Hydrazine hydrate (1:1) → 4-Bromo-2-[(1Z)-1-hydrazinylideneethyl]pyridine
Reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8](=O)[CH3:9])[CH:3]=1.O.[NH2:12][NH2:13]>CO>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4](/[C:8](=[N:12]\[NH2:13])/[CH3:9])[CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirring solution of 1-(4-bromopyridin-2-yl)ethanone (2.4 g, 12 mmol) in MeOH (40 mL) was added hydrazine monohydrate (2.9 mL, 60 mmol) in one portion. After stirring at room temperature for 2 hours, the mixture was concentrated to afford the product. 1H NMR (400 MHz, CDCl3) δ 8.34 (d, J=5.3 Hz, 1H), 8.14 (d, J=1.8 Hz, 1H), 7.33 (dd, J=5.3, 1.8 Hz, 1H), 5.66 (br s, 2H), 2.23 (s, 3H).
Workup
- concentrationthe mixture was concentrated
- customto afford the product
Sources & evidence
- ORD record
- ord-5a619f4be4f4477b849719ddeb27d596
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08987250B2
Reaction notes
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