Sodium hydride → HCID 63778493, compound

HRID 910949Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].[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:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])[CH:15]=[CH:14][N:13]=1

Participants

Reactant 3

HCID 24758Sodium hydride

HCID 80599o-Chlorothiophenol

HCID 7351522-Chloro-4-nitropyridine

Product 1

HCID 63778493HCID 63778493, compoundYield 95%

Procedure

Using the method of Example 3, Step A, 2-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-(2-chlorophenylthio)pyridine (1.53 g, 95% yield) as an oil. 1H NMR (CDCl3) δ 8.15 (d, 1H), 7.65 (d, 1H), 7.46 (t, 1H), 7.36 (t, 1H), 6.89 (s, 1H), 6.84 (d, 1H).

Workup

customwere reacted

Sources & evidence

ORD record: ord-bb9b8516cd1740ce96441fe2072098bc
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08022222B2

Reaction notes

Loading…