Sodium Hydroxide → HCID 54272669, compound

HRID 1856106Notes

Reaction equation

HRID 1856106 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.CC(N(C)C)=O.[F:14][C:15]([F:27])([F:26])[C:16]1[CH:17]=[C:18](Cl)[CH:19]=[CH:20][C:21]=1[N+:22]([O-:24])=[O:23].[OH-].[Na+]>O>[F:14][C:15]([F:26])([F:27])[C:16]1[CH:17]=[C:18]([S:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=2)[CH:19]=[CH:20][C:21]=1[N+:22]([O-:24])=[O:23]

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 31374DimethylacetamideHCID 670525-Chloro-2-nitrobenzotrifluorideHCID 178418616HCID 178418616, compound

Product 1

HCID 54272669HCID 54272669, compoundYield 85.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 25 g of 2-mercaptopyridine, 70 ml of dimethylacetamide and 45.7 g of 3-trifluoromethyl-4-nitrochlorobenzene was heated at 80° to 90° C. and 35 g of 40% NaOH aq. solution was added to the mixture. After the reaction, the reaction mixture was poured into water and the product was extracted with ethyl ether and the ether phase was washed with a dilute NaOH aq. solution and then, with water and dried with anhydrous sodium sulfate and ether was distilled off to obtain 52 g of 2-trifluoromethyl-4-(pyridine-2-ylthio) nitrobenzene.

Workup

  1. temperaturewas heated at 80° to 90° C.
  2. customAfter the reaction
  3. extractionthe product was extracted with ethyl ether
  4. washthe ether phase was washed with a dilute NaOH aq. solution
  5. dry with materialwith water and dried with anhydrous sodium sulfate and ether
  6. distillationwas distilled off

Sources & evidence

ORD record
ord-c194b76d082a45aabffeada7d7665b2b
Source dataset
uspto-grants-1980_08
Patent number
US04218237

Reaction notes

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