Ammonia → HCID 15022719, compound

HRID 1978152Notes

Reaction equation

HRID 1978152 reaction equation
[NH3:1].F[C:3]1[N:8]=[C:7]([O:9][C:10]([F:13])([F:12])[F:11])[C:6](Cl)=[C:5]([C:15]([F:18])([F:17])[F:16])[N:4]=1>C(OCC)C>[NH2:1][C:3]1[N:8]=[C:7]([O:9][C:10]([F:13])([F:12])[F:11])[CH:6]=[C:5]([C:15]([F:18])([F:17])[F:16])[N:4]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 21996912HCID 21996912, compound

Product 1

HCID 15022719HCID 15022719, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

4.7 g (0.278 mol) of gaseous ammonia were passed over the course of 1 hour into a stirred mixture of 38.0 g (0.147 mol) of 2-fluoro(chloro)-4-trifluoromethoxy-6-trifluoromethylpyrimidine and 150 ml of diethyl ether at −75 to −70° C. The mixture was stirred for 2 hours each at −75 and at 25° C. The precipitate was filtered off with suction, and the organic phase was extracted 3× with water, dried and evaporated. Chromatography on silica gel with methyl tert.-butyl ether yielded 20.4 g (56.1% of theory) of the title compound of melting point 47-49° C.

Workup

  1. customat 25° C
  2. filtrationThe precipitate was filtered off with suction
  3. extractionthe organic phase was extracted 3× with water
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-2cd0ad03fb06465f8e0f39fad9ce345a
Source dataset
uspto-grants-2001_05
Patent number
US06235904B1

Reaction notes

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