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

HRID 271412Notes

Reaction equation

HRID 271412 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]>C1COCC1>[Cl:1][C:2]1[CH:7]=[C:6]([NH:10][NH2:11])[N:5]=[C:4]([CH3:9])[N:3]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 2349974,6-Dichloro-2-methylpyrimidine

Product 1

HCID 135904704-Chloro-6-hydrazinyl-2-methylpyrimidine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 4,6-dichloro-2-methylpyrimidine (1.63 g, 10.0 mmol) in THF (25 mL) at room temperature under argon was added H2NNH2 (0.64 g, 20.0 mmol). The reaction mixture was stirred at room temperature under argon overnight. Analysis by HPLC/MS indicated that the reaction was complete. The solvent was evaporated, and the residue was coevaporated with toluene (2×5 mL) then THF (5 mL), and then dried under vacuum. The crude title compound was used directly in the next step. HPLC/MS: retention time=0.77 min.

Workup

  1. customThe solvent was evaporated
  2. dry with materialTHF (5 mL), and then dried under vacuum

Sources & evidence

ORD record
ord-5232057f8a35432a84502a9352f5afa3
Source dataset
uspto-grants-2008_11
Patent number
US07452892B2

Reaction notes

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