2-Thiocresol → HCID 63778674, compound

HRID 910978Notes

Reaction equation

HRID 910978 reaction equation
[CH3:1][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[CH3:1])[CH:15]=[CH:14][N:13]=1

Participants

4

Reactant 3

HCID 87122-ThiocresolHCID 24758Sodium hydrideHCID 7351522-Chloro-4-nitropyridine

Product 1

HCID 63778674HCID 63778674, compoundYield 89%

Procedure

Using the method of Example 3, Step A, 2-methylbenzenethiol (0.783 g, 6.31 mmol), 60% sodium hydride in mineral oil (252 mg, 6.31 mmol), and 2-chloro-4-nitropyridine (1.00 g, 12.6 mmol) to provide 2-chloro-4-(o-tolylthio)pyridine (1.32 g, 89% yield) as an oil. 1H NMR (CDCl3) δ 8.09 (d, 1H), 7.55 (d, 1H), 7.37-7.44 (m, 2H), 7.29 (t, 1H), 6.81 (s, 1H), 6.75-6.78 (m, 2H), 2.38 (s, 3H).

Sources & evidence

ORD record
ord-0eafe8f8303440cea8ffe6ae219a54b4
Source dataset
uspto-grants-2011_09
Patent number
US08022222B2

Reaction notes

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