Water → HCID 118105750, compound

HRID 1496965Notes

Reaction equation

HRID 1496965 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:15]([O-:17])=[O:16])=[C:6]([CH:14]=1)[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C:18]([N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1)(=[O:20])[CH3:19].O>CS(C)=O>[N+:15]([C:5]1[CH:4]=[CH:3][C:2]([N:24]2[CH2:25][CH2:26][N:21]([C:18](=[O:20])[CH3:19])[CH2:22][CH2:23]2)=[CH:14][C:6]=1[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([O-:17])=[O:16]

Participants

5

Reactant 3

HCID 962WaterHCID 837951-AcetylpiperazineHCID 1176355-Chloro-2-nitrodiphenylamine

Product 1

HCID 118105750HCID 118105750, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
90 °C

Procedure

The compound (300 mg) prepared in Step 1 and N-acetylpiperazine (300 mg) were dissolved in dimethyl sulfoxide (3 mL), and stirred at 90° C. for 3 hours. The mixture was added with water, and extracted with ethyl acetate. The thus obtained organic layer was washed with saturated brine, the water was removed with sodium sulfate, and the solvent was removed by distillation under reduced pressure. Then, the compound was added with ethyl ether to form a solid, and the solid was filtered to obtain a target compound as a yellow solid.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe thus obtained organic layer was washed with saturated brine
  3. customthe water was removed with sodium sulfate
  4. customthe solvent was removed by distillation under reduced pressure
  5. additionThen, the compound was added with ethyl ether
  6. customto form a solid
  7. filtrationthe solid was filtered

Sources & evidence

ORD record
ord-2ba88baa7c7c4137a4f224a3161fe8de
Source dataset
uspto-grants-2015_12
Patent number
US09199944B2

Reaction notes

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