Nitromethane → 2-Methoxy-11-[2-nitroethenyl]-6h-pyrido[2',3':4,5]pyrrolo[2,1-a]-isoindole
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:10]3[CH2:11][C:12]4[C:17]([C:9]3=[C:8]([CH:18]=O)[C:7]=2[N:20]=1)=[CH:16][CH:15]=[CH:14][CH:13]=4.C([O-])(=O)C.[NH4+].[N+:26]([CH3:29])([O-:28])=[O:27]>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:10]3[CH2:11][C:12]4[C:17]([C:9]3=[C:8]([CH:18]=[CH:29][N+:26]([O-:28])=[O:27])[C:7]=2[N:20]=1)=[CH:16][CH:15]=[CH:14][CH:13]=4Participants
4
Procedure
600 mg (2.27 mmol) of the compound obtained in Step E dissolved in 25 ml of nitromethane are heated at 120° C., for 3 hours in the presence of 440 mg (5.67 mmol) of ammonium acetate. After returning to room temperature and evaporation to dryness, the reaction mixture is diluted in dichloromethane and washed with water. After drying over magnesium sulphate, evaporation of the organic phase yields the title compound in the form of a yellow solid.
Workup
- customAfter returning to room temperature
- customevaporation to dryness
- additionthe reaction mixture is diluted in dichloromethane
- washwashed with water
- dry with materialAfter drying over magnesium sulphate, evaporation of the organic phase
Sources & evidence
- ORD record
- ord-dd041773c39f4f20a5cececd4924bd10
- Source dataset
- uspto-grants-2003_12
- Patent number
- US06667304B2
Reaction notes
Loading…