Hydrazine → 2-Chloro-3-hydrazinopyrazine

HRID 718114Notes

Reaction equation

HRID 718114 reaction equation
[Cl:1][C:2]1[C:7](Cl)=[N:6][CH:5]=[CH:4][N:3]=1.[NH2:9][NH2:10]>C(O)C>[Cl:1][C:2]1[C:7]([NH:9][NH2:10])=[N:6][CH:5]=[CH:4][N:3]=1

Participants

4

Conditions

Temperature
80 °C

Procedure

2,3-Dichloropyrazine (2 g, 13.42 mmol), hydrazine (1.324 g, 26.8 mmol) and ethanol (40 ml) were combined and the reaction mixture was stirred at 80° C. for 1.5 h. The mixture was cooled to room temperature and the yellow flakes were filtered off. The solid was washed with a small amount of water and dried. The mother liquor was concentrated to afford a yellow solid triturated with a small amount of water and dried. The 2 solids were combined to afford title product 471 (1.15 g, 59%) as yellow solid. MS (m/z): 145.0 (M+H).

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationthe yellow flakes were filtered off
  3. washThe solid was washed with a small amount of water
  4. customdried
  5. concentrationThe mother liquor was concentrated
  6. customto afford a yellow solid
  7. customtriturated with a small amount of water
  8. customdried

Sources & evidence

ORD record
ord-76ea126616764da59567f2e0f63e9a47
Source dataset
uspto-grants-2015_11
Patent number
US09193749B2

Reaction notes

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