Ammonia → 2-Amino-4-fluoro-6-chlorodifluoromethoxy-1,3,5-triazine
Reaction equation
[NH3:1].F[CH:3]1[N:8]=[C:7]([F:9])[N:6]=[C:5]([Cl:10])[N:4]1[O:11][CH:12]([F:14])[F:13]>O1CCCC1>[NH2:1][CH:3]1[N:8]=[C:7]([F:9])[N:6]=[C:5]([Cl:10])[N:4]1[O:11][CH:12]([F:14])[F:13]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 22 °C
Procedure
7.8 g (0.46 mol) of ammonia were passed into a mixture of 50.0 g (0.23 mol) of 2,4-difluoro-6-chlorodifluoromethoxy-1,3,5-triazine in 150 ml of tetrahydrofuran in the course of 45 minutes at -70° C., while stirring. Stirring was continued for 2 hours at -70° C. and overnight while warming up to 22° C. The reaction mixture was evaporated down under reduced pressure and the residue was washed with water and dried. The reaction product was then washed onto a silica gel column with methylene chloride and eluted with the same solvent. 21.5 g (43.6% of theory) of 2-amino-4-fluoro-6-chlorodifluoromethoxy-1,3,5-triazine of melting point 131°-133° C. were obtained in fractions 1 to 8.
Workup
- stirringStirring
- customThe reaction mixture was evaporated down under reduced pressure
- washthe residue was washed with water
- customdried
- washThe reaction product was then washed onto a silica gel column with methylene chloride
- washeluted with the same solvent
Sources & evidence
- ORD record
- ord-15fa169e041a4fe6a027b403eccd8037
- Source dataset
- uspto-grants-1993_02
- Patent number
- US05188657
Reaction notes
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