Water → 4,6-Dichloro-N-(2,3-dimethylphenyl)-1,3,5-triazin-2-amine

HRID 637929Notes

Reaction equation

HRID 637929 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5](Cl)=[N:4][C:2]=1[Cl:3].O.[NH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[C:13]=1[CH3:19]>CC(C)=O>[Cl:9][C:8]1[N:1]=[C:2]([Cl:3])[N:4]=[C:5]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[C:13]=2[CH3:19])[N:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 68932,3-DimethylanilineHCID 7954Cyanuric chloride

Product 1

HCID 134137564,6-Dichloro-N-(2,3-dimethylphenyl)-1,3,5-triazin-2-amine

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
5 °C

Procedure

A solution of cyanuryl chloride (18 g) in hot acetone (70 ml) is poured under stirring into water (40 ml). To the so obtained suspension is added, while keeping the temperature to 5° C., 2,3-xylidine (24 ml). Stirring is maintained for 1 hour at 5° C.; then the reaction mixture is filtered, the precipitate is washed with water to neutrality; it is dissolved in ethyl acetate; the solution is dried over Na2SO4. By concentration 16.8 g of the desired compound are obtained. M.p. 186°-188° C. (ethyl acetate/hexane).

Workup

  1. additionTo the so obtained suspension is added
  2. customto 5° C.
  3. filtrationthen the reaction mixture is filtered
  4. washthe precipitate is washed with water to neutrality
  5. dissolutionit is dissolved in ethyl acetate
  6. dry with materialthe solution is dried over Na2SO4

Sources & evidence

ORD record
ord-3b8f1c2cb536492f82ada188fe6989ca
Source dataset
uspto-grants-1985_12
Patent number
US04559345

Reaction notes

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