Pyridine → N-(6-methoxy-5-methylpyridin-3-yl)-2-nitrobenzenesulfonamide

HRID 1772878Notes

Reaction equation

HRID 1772878 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10](Cl)(=[O:12])=[O:11])([O-:3])=[O:2].[CH3:14][O:15][C:16]1[N:21]=[CH:20][C:19]([NH2:22])=[CH:18][C:17]=1[CH3:23].N1C=CC=CC=1>O1CCOCC1>[CH3:14][O:15][C:16]1[N:21]=[CH:20][C:19]([NH:22][S:10]([C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N+:1]([O-:3])=[O:2])(=[O:12])=[O:11])=[CH:18][C:17]=1[CH3:23]

Participants

5

Reactant 3

HCID 1049PyridineHCID 155402-Nitrobenzenesulfonyl chlorideHCID 407869036-Methoxy-5-methylpyridin-3-amine

Product 1

HCID 90022532N-(6-methoxy-5-methylpyridin-3-yl)-2-nitrobenzenesulfonamideYield 76.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The title compound (2.69 g, 8.32 mmol) was prepared from 2-nitrobenzenesulfonyl chloride (2.41 g, 10.9 mmol), 6-methoxy-5-methylpyridin-3-amine (1.66 g, 12.0 mmol) and pyridine (2.64 mL, 32.7 mmol) in 1,4-dioxane (25 mL) at rt using the methods of (IntA1), step 1.

Sources & evidence

ORD record
ord-85ad24ff990e4b03ad86d11d5a177d81
Source dataset
uspto-grants-2016_02
Patent number
US09249160B2

Reaction notes

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