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

HRID 2082258Notes

Reaction equation

HRID 2082258 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 continued for 2 hours at -70° C. and overnight while warming up to 22° C. The mixture was evaporated down under reduced pressure, after which the residue was stirred with water and the product was filtered off under suction, washed and dried to give 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. filtrationthe product was filtered off under suction
  5. washwashed
  6. customdried

Sources & evidence

ORD record
ord-36203643c2aa46feaf64b680531d79ad
Source dataset
uspto-grants-1993_02
Patent number
US05188657

Reaction notes

Loading…