Ammonia → HCID 20080781, compound

HRID 1653848Notes

Reaction equation

HRID 1653848 reaction equation
[F:1][C:2]([F:27])([F:26])[O:3][C:4]1[CH:25]=[CH:24][C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]3[C:20](=[O:21])[CH:19]=[C:18]([CH3:22])O[C:16]=3[CH3:23])=[CH:11][CH:10]=2)=[CH:6][CH:5]=1.[NH3:28]>C(O)C>[F:1][C:2]([F:27])([F:26])[O:3][C:4]1[CH:25]=[CH:24][C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]3[C:20](=[O:21])[CH:19]=[C:18]([CH3:22])[NH:28][C:16]=3[CH3:23])=[CH:11][CH:10]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 20080861HCID 20080861, compound

Product 1

HCID 20080781HCID 20080781, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-(4-(4-Trifluoromethoxyphenoxy)phenyl)-2,6-dimethylpyran-4-one (4.1 g) was dissolved in ethanol (10 ml) and heated in a stainless steel autoclave with 0.880 ammonia (35 ml) at 150° for 24 hr. After cooling the crystalline precipitate was filtered off, washed with ethyl acetate and dried in vacuo to afford the title compound (2.78 g), m.p. 244°-248°, NMR δH (d6 -DMSO) 11.1 (1H, br. s) 7.4 (2H, m), 7.1-7.3 (4H, m), 7.02 (2H, m), 5.95 (1H, s), 2.2 (3H, s), 2.08 (3H, s).

Workup

  1. temperatureAfter cooling the crystalline precipitate
  2. filtrationwas filtered off
  3. washwashed with ethyl acetate
  4. customdried in vacuo

Sources & evidence

ORD record
ord-2c9ef0c13ecb4eb2b49798be209da17c
Source dataset
uspto-grants-1995_04
Patent number
US05403934

Reaction notes

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