloro-3-(trifluoromethyl)phenyl)-5,5-dimethyl-2,4-imidazolidinedione

Procedure

61 mg. of 1-(3-trifluoromethyl-4-chlorophenyl)-5-imino-4,4-dimethyl-2-imidazolidinone are dissolved in 4 ml. of 0.1-N aqueous hydrochloric acid, and 2 ml. of water are added. The white needles which gradually precipitate are removed by filtration after 20 hours, washed with water and dried under greatly reduced pressure at 65° for 2 hours. 3-(3-trifluoromethyl-4-chlorophenyl)-5,5-dimethylhydantoin, which melts at 156°-157.5°, is obtained.

Workup

  1. customThe white needles which gradually precipitate are removed by filtration after 20 hours
  2. washwashed with water
  3. customdried under greatly reduced pressure at 65° for 2 hours

Sources & evidence

ORD record
ord-16f85b5435ae4abfaf19a21cde1991d9
Source dataset
uspto-grants-1983_10
Patent number
US04407814

Reaction notes

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