Acetic Acid → HCID 14835373, compound

HRID 1199002Notes

Reaction equation

HRID 1199002 reaction equation
OO.C(O)(=O)C.[NH2:7][C:8]1[C:13]([CH3:14])=[CH:12][C:11]([Cl:15])=[CH:10][C:9]=1[C:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:17]>O>[Cl:15][C:11]1[CH:12]=[C:13]([CH3:14])[C:8]2[C:9]([CH:10]=1)=[C:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[O:17][N:7]=2

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 14835372HCID 14835372, compound

Product 1

HCID 14835373HCID 14835373, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 175 ml of 30% hydrogen peroxide and 600 ml of glacial acetic acid was heated on a steam bath for 1 hr and cooled. The solution was treated with 36.8 g (0.15 mole) of (2-amino-5-chloro-3-methylphenyl)phenylmethanone and the mixture was heated at 55°-70° C. for 7 hr and let stand overnight at ambient temperature. The mixture was diluted with 2 liters of water and the solid was collected by filtration, washed with water and dried. The solid was recrystallized from 2-propanol to yield 18.2 g (50%) of pale-yellow needles, m.p. 108°-109° C.

Workup

  1. temperaturecooled
  2. temperaturethe mixture was heated at 55°-70° C. for 7 hr
  3. filtrationthe solid was collected by filtration
  4. washwashed with water
  5. customdried
  6. customThe solid was recrystallized from 2-propanol

Sources & evidence

ORD record
ord-7d9be2a49ba841c49d3cd7bc002c338d
Source dataset
uspto-grants-1990_02
Patent number
US04898874

Reaction notes

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