Water → 1-(3-Methoxy-4-nitro-phenyl)-4-methylsulfonyl-piperazine

HRID 1014343Notes

Reaction equation

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

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution of 4-fluoro-2-(methyloxy)-1-nitrobenzene (1 g, 5.8 mmol) in 10 mL of DMSO were added 1-(methylsulfonyl) piperazine (1.15 g, 7.02 mmol), and potassium carbonate (2.42 g, 17.5 mmol). The mixture was heated at 80° C. for 16 h at which time it was poured into 100 mL of water. The resulting precipitate was filtered, washed with water and let air dry for a several hours. The solids were dried under high vacuum overnight to afford 1-[3-(methyloxy)-4-nitrophenyl]-4-(methylsulfonyl)piperazine (1.09 g, 3.46 mmol, 60%) as a yellow solid. ESIMS (M+H)+=316.

Workup

filtrationThe resulting precipitate was filtered
washwashed with water
customdry for a several hours
customThe solids were dried under high vacuum overnight

Sources & evidence

ORD record: ord-9deb2dae30d14e2e8128c9425afde350
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07981903B2

Reaction notes

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