Ethylamine → 6-Chloro-n4-ethylpyrimidine-2,4-diamine

HRID 964852Notes

Reaction equation

HRID 964852 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4](Cl)[N:3]=1.[CH2:10]([NH2:12])[CH3:11]>C(O)C.O>[NH2:1][C:2]1[N:3]=[C:4]([NH:12][CH2:10][CH3:11])[CH:5]=[C:6]([Cl:8])[N:7]=1

Participants

5

Reactant 2

HCID 6341EthylamineHCID 655222-Amino-4,6-dichloropyrimidine

Product 1

HCID 2290506-Chloro-n4-ethylpyrimidine-2,4-diamineYield 77%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

10 g of 2-amino-4,6-dichloropyrimidine are suspended in 100 ml of ethanol. 20.8 g of ethylamine are added as 33% solution in water. The reaction mixture is refluxed for 2 hours and is then evaporated to dryness. The precipitate obtained is taken up in 100 ml of water. After 1 hour's stirring, the mixture is filtered on sintered glass. The precipitate is recrystallized from 25 ml of acetonitrile. 8.10 g of 2-amino-4-ethylamino-6-chloropyrimidine are obtained.

Workup

  1. temperatureThe reaction mixture is refluxed for 2 hours
  2. customis then evaporated to dryness
  3. customThe precipitate obtained
  4. filtrationthe mixture is filtered on sintered glass
  5. customThe precipitate is recrystallized from 25 ml of acetonitrile

Sources & evidence

ORD record
ord-1cfdff4f582d4f82889e22becfefc531
Source dataset
uspto-grants-1998_06
Patent number
US05772990

Reaction notes

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