Thiophenol → HCID 11401777, compound

HRID 910909Notes

Reaction equation

HRID 910909 reaction equation
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].[Cl:10][C:11]1[CH:16]=[C:15]([N+]([O-])=O)[CH:14]=[CH:13][N:12]=1>>[Cl:10][C:11]1[CH:16]=[C:15]([S:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:14]=[CH:13][N:12]=1

Participants

4

Reactant 3

HCID 7969ThiophenolHCID 24758Sodium hydrideHCID 7351522-Chloro-4-nitropyridine

Product 1

HCID 11401777HCID 11401777, compoundYield 94%

Procedure

Using the method of Example 3, Step A, thiophenol (1.04 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-(phenylthio)pyridine (1.97 g, 94% yield) as an oil. 1H NMR (CDCl3) δ 8.11 (d, 1H), 7.45-7.58 (m, 5H), 6.90 (s, 1H), 6.85 (d, 1H).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-9f731f70d526480baa8842f333b3185c
Source dataset
uspto-grants-2011_09
Patent number
US08022222B2

Reaction notes

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