Dimethylformamide → 2-Chloro-3-nitro-6-(2-chloro-4-trifluoromethylphenoxy)pyridine

HRID 2412527Notes

Reaction equation

HRID 2412527 reaction equation
O[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][C:13]=2[Cl:22])[N:3]=1.S(Cl)([Cl:25])=O.CN(C)C=O>O>[Cl:25][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][C:13]=2[Cl:22])[N:3]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 178526695HCID 178526695, compound

Product 1

HCID 133426302-Chloro-3-nitro-6-(2-chloro-4-trifluoromethylphenoxy)pyridineYield 50%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5.0 g of 2-hydroxy-3-nitro-6-(2-chloro-4-trifluoromethylphenoxy)pyridine prepared in Preparation Example 3, 3.55 g of thionyl chloride, and 0.2 ml of dimethylformamide were charged in a flask, and the mixture was allowed to react at 80° C. for 4 hours while stirring. After completion of the reaction, the reaction product was poured into water, followed by subjecting to purification in the same manner as in Preparation Example 2 to obtain 2.64 g of a titled compound having a melting point of 53° to 59° C.

Workup

  1. additionwere charged in a flask
  2. customto react at 80° C. for 4 hours
  3. customAfter completion of the reaction
  4. customby subjecting to purification in the same manner as in Preparation Example 2

Sources & evidence

ORD record
ord-aad5c1129c61431b805210b7c7d42471
Source dataset
uspto-grants-1985_01
Patent number
US04493730

Reaction notes

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