2-Amino-2',5-dichlorobenzophenone → (2-Amino-3-bromo-5-chlorophenyl)(2-chlorophenyl)methanone

HRID 1608094Notes

Reaction equation

HRID 1608094 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[Cl:17])=[O:10].[Br:18]Br>C(O)(=O)C>[NH2:1][C:2]1[C:7]([Br:18])=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[Cl:17])=[O:10]

Participants

4

Reactant 2

HCID 180692-Amino-2',5-dichlorobenzophenoneHCID 24408Bromine

Product 1

HCID 14677652(2-Amino-3-bromo-5-chlorophenyl)(2-chlorophenyl)methanone

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A 20 g sample of (2-amino-5-chlorophenyl)(2-chlorophenyl)methanone, (the compound of formula II) a compound which can be prepared according to known methods, was dissolved in 100 mL of acetic acid and 4 mL of bromine was added. The mixture was heated at reflux for two hours, cooled and concentrated in vacuo to a residue which was crystallized from ethanol yielding (2-amino-3-bromo-5-chlorophenyl)(2-chlorophenyl)-methanone having a m.p. of 100°-101° C.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for two hours
  3. temperaturecooled
  4. concentrationconcentrated in vacuo to a residue which
  5. customwas crystallized from ethanol

Sources & evidence

ORD record
ord-a5edebcb497d446e8a2ba25894456722
Source dataset
uspto-grants-1989_09
Patent number
US04869895

Reaction notes

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