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

HRID 1198280Notes

Reaction equation

HRID 1198280 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
-70 °C

Procedure

4.4 g (0.259 mol) of gaseous ammonia were passed over the course of 45 minutes into a stirred mixture of 26.0 g (0.1293 mol) of 2,4-difluoro-6-trifluoromethoxy-1,3,5-triazine and 100 ml of tetrahydrofuran at -70° to -65° C. The mixture was then stirred for 2 hours at -70° C. and overnight while warming to 22° C. The residue from concentration under reduced pressure was stirred with water, filtered off with suction and washed. Drying yielded 22 g (85.9% of theory) of the title compound of melting point 138°-139° C.

Workup

  1. temperaturewhile warming to 22° C
  2. concentrationThe residue from concentration under reduced pressure
  3. stirringwas stirred with water
  4. filtrationfiltered off with suction
  5. washwashed
  6. customDrying

Sources & evidence

ORD record
ord-0f1b1d03c60d4dc7a92aaa1c22f88d12
Source dataset
uspto-grants-1994_01
Patent number
US05280118

Reaction notes

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