Potassium Hydroxide → 4-Amino-4'-chlorobenzophenone

HRID 580601Notes

Reaction equation

HRID 580601 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:18])[C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.O.O.[Sn](Cl)Cl.[OH-].[K+]>C(O)C.Cl>[NH2:15][C:12]1[CH:13]=[CH:14][C:9]([C:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)=[O:18])=[CH:10][CH:11]=1

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 61436Stannous chloride dihydrateHCID 3477714-Chloro-4'-nitrobenzophenone

Product 1

HCID 35287064-Amino-4'-chlorobenzophenone

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

A hot solution of 13 g (0.05 mol) of 4'-chloro-4-nitrobenzophenone in 80 ml of ethanol was added in small portions, while stirring, to a hot solution of 53.5 g (0.24 mol) of tin(II)chloride dihydrate in 50 ml of concentrated hydrochloric acid, which was accompanied by a violent reaction. After all had been added, the mixture was heated on a steam bath for two hours and was then poured into an aqueous potassium hydroxide solution, while stirring. A precipitate was formed which was suction-filtered off and dissolved in boiling ethanol. The insoluble matter was filtered off, and the filtrate was allowed to cool. The light yellow crystals which precipitated were suction-filtered off.

Workup

  1. customwas accompanied by a violent reaction
  2. additionAfter all had been added
  3. temperaturethe mixture was heated on a steam bath for two hours
  4. customA precipitate was formed which
  5. filtrationwas suction-filtered off
  6. dissolutiondissolved
  7. filtrationThe insoluble matter was filtered off
  8. temperatureto cool
  9. customThe light yellow crystals which precipitated
  10. filtrationwere suction-filtered off

Sources & evidence

ORD record
ord-2ab77b9abb444748963d468d4b04f42a
Source dataset
uspto-grants-1988_06
Patent number
US04753934

Reaction notes

Loading…