Ammonia → 2-Amino-4-fluoro-6-trifluoromethoxy-1,3,5-triazin

HRID 1647663Notes

Reaction equation

HRID 1647663 reaction equation
[NH3:1].F[C:3]1[N:8]=[C:7]([F:9])[N:6]=[C:5]([O:10][C:11]([F:14])([F:13])[F:12])[N:4]=1>O1CCCC1>[NH2:1][C:3]1[N:8]=[C:7]([F:9])[N:6]=[C:5]([O:10][C:11]([F:14])([F:13])[F:12])[N:4]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 150103871,3,5-Triazine, 2,4-difluoro-6-(trifluoromethoxy)-

Product 1

HCID 150103882-Amino-4-fluoro-6-trifluoromethoxy-1,3,5-triazin

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
22 °C

Procedure

4.4 g (0.259 mol) of ammonia gas were passed into a mixture of 26.0 g (0.1293 mol) of 2,4-difluoro-6-trifluoromethoxy-1,3,5-triazine in 100 ml of tetrahydrofuran in the course of 45 minutes at from -70° to -65° C. while stirring. Stirring was carried out for 2 hours at -70° C. and overnight while the mixture warmed up to 22° C. The mixture was evaporated down under reduced pressure, after which the residue was stirred with water, filtered off under suction and washed. Drying gave 22 g (85.9% of theory) of the title compound of melting point 138°-139° C.

Workup

  1. stirringStirring
  2. customThe mixture was evaporated down under reduced pressure
  3. stirringafter which the residue was stirred with water
  4. filtrationfiltered off under suction
  5. washwashed
  6. customDrying

Sources & evidence

ORD record
ord-c8959909c80347138cb89956f936a192
Source dataset
uspto-grants-1995_07
Patent number
US05434124

Reaction notes

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