Sodium hydride → 2-Chloro-4-(2,6-dichlorophenylthio)pyridine

HRID 910989Notes

Reaction equation

HRID 910989 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[SH: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]([S: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 24758Sodium hydrideHCID 90671Benzenethiol, 2,6-dichloro-HCID 7351522-Chloro-4-nitropyridine

Product 1

HCID 866347352-Chloro-4-(2,6-dichlorophenylthio)pyridineYield 50%

Procedure

Using the method of Example 3, Step A, 2,6-dichlorobenzenethiol (1.69 g, 9.46 mmol), 60% sodium hydride in mineral oil (378 mg, 9.46 mmol), and 2-chloro-4-nitropyridine (1.50 g, 9.46 mmol) were reacted to provide 2-chloro-4-(2,6-dichlorophenylthio)pyridine (1.37 g, 50% yield) as a white powder. 1H NMR (CDCl3) δ 8.15 (d, 1H), 7.53 (d, 2H), 7.41 (t, 1H), 6.84 (s, 1H), 6.79 (d, 1H).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-e9a0920aa1ed49f4830eb52849520df5
Source dataset
uspto-grants-2011_09
Patent number
US08022222B2

Reaction notes

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