Sodium Acetate → HCID 118094069, compound

HRID 515537Notes

Reaction equation

HRID 515537 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:8]([S:12]([NH:15][CH:16]3[CH2:20][CH2:19][CH2:18][CH2:17]3)(=[O:14])=[O:13])=[CH:7][C:6]([C:21]3[C:22]([CH3:27])=[N:23][O:24][C:25]=3[CH3:26])=[CH:5][C:4]=2[N:3]=1.C([O-])(=[O:30])C.[Na+]>C(O)(=O)C>[CH:16]1([NH:15][S:12]([C:8]2[C:9]3[CH:10]=[CH:11][C:2](=[O:30])[NH:3][C:4]=3[CH:5]=[C:6]([C:21]3[C:22]([CH3:27])=[N:23][O:24][C:25]=3[CH3:26])[CH:7]=2)(=[O:14])=[O:13])[CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 118094028HCID 118094028, compound

Product 1

HCID 118094069HCID 118094069, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 2-chloro-N-cyclopentyl-7-(3,5-dimethylisoxazol-4-yl)quinoline-5-sulfonamide (350 mg, 0.86 mmol) and sodium acetate (700 mg, 10 equiv) in acetic acid (10 mL) was refluxed overnight. The mixture was partitioned between sodium bicarbonate solution and ethyl acetate. The organic phase was washed with aqueous sodium bicarbonate solution and dried over sodium sulfate to give N-cyclopentyl-7-(3,5-dimethylisoxazol-4-yl)-2-oxo-1,2-dihydroquinoline-5-sulfonamide as a white powder.

Workup

  1. temperaturewas refluxed overnight
  2. customThe mixture was partitioned between sodium bicarbonate solution and ethyl acetate
  3. washThe organic phase was washed with aqueous sodium bicarbonate solution
  4. dry with materialdried over sodium sulfate

Sources & evidence

ORD record
ord-c0aeb4394e854c419ffaf8521f497776
Source dataset
uspto-grants-2015_08
Patent number
US09108953B2

Reaction notes

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