Hydrazine hydrate (1:1) → HCID 15255095, compound
Reaction equation
Cl[C:2]1[C:3]([CH3:9])=[N:4][CH:5]=[C:6]([CH3:8])[N:7]=1.O.[NH2:11][NH2:12]>>[NH:11]([C:2]1[C:3]([CH3:9])=[N:4][CH:5]=[C:6]([CH3:8])[N:7]=1)[NH2:12]Participants
3
Procedure
To 3-chloro-2,5-dimethylpyrazine (26.0 g, 0.182 mol) placed in a round bottom flask was added hydrazine hydrate (75 mL). The reaction mixture was refluxed for 3 h, cooled to ambient temperature, and then kept in a refrigerator for 24 h. The precipitate was collected and washed with hexanes and diethyl ether to afford the title compound as dark colored solid. The compound was used in the next step without further purification. LC/MS 138.9 (M+1); 1H-NMR (500 MHz, CDCl3): δ 2.33 (s, 3H), 2.41 (s, 3H), 4.10 (br S, 2H), 5.75 (br s, 1H), 7.70 (s, 1H).
Workup
- temperatureThe reaction mixture was refluxed for 3 h
- customThe precipitate was collected
- washwashed with hexanes and diethyl ether
Sources & evidence
- ORD record
- ord-82918d9b0e8e438f8a7428a72c50904c
- Source dataset
- uspto-grants-2008_06
- Patent number
- US07390809B2
Reaction notes
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