Hydrazine → HCID 22314380, compound
Reaction equation
[C:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([N+:13]([O-])=O)[CH:11]=2)[NH:6][CH:5]=1)(=[O:3])[CH3:2].NN>[Ni].CO>[C:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([NH2:13])[CH:11]=2)[NH:6][CH:5]=1)(=[O:3])[CH3:2]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A suspension of 3-acetyl-5-nitroindole (3.0 g, 14.7 mmol) and Raney Nickel (3.0 g) in methanol is treated dropwise with hydrazine (0.7 g, 21.9 mmol) at 0° C., stirred under N2 for 1 h and filtered. The filtrate is concentrated in vacuo to afford the title product as an oil, 2.5 g (99% yield) identified by NMR and mass spectral analyses.
Workup
- filtrationfiltered
- concentrationThe filtrate is concentrated in vacuo
Sources & evidence
- ORD record
- ord-ff282b7cd89b480790c0b7011fe70c52
- Source dataset
- uspto-grants-2005_10
- Patent number
- US06951881B2
Reaction notes
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