Hydrochloric Acid → 5,5'-[5-Nitro-m-phenylenebis(carbonylimino)]disalicylic acid

HRID 867138

Reaktionsgleichung

Reaktionsgleichung von HRID 867138
[NH2:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]([OH:11])=[CH:4][CH:3]=1.[C:12](=[O:15])([O-])[O-:13].[Na+].[Na+].[N+:18]([C:21]1[CH:22]=[C:23]([C:30](Cl)=[O:31])[CH:24]=[C:25]([CH:29]=1)[C:26](Cl)=[O:27])([O-:20])=[O:19].Cl>O.C(O)C.C(#N)C>[N+:18]([C:21]1[CH:22]=[C:23]([C:30]([NH:1][C:2]2[CH:10]=[C:6]([C:12]([OH:13])=[O:15])[C:5]([OH:11])=[CH:4][CH:3]=2)=[O:31])[CH:24]=[C:25]([C:26]([NH:1][C:2]2[CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]([OH:11])=[CH:4][CH:3]=2)=[O:27])[CH:29]=1)([O-:20])=[O:19]

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 40755-Aminosalicylic AcidHCID 10340Sodium CarbonateHCID 834515-Nitroisophthaloyl chloride

Produkt 1

HCID 203175385,5'-[5-Nitro-m-phenylenebis(carbonylimino)]disalicylic acidAusbeute 56,9 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of 3.2 g of 5-aminosalicylic acid and 4.4 g of sodium carbonate in 60 ml of water (stirred vigourously at room temperature) is added dropwise a solution of 2.5 g of 5-nitroisophthaloyl chloride in a minimum amount of acetonitrile with formation of a gel. The gel is dissolved by acidification with dilute hydrochloric acid and a gray solid is formed. The material is filtered, washed once with dilute hydrochloric acid and several times with water resulting in a gray gum. The gum is crystallized by evaporation with ethanol to give a gray solid. The solid is boiled with ethanol, filtered and dried by conventional means to yield 2.76 g of the product of the example as a light brown powder.

Aufarbeitung

  1. customa gray solid is formed
  2. filtrationThe material is filtered
  3. washwashed once with dilute hydrochloric acid and several times with water resulting in a gray gum
  4. customThe gum is crystallized by evaporation with ethanol
  5. customto give a gray solid
  6. filtrationfiltered
  7. customdried by conventional means

Quellen und Nachweise

ORD-Eintrag
ord-df0fb48da1f342078f5e88eec0caba14
Quelldatensatz
uspto-grants-1978_07
Patentnummer
US04102918

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