Hydrochloric Acid → 2-Amino-5-chloro-2',4',6'-trimethoxybenzophenone

HRID 1789Notes

Reaction equation

HRID 1789 reaction equation
C([NH:4][C:5]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:6]=1[C:7]([C:9]1[C:14]([O:15][CH3:16])=[CH:13][C:12]([O:17][CH3:18])=[CH:11][C:10]=1[O:19][CH3:20])=[O:8])(=O)C.Cl>C(O)C>[NH2:4][C:5]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:6]=1[C:7]([C:9]1[C:14]([O:15][CH3:16])=[CH:13][C:12]([O:17][CH3:18])=[CH:11][C:10]=1[O:19][CH3:20])=[O:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 544273592-Acetylamino-5-chloro-2',4',6'-trimethoxybenzophenone

Product 1

HCID 536989342-Amino-5-chloro-2',4',6'-trimethoxybenzophenoneYield 90.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4.7 g of 2-acetylamino-5-chloro-2',4',6'-trimethoxybenzophenone, 50 ml of 6N hydrochloric acid and 50 ml of ethanol was refluxed for 1 hour while heating. After the solvent was distilled off, the residue was basefied with an aqueous solution of sodium hydrogen carbonate and then extracted with ethyl acetate. After the extract was washed with water and dried, the solvent was removed, and the residue was subjected to silica gel column chromatography to yield 3.75 g of a crystal.

Workup

  1. temperaturewas refluxed for 1 hour
  2. temperaturewhile heating
  3. distillationAfter the solvent was distilled off
  4. extractionextracted with ethyl acetate
  5. washAfter the extract was washed with water
  6. customdried
  7. customthe solvent was removed

Sources & evidence

ORD record
ord-058d1ba117d240a89d29098d17908733
Source dataset
uspto-grants-1998_03
Patent number
US05726306

Reaction notes

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