Water → Nilutamide

HRID 839887Notes

Reaction equation

HRID 839887 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]1[CH:4]=[C:5]([N:12]2[C:16](=N)[C:15]([CH3:19])([CH3:18])[NH:14][C:13]2=[O:20])[CH:6]=[CH:7][C:8]=1[N+:9]([O-:11])=[O:10].[OH2:23]>>[F:1][C:2]([F:22])([F:21])[C:3]1[CH:4]=[C:5]([N:12]2[C:16](=[O:23])[C:15]([CH3:19])([CH3:18])[NH:14][C:13]2=[O:20])[CH:6]=[CH:7][C:8]=1[N+:9]([O-:11])=[O:10]

Participants

3

Reactant 2

HCID 962Water2×HCID 15342562Nilutamide EP impurity A

Product 1

HCID 4493Nilutamide

Conditions

Temperature
20 °C

Procedure

A suspension of 10 g of 1-(3'-trifluoromethyl-4'-nitrophenyl)-4,4-dimethyl-5-imino-imidazoline-2-one, 35 ml of 22° Be aqueous hydrochloric acid and 35 ml of water was refluxed for an hour, cooled to 20° C and poured into water. The mixture was vacuum filtered and the recovered precipitate was washed and dried to obtain 9.5 g of 1-(3'-trifluoromethyl-4'-nitrophenyl)-4,4-dimethyl-imidazoline-2,5-dione melting at 149° C. A microanalytical sample after crystallization from ethanol melted at 149° C.

Workup

  1. temperaturewas refluxed for an hour
  2. filtrationfiltered
  3. washthe recovered precipitate was washed
  4. customdried

Sources & evidence

ORD record
ord-cc6ebed2c7ae404b8249925a75c10f48
Source dataset
uspto-grants-1978_06
Patent number
US04097578

Reaction notes

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