Hydrazine → 4-Chloro-6-hydrazinyl-2-methylpyrimidine

HRID 2063602Notes

Reaction equation

HRID 2063602 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]=[C:4]([CH3:9])[N:3]=1.[NH2:10][NH2:11].C(=O)([O-])[O-].[K+].[K+]>C1COCC1>[Cl:1][C:2]1[CH:7]=[C:6]([NH:10][NH2:11])[N:5]=[C:4]([CH3:9])[N:3]=1

Participants

5

Reactant 3

HCID 9321HydrazineHCID 11430Potassium CarbonateHCID 2349974,6-Dichloro-2-methylpyrimidine

Product 1

HCID 135904704-Chloro-6-hydrazinyl-2-methylpyrimidineYield 96.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4,6-dichloro-2-methylpyrimidine (10 g, 0.061 mol) in dry THF (500 ml) was added anhydrous hydrazine (1.96 g, 0.061 mol) followed by potassium carbonate (12.7 g, 0.092 mol). The reaction mixture was stirred at room temperature for 13 h and filtered. The filtrate was evaporated under reduced pressure to afford 9.3 g (45%) of the titled compound as a solid.

Workup

  1. filtrationfiltered
  2. customThe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-c2527f6a6ff34aa89792856b6de3c2d6
Source dataset
uspto-grants-2012_10
Patent number
US08288398B2

Reaction notes

Loading…