Sodium hydride → HCID 63778831, compound

HRID 911007Notes

Reaction equation

HRID 911007 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[SH:7].[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:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)[CH:14]=[CH:13][N:12]=1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 7351522-Chloro-4-nitropyridineHCID 178418616HCID 178418616, compound

Product 1

HCID 63778831HCID 63778831, compoundYield 88.3%

Procedure

Using the method of Example 3, Step A, pyridine-2-thiol (0.526 g, 4.73 mmol), 60% sodium hydride in mineral oil (189 mg, 4.73 mmol), and 2-chloro-4-nitropyridine (0.750 g, 4.73 mmol) were reacted to provide 2-chloro-4-(pyridin-2-ylthio)pyridine (0.93 g, 88% yield) as a clear oil. 1H NMR (CDCl3) δ 8.61 (d, 1H), 8.25 (d, 1H), 7.71 (d, 1H), 7.44 (d, 1H), 7.31 (s, 1H), 7.25 (m, 1H), 7.19 (d, 1H).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-a9fc9f3f90fb4b73a11676bcefc72be0
Source dataset
uspto-grants-2011_09
Patent number
US08022222B2

Reaction notes

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