1-Propanol → HCID 21520622, Verbindung

Reaktionsgleichung

[Br:1][C:2]1[CH:3]=[C:4]([CH:15]=[C:16]([C:19]([OH:21])=[O:20])[C:17]=1[OH:18])[NH:5][C:6](=[O:14])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[OH:13].S(=O)(=O)(O)O.[OH-].[Na+].[CH2:29](O)[CH2:30][CH3:31]>>[Br:1][C:2]1[CH:3]=[C:4]([CH:15]=[C:16]([C:19]([O:21][CH2:29][CH2:30][CH3:31])=[O:20])[C:17]=1[OH:18])[NH:5][C:6](=[O:14])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[OH:13]

Komponenten

Edukt 4

HCID 10311-Propanol

HCID 1118Sulfuric Acid

HCID 14798Sodium Hydroxide

HCID 21520617HCID 21520617, Verbindung

Produkt 1

HCID 21520622HCID 21520622, VerbindungAusbeute 54,5 %

Versuchsvorschrift

3'-Bromo-5'-carboxy-2,4'-dihydroxybenzanilide (1.0 g.) described in Example 4 was dissolved in n-propanol (50 ml.), and after adding conc. sulfuric acid (1 ml.) the solution was refluxed for 8 hours. After neutralizing with sodium hydroxide solution, the reaction solution was evaporated to dryness and the residue was washed with 5% sodium bicarbonate solution and recrystallized from aqueous acetone to give 3'-bromo-2,4'-dihydroxy-5'-n-propyloxycarbonylbenzanilide (0.61 g.). Yield: 54.5% Melting point 198°-200° C.