Hexane → HCID 43132918, compound
Reaction equation
[CH3:1][CH:2]([CH2:24][CH3:25])[CH2:3][N:4]1[CH2:9][CH2:8][N:7]([CH:10]([CH3:23])[CH2:11][N:12]2C(=O)C3C(=CC=CC=3)C2=O)[CH2:6][CH2:5]1.NN.O.[CH3:29][CH2:30][CH2:31]CCC.CCOC(C)=O>CCO>[CH3:1][C:2]1[C:24]([CH3:25])=[CH:31][CH:30]=[CH:29][C:3]=1[N:4]1[CH2:5][CH2:6][N:7]([CH:10]([CH3:23])[CH2:11][NH2:12])[CH2:8][CH2:9]1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 70 °C
Procedure
2-{2-[4-(2,3-dimethylpropyl)piperazin-1-yl]propyl}isoindole-1,3-dione (3.0 g, 7.95 mmol) prepared in Reference 2 was dissolved in 50 ml EtOH, then H2NNH2.H2O (1.54 ml, 31.80 mmol) was added and stirred at about 70° C. The reaction progress and completion were confirmed using TLC (hexane: EtOAc=1:1). Upon completion of the reaction, while the temperature was kept at room temperature, the resulting solution was filtered to remove insolubles. The solvent was removed by distilling it under reduced pressure, followed by adding water and extracting the aqueous layer with CH2Cl2. The organic layer was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure to obtain the title compound.
Workup
- customUpon completion of the reaction
- customwas kept at room temperature
- filtrationthe resulting solution was filtered
- customto remove insolubles
- customThe solvent was removed
- distillationby distilling it under reduced pressure
- additionby adding water
- extractionextracting the aqueous layer with CH2Cl2
- dry with materialThe organic layer was dried over anhydrous MgSO4
- filtrationfiltered
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-fceefd0873f745269d85356ec0a69f04
- Source dataset
- uspto-grants-2009_06
- Patent number
- US07544686B2
Reaction notes
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