2-Chloro-4,6-dimethylpyrimidine → 4,6-Dimethyl-N-(prop-2-en-1-yl)pyrimidin-2-amine

HRID 745890Notes

Reaction equation

HRID 745890 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[N:3]=1>C(N)C=C>[CH2:4]([NH:3][C:2]1[N:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[N:3]=1)[CH:5]=[CH2:6]

Participants

3

Reactant 1

HCID 205502-Chloro-4,6-dimethylpyrimidine

Product 1

HCID 133866534,6-Dimethyl-N-(prop-2-en-1-yl)pyrimidin-2-amineYield 196.9%

Reagents, catalysts & solvents 1

HCID 7853AllylamineSolvent

Procedure

20 g (0.14 mol) 2-chlor-4,6-dimethylpyrimidine are heated under reflux in 60 ml allylamine. After 4 hours the reaction is terminated. The excess allylamine is distilled off. Thereafter the residue is withdrawn in ethyl acetate and then washed with 150 ml saturated bicarbonate solution. After drying across Na2SO4 the solvent is discharged. In this manner are obtained 22.5 g (99% of theoretical) 2-allylamino-4,6-dimethylpyrimidine.

Workup

  1. customAfter 4 hours the reaction is terminated
  2. distillationThe excess allylamine is distilled off
  3. customThereafter the residue is withdrawn in ethyl acetate
  4. washwashed with 150 ml saturated bicarbonate solution
  5. dry with materialAfter drying across Na2SO4 the solvent

Sources & evidence

ORD record
ord-761cabdfa7a54029918837f3dc4d35f9
Source dataset
uspto-grants-1986_07
Patent number
US04601746

Reaction notes

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