Acetic Acid → 203731-38-8

HRID 1279190Notes

Reaction equation

HRID 1279190 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([S:9][CH3:10])=[CH:4][N:3]=1.OO.[OH2:13].C(O)(=[O:16])C>>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([S:9]([CH3:10])(=[O:16])=[O:13])=[CH:4][N:3]=1

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 962WaterHCID 153764962,3-Dichloro-5-(methylthio)pyridine

Product 1

HCID 10966194203731-38-8

Conditions

Temperature
45 °C

Procedure

6.2 g (0.02 mol) of Na2WO4.2H2O were added to a solution of 73.7 g (0.38 mol) of 2,3-dichloro-5-methylthiopyridine in 380 ml of glacial acetic acid. After the mixture had been heated to 40-50° C., 95 g of hydrogen peroxide (30% strength) were added carefully. Stirring was subsequently continued for a further hour at approximately 20° C. The mixture was then poured into 300 ml of water. The product was separated off from the resulting suspension, washed with water and n-pentane and dried under reduced pressure. Yield: 60 g (70%) as a brown powder; m.p.: 129-130° C.; 1H-NMR (in d6 dimethyl sulfoxide): δ [ppm]=3.4 (s, CH3); 8.7 and 8.9 (2×d, pyr H).

Workup

  1. waitwas subsequently continued for a further hour at approximately 20° C
  2. customThe product was separated off from the resulting suspension
  3. washwashed with water and n-pentane
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-fe251bee30f04a29a3033d76a98100da
Source dataset
uspto-grants-2002_09
Patent number
US06448205B1

Reaction notes

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