Methanethiol → 1,3,5-Triazine, 2,4-dichloro-6-(methylthio)-

HRID 2057687Notes

Reaction equation

HRID 2057687 reaction equation
[CH3:1][SH:2].[N:3]1[C:10]([Cl:11])=[N:9][C:7]([Cl:8])=[N:6][C:4]=1Cl.N1C(C)=CC(C)=CC=1C.Cl.N1C(C)=CC(C)=CC=1C>CC(C)=O>[CH3:1][S:2][C:4]1[N:6]=[C:7]([Cl:8])[N:9]=[C:10]([Cl:11])[N:3]=1

Participants

6

Reactant 4

HCID 878MethanethiolHCID 79532,4,6-TrimethylpyridineHCID 7954Cyanuric chlorideHCID 519418Pyridine, 2,4,6-trimethyl-, hydrochloride

Product 1

HCID 262021,3,5-Triazine, 2,4-dichloro-6-(methylthio)-

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Methanethiol is passed into a solution of 18.5 g of cyanuric chloride in 200 ml of acetone at a temperature of -25° to -30° C. 13.5 ml of collidine are then added slowly at the same temperature, whereupon collidine hydrochloride precipitates. The mixture is left to stand for 1 hour at 0° C. and is then poured onto ice, whereupon a white crystalline substance precipitates. After filtering the mixture, washing the product with water and drying it in a desiccator, 17.5 g of 2-methylthio-4,6-dichloro-1,3,5-triazine with a melting point of 57° to 59° C. are obtained.

Workup

  1. customprecipitates
  2. waitThe mixture is left
  3. additionis then poured onto ice, whereupon a white crystalline substance
  4. customprecipitates
  5. filtrationAfter filtering the mixture
  6. washwashing the product with water
  7. customdrying it in a desiccator

Sources & evidence

ORD record
ord-8d78b6aceb584d4a9628d5ad8a640f1b
Source dataset
uspto-grants-1980_07
Patent number
US04212763

Reaction notes

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