HCID 20080525, compound → HCID 20080519, compound

HRID 1653817Notes

Reaction equation

HRID 1653817 reaction equation
C([NH:4][CH:5]([C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1)[C:6]([C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1)=[O:7])(=O)C>C(O)C.Cl>[ClH:14].[NH2:4][CH:5]([C:15]1[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=1)[C:6]([C:8]1[CH:9]=[CH:10][C:11]([Cl:14])=[CH:12][CH:13]=1)=[O:7]

Participants

4

Reactant 1

HCID 20080525HCID 20080525, compound

Product 1

HCID 20080519HCID 20080519, compoundYield 162.9%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

45 g of 2-acetylamino-1-(4-chlorophenyl)-2-(4-methoxyphenyl)ethanone, dissolved in 300 cm3 of ethanol containing 135 cm3 of hydrochloric acid (d=1.18), are heated to reflux for 7 hours. After filtration through kieselguhr and concentration to dryness under vacuum, 200 cm3 of acetone are added to the solid residue, which is drained and washed with the same solvent, twice 75 cm3. 36 g (80%) of 2-amino-1-(4-chlorophenyl)-2-(4-methoxyphenyl)ethanone hydrochloride, an amorphous white powder, melting point 230° C., are obtained.

Workup

  1. temperatureare heated
  2. temperatureto reflux for 7 hours
  3. filtrationAfter filtration
  4. concentrationthrough kieselguhr and concentration to dryness under vacuum, 200 cm3 of acetone
  5. additionare added to the solid residue, which
  6. washwashed with the same solvent, twice 75 cm3

Sources & evidence

ORD record
ord-72c40318ca78435ca7d1cec69a3f7a60
Source dataset
uspto-grants-1995_04
Patent number
US05403852

Reaction notes

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