Water → 2-Chloro-6-methyl-4-(2,5-dichloro-4-methylmercapto-phenoxy)-pyridine

HRID 1262783

Reaction equation

HRID 1262783 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([S:8][CH3:9])[C:5]([Cl:10])=[CH:4][C:3]=1[O-:11].[K+].[Cl:13][C:14]1[CH:19]=[C:18](Cl)[CH:17]=[C:16]([CH3:21])[N:15]=1.O>CN(C)C=O>[Cl:13][C:14]1[CH:19]=[C:18]([O:11][C:3]2[CH:4]=[C:5]([Cl:10])[C:6]([S:8][CH3:9])=[CH:7][C:2]=2[Cl:1])[CH:17]=[C:16]([CH3:21])[N:15]=1

Participants

5

Reactant 3

HCID 962WaterHCID 119590832,4-Dichloro-6-methylpyridineHCID 70505068Potassium 2,5-dichloro-4-methylmercapto-phenolate

Product 1

HCID 130736682-Chloro-6-methyl-4-(2,5-dichloro-4-methylmercapto-phenoxy)-pyridine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 25.5 gm (0.1 mol) of potassium 2,5-dichloro-4-methylmercapto-phenolate and 16.2 gm (0.1 mol) of 2,4-dichloro-6-methyl-pyridine in 100 ml of dimethylformamide was heated under reflux for 5 hours. It was then cooled and poured into 300 ml of water. The precipitate which separated out was recovered by suction filtration, washed with water, and recrystallized from isopropanol.

Workup

  1. temperatureunder reflux for 5 hours
  2. temperatureIt was then cooled
  3. customThe precipitate which separated out
  4. filtrationwas recovered by suction filtration
  5. washwashed with water
  6. customrecrystallized from isopropanol

Sources & evidence

ORD record
ord-e9c59a82f7d346e99ef65f079b634475
Source dataset
uspto-grants-1984_06
Patent number
US04453972

Linked notes

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