2,6-Dichlorophenol → HCID 86634729, compound

HRID 910976Notes

Reaction equation

HRID 910976 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[OH:9].[H-].[Na+].[Cl:12][C:13]1[CH:18]=[C:17]([N+]([O-])=O)[CH:16]=[CH:15][N:14]=1>>[Cl:12][C:13]1[CH:18]=[C:17]([O:9][C:3]2[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=2[Cl:8])[CH:16]=[CH:15][N:14]=1

Participants

4

Reactant 3

HCID 68992,6-DichlorophenolHCID 24758Sodium hydrideHCID 7351522-Chloro-4-nitropyridine

Product 1

HCID 86634729HCID 86634729, compoundYield 64.5%

Procedure

Using the method of Example 3, Step A, 2,6-dichlorophenol (2.06 g, 12.6 mmol), 60% sodium hydride in mineral oil (505 mg, 12.6 mmol), and 2-chloro-4-nitropyridine (2.00 g, 12.6 mmol) were reacted at 80° C. overnight to provide 2-chloro-4-(2,6-dichlorophenoxy)pyridine (2.23 g, 64% yield) as an oil. 1H NMR (CDCl3) δ 8.27 (d, 1H), 7.44 (d, 2H), 7.24 (t, 1H), 6.71-6.75 (m, 2H).

Workup

  1. customwere reacted at 80° C. overnight

Sources & evidence

ORD record
ord-56634b1907b54d6b9bd449cfb8720da9
Source dataset
uspto-grants-2011_09
Patent number
US08022222B2

Reaction notes

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