Ammonia → 4-(Difluoromethoxy)-6-methylpyrimidin-2-amine

HRID 1719785Notes

Reaction equation

HRID 1719785 reaction equation
CS([C:5]1[N:10]=[C:9]([O:11][CH:12]([F:14])[F:13])[CH:8]=[C:7]([CH3:15])[N:6]=1)(=O)=O.[NH3:16]>C(Cl)(Cl)Cl.C(Cl)Cl>[NH2:16][C:5]1[N:10]=[C:9]([O:11][CH:12]([F:14])[F:13])[CH:8]=[C:7]([CH3:15])[N:6]=1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 134918212-Methylsulfonyl-4-difluoromethoxy-6-methylpyrimidine

Product 1

HCID 28173904-(Difluoromethoxy)-6-methylpyrimidin-2-amineYield 85%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

4.0 g (0.017 mol) of 2-methylsulfonyl-4-difluoromethoxy-6-methylpyrimidine are suspended in 60 ml of chloroform. This suspension is saturated with gaseous ammonia, and then stirred for 3 hours at a temperature of between 20° and 25° C. The reaction mixture is subsequently diluted with 50 ml of methylene chloride; the organic phase is separated, washed with water and concentrated by evaporation. There are obtained, as crystalline residue, 2.5 g (85% of theory) of 2-amino-4-difluoromethoxy-6-methylpyrimidine, m.p. 137°-139° C.

Workup

  1. customthe organic phase is separated
  2. washwashed with water
  3. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-f2d6df523aa1403f8eda21272ac2ade9
Source dataset
uspto-grants-1985_09
Patent number
US04542216

Reaction notes

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