Water → HCID 44244110, compound

HRID 2370643Notes

Reaction equation

HRID 2370643 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[CH3:11][O:12][CH2:13][CH2:14][NH:15][CH2:16][CH2:17][O:18][CH3:19].C(=O)([O-])[O-].[K+].[K+].O>CS(C)=O>[CH3:11][O:12][CH2:13][CH2:14][N:15]([CH2:16][CH2:17][O:18][CH3:19])[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 2383Bis(2-Methoxyethyl)amineHCID 9590p-FluoronitrobenzeneHCID 11430Potassium Carbonate

Product 1

HCID 44244110HCID 44244110, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

1-fluoro-4-nitrobenzene (133 mg, 0.94 mmol), bis(2-methoxyethyl)amine (125 mg, 0.94 mmol) and potassium carbonate (143 mg, 1.04 mmol) were stirred in DMSO (2 mL) at 70° C. for 24 hours. The reaction mixture was poured into water, and the aqueous phase was extracted with ethyl acetate (2×25 mL). The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered and concentrated to provide the title compound. MS (ESI+) m/e 255.1 (M+H)+.

Workup

  1. extractionthe aqueous phase was extracted with ethyl acetate (2×25 mL)
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-c585d9e3139249f0aaed1d767af6a111
Source dataset
uspto-grants-2014_04
Patent number
US08710065B2

Reaction notes

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