Ammonium Acetate → Fluquazone

HRID 1395151Notes

Reaction equation

HRID 1395151 reaction equation
[F:1][C:2]([F:27])([F:26])[CH2:3][N:4]([C:11]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:12]=1[C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=O)[C:5](=[O:10])C(Cl)(Cl)Cl.C([O-])(=O)C.[NH4+:32]>C(O)C>[F:1][C:2]([F:27])([F:26])[CH2:3][N:4]1[C:11]2[C:12](=[CH:21][C:22]([Cl:25])=[CH:23][CH:24]=2)[C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[N:32][C:5]1=[O:10]

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 124274802-[N-(2,2,2-trifluoroethyl)-trichloroacetamido]-5-chlorobenzophenone

Product 1

HCID 219069Fluquazone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2.8 g of 2-[N-(2,2,2-trifluoroethyl)-trichloroacetamido]-5-chlorobenzophenone in 50 ml. of ethanol was added 4.6 g of ammonium acetate. The mixture was stirred and heated under reflux for 10 hours. Then the solvent was removed under reduced pressure. The residue was triturated with ether, filtered, washed with water and dried to give 1-(2,2,2-trifluoroethyl)-4-phenyl-6-chloro-2(1H)-quinazolinone. Recrystallization from ethanol gave pale yellow crystals, m.p. 185.0°-186° C.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 10 hours
  3. customThen the solvent was removed under reduced pressure
  4. customThe residue was triturated with ether
  5. filtrationfiltered
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-a61302b74f264adcb990dd3b9c1fc28b
Source dataset
uspto-grants-1980_05
Patent number
US04202895

Reaction notes

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