Methanone, (2-nitrophenyl)phenyl- → 2-Aminobenzophenone

HRID 965272Notes

Reaction equation

HRID 965272 reaction equation
[N+:1]([C:4]1[CH:17]=[CH:16][CH:15]=[CH:14][C:5]=1[C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:7])([O-])=O>C1COCC1.CO.O>[NH2:1][C:4]1[CH:17]=[CH:16][CH:15]=[CH:14][C:5]=1[C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:7]

Participants

5

Reactant 1

HCID 137514Methanone, (2-nitrophenyl)phenyl-

Product 1

HCID 760802-Aminobenzophenone

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of nitrobenzophenone resin, 3-Scheme 6, (950 mg), NaSH (1.0 g) in THF (10 mL), MeOH (5 mL), water (5 mL) was heated in an oil bath at 70° C. for 16 h. The mixture was cooled, filtered and washed with methanol, water, methylene chloride and finally with methanol. Drying at 60° (in vacuo gave a slight yellow resin. Recovered (900 mg). IR 1640 (broad).

Workup

  1. temperatureThe mixture was cooled
  2. filtrationfiltered
  3. washwashed with methanol, water, methylene chloride and finally with methanol
  4. customDrying at 60° (in vacuo
  5. customgave a slight yellow resin
  6. customRecovered (900 mg)

Sources & evidence

ORD record
ord-98e42d8282b748fabdb770bcde906419
Source dataset
uspto-grants-1998_06
Patent number
US05773512

Reaction notes

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