Chlorodifluoromethane → 2-Amino-4-chloro-6-difluoromethoxy-pyrimidine

HRID 463958

Reaction equation

HRID 463958 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4](Cl)[N:3]=1.[O:10]1CCOCC1.[F:16][CH:17]([F:19])Cl>[OH-].[Na+]>[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4]([O:10][CH:17]([F:19])[F:16])[N:3]=1

Participants

5

Reactant 3

HCID 6372ChlorodifluoromethaneHCID 312751,4-DioxaneHCID 655222-Amino-4,6-dichloropyrimidine

Product 1

HCID 201856892-Amino-4-chloro-6-difluoromethoxy-pyrimidine

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A suspension of 16.4 g of 2-amino-4,6-dichloropyrimidine in 100 ml of 40% sodium hydroxide solution is stirred at a temperature of 95°-100° C. for 1 hour. 200 ml of dioxane are added, and 20 g of gaseous difluorochloromethane are passed in at a temperature of 70°-75° C. in the course of 1 hour. The organic phase is separated off and concentrated to about 1/5 of its volume, the residue is poured into water and the solid precipitate is separated off to give 6 g of 2-amino-4-chloro-6-difluoromethoxy-pyrimidine of melting point 118°-119° C.

Workup

  1. customare passed in at a temperature of 70°-75° C. in the course of 1 hour
  2. customThe organic phase is separated off
  3. concentrationconcentrated to about 1/5 of its volume
  4. additionthe residue is poured into water
  5. customthe solid precipitate is separated off

Sources & evidence

ORD record
ord-3d7970ddaca4471cbf5c4a4dd3c6762e
Source dataset
uspto-grants-1985_10
Patent number
US04545811

Linked notes

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