Ammonia → HCID 15022719, compound

HRID 1197414Notes

Reaction equation

HRID 1197414 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

At -75° to -70° C. and over a period of 1 hour, 4.7 g (0.278 mol) of gaseous ammonia was gassed, while stirring, into a mixture of 38.0 g (0.147 mol) of 2-fluoro(chloro)-4-trifluoromethoxy-6-trifluoromethylpyrimidine in 150 ml of diethyl ether. The mixture was stirred for 2 hours at -75° C. and for 2 hours at 25° C. The precipitate was suction filtered, and the organic phase was extracted with water, dried and partially evaporated down. Chromatography with methyl tert-butyl ether over silica gel gave 20.4 g (56.1% of theory) of the title compound of melting point 47°-49° C.

Workup

  1. filtrationfiltered
  2. extractionthe organic phase was extracted with water
  3. customdried
  4. custompartially evaporated down

Sources & evidence

ORD record
ord-2a3e0b8584ad4f8ca62986b8bfc0c322
Source dataset
uspto-grants-1994_01
Patent number
US05276007

Reaction notes

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