Sodium Hydroxide → Amfenac

HRID 442545Notes

Reaction equation

HRID 442545 reaction equation
[C:1]([C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:17]=1[NH:16][C:15](=[O:18])[CH2:14]2)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-:19].[Na+]>>[NH2:16][C:17]1[C:9]([C:1](=[O:8])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:10][CH:11]=[CH:12][C:13]=1[CH2:14][C:15]([OH:18])=[O:19]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 1709837-Benzoyl-2-oxindole

Product 1

HCID 2136Amfenac

Procedure

A mixture of 1.0 g. (0.004 mole) of 7-benzoylindolin-2-one was added to 30 ml. of 3N sodium hydroxide and the basic solution was refluxed for 45 minutes under nitrogen. The mixture was filtered and the filtrate was neutralized with glacial acetic acid. The precipitate was filtered off, washed with water and dried. The material melted at 122° C. (dec.). The yield was 0.8 g. (72%).

Workup

  1. additionA mixture of 1.0 g
  2. filtrationThe mixture was filtered
  3. filtrationThe precipitate was filtered off
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-d13b5b9f6e454e5198c7607b2243951d
Source dataset
uspto-grants-1977_08
Patent number
US04045576

Reaction notes

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