Sodium Hydroxide → 1211518-11-4

HRID 891219Notes

Reaction equation

HRID 891219 reaction equation
[Cl:1]Cl.[NH2:3][C:4]1[N:9]=[C:8](SC)[N:7]=[C:6]([C:12]([F:15])([F:14])[F:13])[N:5]=1.[OH-].[Na+]>C(O)(=O)C>[NH2:3][C:4]1[N:9]=[C:8]([Cl:1])[N:7]=[C:6]([C:12]([F:15])([F:14])[F:13])[N:5]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24526ChlorineHCID 22244968HCID 22244968, compound

Product 1

HCID 222449641211518-11-4Yield 60%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
20 °C

Procedure

Chlorine gas was passed into a solution of 21 g of 2-amino-4-methylthio-6-trifluoromethyl-1,3,5-triazine in 0.2 l glacial acetic acid at 20 to 25° C. (15 min). The reaction mixture was stirred for 30 min at approx. 20° C., sprayed for 1 hour with nitrogen gas at room temperature, poured into 1 l of ice-cold aqueous solution of 70 g of sodium hydroxide and stirred for 5 min. After extraction with ethyl acetate, the organic phase was washed with water and dried over magnesium sulfate, and the solvent was removed in vacuo. The crude product was purified by stirring in heptane. After filtration with suction and drying, 12 g (60%) of 2-amino-4-chloro-6-trifluoromethyl-1,3,5-triazine were obtained as a white powder (m.p. 109° C.); 1H NMR (CDCl3): δ=6.4 (s br., 2H).

Workup

  1. custom(15 min)
  2. waitsprayed for 1 hour with nitrogen gas at room temperature
  3. stirringstirred for 5 min
  4. extractionAfter extraction with ethyl acetate
  5. washthe organic phase was washed with water
  6. dry with materialdried over magnesium sulfate
  7. customthe solvent was removed in vacuo
  8. customThe crude product was purified
  9. stirringby stirring in heptane
  10. filtrationAfter filtration with suction
  11. customdrying

Sources & evidence

ORD record
ord-3a9fbc8fc9d94692bfac57c74f3a0eed
Source dataset
uspto-grants-2006_02
Patent number
US07002011B1

Reaction notes

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