Aniline → 4,6-dichloro-N-phenyl-1,3,5-triazin-2-amine

HRID 581634Notes

Reaction equation

HRID 581634 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5](Cl)=[N:4][C:2]=1[Cl:3].[NH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(=O)([O-])[O-].[Na+].[Na+]>CC(C)=O>[Cl:9][C:8]1[N:1]=[C:2]([Cl:3])[N:4]=[C:5]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:7]=1

Participants

5

Reactant 3

HCID 6115Aniline3×HCID 7954Cyanuric chlorideHCID 10340Sodium Carbonate

Product 1

HCID 167664,6-dichloro-N-phenyl-1,3,5-triazin-2-amine

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Into 800 g of blocks of ice, a solution of 36.9 g of cyanuric chloride in 320 ml of acetone was added dropwise with stirring to prepare a dispersion. 18.6 g of aniline was added dropwise at temperature of 5° C. or lower into the dispersion. At the same time of the addition of aniline, 210 mL of 5% sodium carbonate aqueous solution was added dropwise at temperature of 5° C. or lower with keeping the same dropping rate as in the addition of aniline to the dispersion, to precipitate crystal, whereby 2,4-dichloro-6-phenylamino-1,3,5-triazine was obtained.

Workup

  1. customto prepare a dispersion
  2. additionwas added dropwise at temperature of 5° C.
  3. customto precipitate crystal

Sources & evidence

ORD record
ord-5b17ed27881c490cb9c4c04fd326c000
Source dataset
uspto-grants-1999_07
Patent number
US05922122

Reaction notes

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