Ammonia → HCID 20080798, compound

HRID 1653843Notes

Reaction equation

HRID 1653843 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]1[CH:24]=[CH:23][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]3[C:19](=[O:20])[CH:18]=[C:17]([CH3:21])O[C:15]=3[CH3:22])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.[NH3:27]>>[F:1][C:2]([F:26])([F:25])[C:3]1[CH:24]=[CH:23][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]3[C:19](=[O:20])[CH:18]=[C:17]([CH3:21])[NH:27][C:15]=3[CH3:22])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 20080908HCID 20080908, compound

Product 1

HCID 20080798HCID 20080798, compound

Procedure

3-(4-(4-Trifluoromethylphenoxy)phenyl)-2,6-dimethylpyran-4-one (2-4 g) was heated at 150° with 0.880 aqueous ammonia (30 ml) in an autoclave for 18 hours. After cooling the precipitate was filtered off, washed with water, dried in air and recrystallised from DMF to yield the title compound as fine colourless crystals (1.4 g). M.p. 258°-260°, NMR δH (d6 -DMSO) 7.70 (2H, dd, J 5, 0.5 Hz), 7.0-7.3 (6H, m), 5.97 (1H, s), 2.2 (3H, s), 2.1 (3H, s).

Workup

  1. temperatureAfter cooling the precipitate
  2. filtrationwas filtered off
  3. washwashed with water
  4. customdried in air
  5. customrecrystallised from DMF

Sources & evidence

ORD record
ord-ce08292259ec466b813f22f685010354
Source dataset
uspto-grants-1995_04
Patent number
US05403934

Reaction notes

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