Ethanol → 2-Amino-4-ethoxy-6-trifluoromethoxy-1,3,5-triazine

HRID 1647668Notes

Reaction equation

HRID 1647668 reaction equation
[H-].[Na+].[NH2:3][C:4]1[N:9]=[C:8](F)[N:7]=[C:6]([O:11][C:12]([F:15])([F:14])[F:13])[N:5]=1.[CH2:16]([OH:18])[CH3:17]>>[NH2:3][C:4]1[N:9]=[C:8]([O:18][CH2:16][CH3:17])[N:7]=[C:6]([O:11][C:12]([F:15])([F:14])[F:13])[N:5]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 24758Sodium hydrideHCID 150103882-Amino-4-fluoro-6-trifluoromethoxy-1,3,5-triazin

Product 1

HCID 150103952-Amino-4-ethoxy-6-trifluoromethoxy-1,3,5-triazine

Procedure

2.3 g (0.093 mol) of 97% strength sodium hydride were added a little at a time to 300 ml of ethanol at from 20° to 35° C., and stirring was carried out until a solution was obtained, which took 15 minutes. 18.5 g (0.093 mol) of 2-amino-4-fluoro-6-trifluoromethoxy-1,3,5-triazine were then added at 0° C. in the course of 10 minutes while stirring, and stirring was continued for one hour at 0° C. and overnight at 22° C. The mixture was evaporated down under reduced pressure, after which the residue was taken up in methylene chloride and the solution was extracted with water and dried. Evaporating down gave 17.9 g (85.9% of theory) of the title compound of melting point 69°-91° C.

Workup

  1. customwas obtained
  2. stirringwhile stirring
  3. stirringstirring
  4. waitwas continued for one hour at 0° C. and overnight at 22° C
  5. customThe mixture was evaporated down under reduced pressure
  6. extractionthe solution was extracted with water
  7. customdried
  8. customEvaporating

Sources & evidence

ORD record
ord-b09bbd0f76dc435781b1c560b6ccf0f1
Source dataset
uspto-grants-1995_07
Patent number
US05434124

Reaction notes

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