Acetic Acid → Fluquazone

HRID 1395149Notes

Reaction equation

HRID 1395149 reaction equation
[F:1][C:2]([F:23])([F:22])[CH2:3][N:4]1[C:13]2[C:8](=[CH:9][C:10]([Cl:14])=[CH:11][CH:12]=2)[CH:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[NH:6][C:5]1=[O:21].C(O)(=O)C>[O-2].[O-2].[O-2].[Cr+6].O>[F:23][C:2]([F:1])([F:22])[CH2:3][N:4]1[C:13]2[C:8](=[CH:9][C:10]([Cl:14])=[CH:11][CH:12]=2)[C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[N:6][C:5]1=[O:21]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 203406441-(2,2,2-trifluoroethyl)-4-phenyl-6-chloro-3,4-dihydro-2(1H)-quinazolinone

Product 1

HCID 219069Fluquazone

Reagents, catalysts & solvents 2

HCID 10219390chromium (VI) trioxideCatalystHCID 962WaterSolvent2×

Procedure

To a solution of 45 g of 1-(2,2,2-trifluoroethyl)-4-phenyl-6-chloro-3,4-dihydro-2(1H)-quinazolinone in 450 ml. of acetic acid was added dropwise at room temperature a solution of 13.2 g of chromium trioxide in 13.2 ml. of water. The mixture was stirred at room temperature overnight and then poured into 2 l of water. The resultant precipitate was collected by filtration, washed successively with diluted ammonia water and water, and dried to give 1-(2,2,2-trifluoroethyl)-4-phenyl-6-chloro-2(1H)-quinazolinone quantitatively.

Workup

  1. filtrationThe resultant precipitate was collected by filtration
  2. washwashed successively with diluted ammonia water and water
  3. customdried

Sources & evidence

ORD record
ord-8761b06059dc4f94aa2f9c2c8a982e05
Source dataset
uspto-grants-1980_05
Patent number
US04202895

Reaction notes

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