Ammonia → HCID 15022719, compound

HRID 1647680Notes

Reaction equation

HRID 1647680 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 in the course of 1 hour at from -75° to -70° C. while stirring. Stirring was continued for 2 hours at -75° C. and for 2 hours after warming up to 25° C. The precipitate which had 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. customThe precipitate which had separated out
  3. filtrationwas filtered off under suction
  4. extractionafter which the organic phase was extracted with water
  5. customdried
  6. custompartially evaporated down

Sources & evidence

ORD record
ord-b5560252fc32472faec93fe5d06e37b3
Source dataset
uspto-grants-1995_07
Patent number
US05434124

Reaction notes

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