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

HRID 1957801Notes

Reaction equation

HRID 1957801 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-1ef0e0c263484903ba5c6f3d479e3ffb
Source dataset
uspto-grants-1998_07
Patent number
US05786523

Reaction notes

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