N-Methylaniline → 6-Methoxy-pyridazine-3-sulfonic acid methyl-phenyl-amide

HRID 985404Notes

Reaction equation

HRID 985404 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[N:7][C:6]([S:9](F)(=[O:11])=[O:10])=[CH:5][CH:4]=1.[CH3:13][NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH3:13][N:14]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[S:9]([C:6]1[N:7]=[N:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)(=[O:11])=[O:10]

Participants

3

Reactant 2

HCID 7515N-MethylanilineHCID 110306363-Fluorosulfonyl-6-methoxypyridazine

Product 1

HCID 697035156-Methoxy-pyridazine-3-sulfonic acid methyl-phenyl-amideYield 53%

Conditions

Temperature
100 °C

Procedure

A mixture was prepared of 6-methoxy-pyridazine-3-sulfonyl fluoride from Example 11 (1.62 mmol, 312 mg) and N-methyl aniline (24.3 mmol, 0.26 mL) and heated at 100° C. for 12 hours. The mixture was then cooled. The resulting solid residue was purified by silica gel chromatography to isolate the title compound (53%, 240 mg); M+, 279.

Workup

  1. temperatureThe mixture was then cooled
  2. customThe resulting solid residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-22736068a6864e50b733ab1f8bcea530
Source dataset
uspto-grants-2005_03
Patent number
US06872722B2

Reaction notes

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