Hydrazine hydrate (1:1) → HCID 18430954, compound
Reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([CH:14]2[CH2:19][CH2:18][CH:17]([N:20]3C(=O)C4C(=CC=CC=4)C3=O)[CH2:16][CH2:15]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.NN.O>C(O)C.ClCCl>[CH2:1]([N:8]1[CH2:9][CH2:10][N:11]([CH:14]2[CH2:19][CH2:18][CH:17]([NH2:20])[CH2:16][CH2:15]2)[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 2-[4-(4-benzyl-1-piperazinyl)cyclohexyl]-1H-isoindole-1,3(2H)-dione (5.00 g, 12.4 mmol) in ethanol-dichloromethane (10:3/65 ml) was added NH2NH2-water (2.4 ml /50.0 mmol) and the mixture was stirred for 1 day. After filtration, the filtrate was concentrated in vacuo. The residue was purified by column chromatography (NH2 gel/dichloromethane) to give a colorless oil (2.82 g/89%).
Workup
- filtrationAfter filtration
- concentrationthe filtrate was concentrated in vacuo
- customThe residue was purified by column chromatography (NH2 gel/dichloromethane)
- customto give a colorless oil (2.82 g/89%)
Sources & evidence
- ORD record
- ord-e7cf075f58604d23b83a4fdb10654306
- Source dataset
- uspto-grants-2002_09
- Patent number
- US06444677B2
Reaction notes
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