Water → HCID 59314355, compound

HRID 1047692Notes

Reaction equation

HRID 1047692 reaction equation
C([O:3][C:4]([C:6]1([NH:15][S:16]([C:19]2[CH:20]=[CH:21][CH:22]=[C:23]3[C:28]=2[N:27]=[CH:26][CH:25]=[CH:24]3)(=[O:18])=[O:17])[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7]1)=[O:5])C.[OH-].[K+].O>CCO>[N:27]1[C:28]2[C:23](=[CH:22][CH:21]=[CH:20][C:19]=2[S:16]([NH:15][C:6]2([C:4]([OH:5])=[O:3])[CH2:14][C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH2:7]2)(=[O:18])=[O:17])[CH:24]=[CH:25][CH:26]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 59314278HCID 59314278, compound

Product 1

HCID 59314355HCID 59314355, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The mixture of 2-(quinoline-8-sulfonylamino)-indan-2-carboxylic acid ethyl ester (35) (210 mg, 0.53 mmol) and KOH (600 mg, 10.7 mmol) is dissolved in EtOH (8 mL) and water (1 mL) under a water bath. The water bath is removed when KOH is completely dissolved and the resulting reaction solution is stirred at RT for 8 h. After concentration in vacuo, the residue is dissolved in water (20 mL) and acidified with conc. HCl until no more white precipitate came out of the water. The precipitate is filtered to give a pure product (36) as white solid (195 mg, 100%).

Workup

  1. customThe water bath is removed when KOH
  2. dissolutionis completely dissolved
  3. customthe resulting reaction solution
  4. concentrationAfter concentration in vacuo
  5. dissolutionthe residue is dissolved in water (20 mL)
  6. filtrationThe precipitate is filtered

Sources & evidence

ORD record
ord-7aaa1d2d7e6e4e4bad2159c2e3a3cb92
Source dataset
uspto-grants-2013_10
Patent number
US08569535B2

Reaction notes

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