Water → 2-hydroxy-3-phenylaminocarbonyl-6-hydroxycarbonylnaphthalene

HRID 1457439Notes

Reaction equation

HRID 1457439 reaction equation
[C:1]1([NH:7][C:8]([C:10]2[C:11](C([O-])=O)=[CH:12][C:13]3[C:18]([CH:19]=2)=[CH:17][C:16]([C:20]([O:22]C)=[O:21])=[CH:15][CH:14]=3)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na+].[OH2:28].[OH-].[Na+]>CO>[OH:28][C:11]1[C:10]([C:8]([NH:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[O:9])=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([C:20]([OH:22])=[O:21])[CH:17]=2)[CH:12]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 23666583HCID 23666583, compound

Product 1

HCID 109797242-hydroxy-3-phenylaminocarbonyl-6-hydroxycarbonylnaphthaleneYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium 3-phenylaminocarbonyl-6-methoxycarbonyl-2-naphthoate (0.081 g) obtained in Example 29 was suspended in methanol (8.10 g) and deionized water (8.13 g) and 1N-sodium hydroxide (4.0 g) was added dropwise under ice-cooling, followed by stirring overnight. The reaction solution was freeze-dried and the resultant solid was dissolved in water. The solution was acidified with diluted hydrochloric acid and the deposited crystal was filtered. The crystal was dried under reduced pressure to obtain 0.057 g of 2-hydroxy-3-phenylaminocarbonyl-6-hydroxycarbonylnaphthalene.

Workup

  1. temperaturecooling
  2. customThe reaction solution was freeze-dried
  3. dissolutionthe resultant solid was dissolved in water
  4. filtrationthe deposited crystal was filtered
  5. customThe crystal was dried under reduced pressure

Sources & evidence

ORD record
ord-b3e1a3ed466142e396de7be6e94de269
Source dataset
uspto-grants-1998_12
Patent number
US05847233

Reaction notes

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