Hydrochloric Acid → 4-Methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-amine

HRID 1598946Notes

Reaction equation

HRID 1598946 reaction equation
[Cl-].[Ca+2].[Cl-].[C:4]([NH:6][C:7]([NH2:9])=[NH:8])#[N:5].[F:10][C:11]([F:17])([F:16])[C:12](OC)=O.[CH3:18][O-:19].[Na+].Cl>CO>[NH2:8][C:7]1[N:6]=[C:4]([O:19][CH3:18])[N:5]=[C:12]([C:11]([F:10])([F:16])[F:17])[N:9]=1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 9893Methyl trifluoroacetateHCID 5284359Calcium ChlorideHCID 10942334Sodium MethoxideHCID 178418324HCID 178418324, compound

Product 1

HCID 1999484-Methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

56.6 g (0.5 mol) of calcium chloride (98%, powdered) and 210 g (2.5 mol) of N-cyanoguanidine are initially introduced into 2 l of methanol. The mixture is heated with stirring to reflux temperature and stirred under reflux for one hour, whereupon a homogeneous solution is obtained. The mixture is then cooled to room temperature and 640 g (5.0 mol) of methyl trifluoroacetate and then, in the course of 25 minutes, 450 g (2.5 mol) of a solution of sodium methoxide (30% by weight in methanol) are added, whereupon a white precipitate deposits. After heating under reflux for 2 hours, the mixture is cooled to room temperature and a pH of about 6 is set by addition of conc. hydrochloric acid. The methanol is then distilled off, about 2 l of water are added little by little, and the deposited, finely crystalline white crystals are separated off and dried in vacuo.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux temperature
  3. stirringstirred
  4. temperatureunder reflux for one hour, whereupon a homogeneous solution
  5. customis obtained
  6. temperatureAfter heating
  7. temperatureunder reflux for 2 hours
  8. temperaturethe mixture is cooled to room temperature
  9. distillationThe methanol is then distilled off
  10. additionabout 2 l of water are added little by little, and the
  11. customfinely crystalline white crystals are separated off
  12. customdried in vacuo

Sources & evidence

ORD record
ord-8fbfa7e4787143478cf960890bb7a948
Source dataset
uspto-grants-1998_04
Patent number
US05739328

Reaction notes

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