Ammonia → HCID 15022719, compound

HRID 232521Notes

Reaction equation

HRID 232521 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

Conditions

Temperature
25 °C

Procedure

4.7 g (0.278 mol) of gaseous ammonia were passed into a mixture of 38.0 g (0.147 mol) of 2-fluoro(chloro)-4-trifluoromethoxy-6-trifluoromethylpyrimidine in 150 ml of diethyl ether while stirring at from -75° to -70° C. in the course of 1 hour. Stirring was continued for 2 hours in each case at -75° C. and, after heating, at 25° C. The precipitate which separated out was filtered off under suction, after which the organic phase was extracted with water, dried and partially evaporated down. Chromatography over silica gel using methyl tert-butyl ether gave 20.4 g (56.1% of theory) of the title compound of melting point 47°-49° C.

Workup

  1. stirringStirring
  2. waitwas continued for 2 hours in each case at -75° C.
  3. customThe precipitate which separated out
  4. filtrationwas filtered off under suction
  5. extractionafter which the organic phase was extracted with water
  6. customdried
  7. custompartially evaporated down

Sources & evidence

ORD record
ord-ab0f62c64c5d45d3829a6ebbc33b9061
Source dataset
uspto-grants-1997_01
Patent number
US05591694

Reaction notes

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