Methylamine → 6-Chloro-n4-methylpyrimidine-2,4-diamine

HRID 964843Notes

Reaction equation

HRID 964843 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4](Cl)[N:3]=1.[CH3:10][NH2:11].[OH-].[K+]>C(O)C.O>[NH2:1][C:2]1[N:3]=[C:4]([NH:11][CH3:10])[CH:5]=[C:6]([Cl:8])[N:7]=1

Participants

6

Reactant 3

HCID 6329MethylamineHCID 14797Potassium HydroxideHCID 655222-Amino-4,6-dichloropyrimidine

Product 1

HCID 2354466-Chloro-n4-methylpyrimidine-2,4-diamineYield 88%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent2×

Procedure

10 g of 2-amino-4,6-dichloropyrimidine are suspended in 100 ml of ethanol. 11.80 g of methylamine are added as a 40% solution in water. The reaction mixture is refluxed for 3 hours. After it has returned to room temperature, 4 g of potassium hydroxide in solution in 40 ml of ethanol are added. After being stirred for half an hour the reaction mixture is filtered on paper. It is evaporated to dryness. The precipitate obtained is taken up in 25 ml of water, filtered off on sintered glass, rinsed with 25 ml of water and then dried in vacuum and over phosphorus pentoxide. 8.50 g of 2-amino-4-methylamino-6-chloropyrimidine are obtained.

Workup

  1. temperatureThe reaction mixture is refluxed for 3 hours
  2. customhas returned to room temperature
  3. filtrationis filtered on paper
  4. customIt is evaporated to dryness
  5. customThe precipitate obtained
  6. filtrationfiltered off on sintered glass
  7. washrinsed with 25 ml of water
  8. dry with materialdried in vacuum and over phosphorus pentoxide

Sources & evidence

ORD record
ord-76ea35c63d4e4a7c8ce5be2792a21a45
Source dataset
uspto-grants-1998_06
Patent number
US05772990

Reaction notes

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