Hydrochloric Acid → 2,4-Dichloro-6-methyl-1,3,5-triazine

HRID 2371754Notes

Reaction equation

HRID 2371754 reaction equation
[C:1](OC)(=O)[CH3:2].[N-:6]([C:9]#[N:10])[C:7]#[N:8].[Na+].[ClH:12].C([Cl:16])(=O)C>>[Cl:12][C:9]1[N:6]=[C:7]([Cl:16])[N:8]=[C:1]([CH3:2])[N:10]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 6584Methyl AcetateHCID 4350929Sodium dicyanamide

Product 1

HCID 160832,4-Dichloro-6-methyl-1,3,5-triazineYield 37%

Conditions

Temperature
10 °C

Procedure

To a 1 l flask equipped with a mechanical stirrer, a reflux condenser, a thermometer and a gas inlet was charged 500 ml of methyl acetate and 50 g of sodium dicyanamide. At room temperature, 80 g of HCl gas was charged. After stirring for 15 minutes, 88 g of acetyl chloride was added in one portion. The reaction mixture was heated to reflux for 3 hours. It was then cooled to 10° C. and poured into 500 ml of ice water. Extraction with methyl acetate and subsequent drying and evaporation afforded 32 g of 2,4-dichloro-6-methyl-1,3,5-triazine. The yield was 37%.

Workup

  1. customTo a 1 l flask equipped with a mechanical stirrer, a reflux condenser
  2. temperatureThe reaction mixture was heated
  3. temperatureto reflux for 3 hours
  4. extractionExtraction with methyl acetate
  5. customsubsequent drying
  6. customevaporation

Sources & evidence

ORD record
ord-abb4244a880a4ff1adab512224d17eab
Source dataset
uspto-grants-1992_03
Patent number
US05095113

Reaction notes

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