Dimethylamine → N4,N4,6-trimethylpyrimidine-2,4-diamine

HRID 2058159Notes

Reaction equation

HRID 2058159 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[CH:5]=[C:4](Cl)[N:3]=1.[CH3:10][NH:11][CH3:12]>C(O)C>[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[CH:5]=[C:4]([N:11]([CH3:12])[CH3:10])[N:3]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 218102-Amino-4-chloro-6-methylpyrimidine

Product 1

HCID 13729300N4,N4,6-trimethylpyrimidine-2,4-diamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Amino-4-methyl-6-chloropyrimidine (52 g, 0.36 mole) is heated at 160° C. for 18 hours with ethanol and an equimolar amount of dimethylamine in a pressure vessel. The reaction mixture is evaporated in vacuo taken up in 200 ml. of water containg 50 ml. 10 N sodium hydroxide and 300 ml. of methylene chloride. The mixture is extracted with methylene chloride and the organic layer dried and evaporated to dryness in vacuo affording 46 g of 2-amino-4-methyl-6-dimethylaminopyrimidine with a melting point of 172°-174° C.

Workup

  1. customThe reaction mixture is evaporated in vacuo
  2. extractionThe mixture is extracted with methylene chloride
  3. customthe organic layer dried
  4. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-e4dc3449baa447f08978fa7b4de0c5e8
Source dataset
uspto-grants-1980_07
Patent number
US04215121

Reaction notes

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