Hydrochloric Acid → 2,4-dichloro-6-ethyl-1,3,5-triazine

HRID 256706Notes

Reaction equation

HRID 256706 reaction equation
[CH2:1]([Mg]Br)[CH3:2].[N:5]1[C:12]([Cl:13])=[N:11][C:9](Cl)=[N:8][C:6]=1[Cl:7].Cl>C(OCC)C.C1(C)C=CC=CC=1>[Cl:7][C:6]1[N:5]=[C:12]([Cl:13])[N:11]=[C:9]([CH2:1][CH3:2])[N:8]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 7954Cyanuric chlorideHCID 178418443HCID 178418443, compound

Product 1

HCID 127762,4-dichloro-6-ethyl-1,3,5-triazineYield 63%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 3283Diethyl EtherSolvent

Procedure

1.5 equivalent of ethylmagnesium bromide dissolved in diethyl ether (prepared by reacting magnesium with ethyl bromide) are added dropwise to a suspension of one equivalent of cyanuric chloride in toluene, while keeping the temperature of the reaction mixture between 10° and 15° C. After the addition, this mixture is kept at room temperature for one hour. An aqueous solution containing 1.5 equivalent of hydrochloric acid is then added. The two phases are separated, the organic phase is dried over sodium sulfate, then the solvent is removed under reduced pressure. 2,4-dichloro-6-ethyl-1,3,5-triazine is purified by distillation under reduced pressure. Yield: 63%. B.P.: 83° C./17 mbars.

Workup

  1. customthe temperature of the reaction mixture between 10° and 15° C
  2. additionAfter the addition
  3. additionis then added
  4. customThe two phases are separated
  5. dry with materialthe organic phase is dried over sodium sulfate
  6. customthe solvent is removed under reduced pressure
  7. distillation2,4-dichloro-6-ethyl-1,3,5-triazine is purified by distillation under reduced pressure

Sources & evidence

ORD record
ord-b9edb9733974476b91f68a89d18b44b9
Source dataset
uspto-grants-1993_11
Patent number
US05258513

Reaction notes

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