p-Chlorothiophenol → HCID 63778489, compound

HRID 910953Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.[H-].[Na+].[Cl:11][C:12]1[CH:17]=[C:16]([N+]([O-])=O)[CH:15]=[CH:14][N:13]=1>>[Cl:11][C:12]1[CH:17]=[C:16]([S:8][C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH:15]=[CH:14][N:13]=1

Participants

Reactant 3

HCID 7815p-Chlorothiophenol

HCID 24758Sodium hydride

HCID 7351522-Chloro-4-nitropyridine

Product 1

HCID 63778489HCID 63778489, compoundYield 85%

Procedure

Using the method of Example 3, Step A, 4-chlorobenzenethiol (912 mg, 6.31 mmol), 60% sodium hydride in mineral oil (252 mg, 6.31 mmol), and 2-chloro-4-nitropyridine (1.00 g, 6.31 mmol) were reacted to afford 2-chloro-4-(4-chlorophenylthio)pyridine (1.37 g, 85% yield) as an oil. 1H NMR (CDCl3) δ 8.14 (d, 1H), 7.48 (d, 2H), 7.46 (d, 2H), 6.90 (s, 1H), 6.85 (d, 1H).

Workup

customwere reacted

Sources & evidence

ORD record: ord-c3dc6725963c4520bd7b2f2e41cfaf73
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08022222B2

Reaction notes

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