Water → 4-(4-Methanesulfonylpiperazin-1-yl)-2-nitrobenzaldehyde

HRID 1821403Notes

Reaction equation

F[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4]([N+:10]([O-:12])=[O:11])[CH:3]=1.[CH3:13][S:14]([N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1)(=[O:16])=[O:15].O>CS(C)=O>[CH3:13][S:14]([N:17]1[CH2:22][CH2:21][N:20]([C:2]2[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4]([N+:10]([O-:12])=[O:11])[CH:3]=2)[CH2:19][CH2:18]1)(=[O:16])=[O:15]

Participants

Conditions

Temperature: 100 °C

Procedure

A solution of 4-fluoro-2-nitrobenzaldehyde (0.20 g, 1.2 mmol) in DMSO (3.5 mL) was added with 1-methanesulfonylpiperazine (0.71 g, 3.5 mmol), followed by stirring at 100° C. for 1 hour. The reaction mixture was added with water and the organic layer was extracted with hexane/ethyl acetate (4/1) to remove impurities. The aqueous layer was extracted with ethyl acetate and the obtained organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and evaporated under reduced pressure to obtain 4-(4-methanesulfonylpiperazin-1-yl)-2-nitrobenzaldehyde (0.36 g,

Workup

extractionthe organic layer was extracted with hexane/ethyl acetate (4/1)
customto remove impurities
extractionThe aqueous layer was extracted with ethyl acetate
washthe obtained organic layer was washed with water and saturated brine
dry with materialdried over anhydrous magnesium sulfate
customevaporated under reduced pressure

Sources & evidence

ORD record: ord-9a917f454562400ca97a121faf33384e
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07605272B2

Reaction notes

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