Acetic Acid → HCID 14835377, compound

HRID 1199004Notes

Reaction equation

HRID 1199004 reaction equation
C(O)(=O)C.OO.[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][C:21]([Cl:24])=[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][C:21]([Cl:24])=[CH:20][CH:19]=1)[O:17][N:7]=2

Participants

5

Reactant 3

HCID 176Acetic Acid2×HCID 784Hydrogen PeroxideHCID 14835376HCID 14835376, compound

Product 1

HCID 14835377HCID 14835377, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
95 °C

Procedure

A solution of 300 ml of glacial acetic acid and 150 ml of 30% hydrogen peroxide was heated on a steam bath for 1 hr, cooled, and treated with 28.0 g (0.1 mole) of (2-amino-5-chloro-3-methylphenyl)(4-chlorophenyl)methanone. The mixture was heated to 95° C. and 450 ml of acetic acid was added to dissolve all solids. The stirred mixture was heated at 60°-70° C. for 5 hr, poured into 2.5 liters of water and let stand at ambient temperature overnight. The solid was collected by filtration, washed with water and recrystallized from 2-propanol to yield 12.3 g (44%) of fluffy, off-white solid, m.p. 151°-152° C.

Workup

  1. temperaturecooled
  2. dissolutionto dissolve all solids
  3. temperatureThe stirred mixture was heated at 60°-70° C. for 5 hr
  4. filtrationThe solid was collected by filtration
  5. washwashed with water
  6. customrecrystallized from 2-propanol
  7. customto yield 12.3 g (44%) of fluffy, off-white solid, m.p. 151°-152° C.

Sources & evidence

ORD record
ord-2b4a1f081bf64158b7f29f795470d9f3
Source dataset
uspto-grants-1990_02
Patent number
US04898874

Reaction notes

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