Sodium Hydroxide → 3-(1-Ethoxy-1-phenyl-methylidene)-5-phenylsulphonylamino-2-indolinone

HRID 1373138Notes

Reaction equation

HRID 1373138 reaction equation
[OH-].[Na+].C([N:6]1[C:14]2[C:9](=[CH:10][C:11]([N:15](C(=O)C)[S:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)(=[O:18])=[O:17])=[CH:12][CH:13]=2)[C:8](=[C:28]([O:35][CH2:36][CH3:37])[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:7]1=[O:38])(=O)C>ClCCl.C(O)C>[CH2:36]([O:35][C:28](=[C:8]1[C:9]2[C:14](=[CH:13][CH:12]=[C:11]([NH:15][S:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)(=[O:17])=[O:18])[CH:10]=2)[NH:6][C:7]1=[O:38])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[CH3:37]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 69509829HCID 69509829, compound

Product 1

HCID 695105493-(1-Ethoxy-1-phenyl-methylidene)-5-phenylsulphonylamino-2-indolinone

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

8 ml of 4 N sodium hydroxide solution are added to a solution of 4.0 g (8 mmol) of 1-acetyl-3-(1-ethoxy-1-phenyl-methylidene)-5-(N-acetyl-N-phenylsulphonyl-amino)-2-indolinone (Example 1e) in a mixture of 20 ml of dichloromethane and 20 ml of ethanol and the resulting mixture is stirred for 20 minutes at ambient temperature. It is then evaporated down to about. 10 ml and 150 ml of water are added. The pH is adjusted to 8–9 with 1 N hydrochloric acid. The precipitate formed is suction filtered, washed with water, isopropanol and ether, then dried in vacuo.

Workup

  1. customIt is then evaporated down to about
  2. addition10 ml and 150 ml of water are added
  3. customThe precipitate formed
  4. filtrationfiltered
  5. washwashed with water, isopropanol and ether
  6. customdried in vacuo

Sources & evidence

ORD record
ord-ba86cf0e17ae4f448c9a4d64932f3d8f
Source dataset
uspto-grants-2007_01
Patent number
US07160901B2

Reaction notes

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