Hydrochloric Acid → alpha-(2-Hydroxy-5-sulfophenylazo)acetoacetanilide

HRID 903525

Reaktionsgleichung

Reaktionsgleichung von HRID 903525
[CH:1]1[C:6]([S:7]([OH:10])(=[O:9])=[O:8])=[CH:5][C:4]([NH2:11])=[C:3]([OH:12])[CH:2]=1.[N:13]([O-])=O.[Na+].Cl.[C:18]([NH:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)(=[O:23])[CH2:19][C:20]([CH3:22])=[O:21].C(=O)([O-])[O-].[K+].[K+]>[OH-].[Na+].N1C=CC=CC=1>[OH:12][C:3]1[CH:2]=[CH:1][C:6]([S:7]([OH:10])(=[O:8])=[O:9])=[CH:5][C:4]=1[N:11]=[N:13][CH:19]([C:20]([CH3:22])=[O:21])[C:18]([NH:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:23]

Komponenten

8

Edukt 5

HCID 313Hydrochloric Acid2×HCID 73853-Amino-4-hydroxybenzenesulfonic acidHCID 7592AcetoacetanilideHCID 11430Potassium CarbonateHCID 23668193Sodium Nitrite

Produkt 1

HCID 135839437alpha-(2-Hydroxy-5-sulfophenylazo)acetoacetanilide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

2-Aminophenol-4-sulfonic acid (18 g) was dissolved in aqueous sodium hydroxide (5 g in 200 ml of water). After the addition of sodium nitrite (7 g), the solution was cooled to 10° C. and added to a mixture of concentrated hydrochloric acid (25 ml) and cracked ice (300 g). The diazonium solution was stirred at 0° C. for 15 minutes and then added slowly to a slurry of acetoacetanilide (17 g), potassium carbonate (30 g), pyridine (200 ml) and ice. When the addition was complete, the reaction mixture was stirred at 10° to 20° C. for 1 hour and then acidified with hydrochloric acid. The product was filtered off and dried.

Aufarbeitung

  1. additionWhen the addition
  2. filtrationThe product was filtered off
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-20336499f3df4cc082ca4e68dc423af2
Quelldatensatz
uspto-grants-1980_10
Patentnummer
US04228073

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