Hydrochloric Acid → 4-chloro-N,2-dihydroxybenzamide

HRID 259669

Reaktionsgleichung

Reaktionsgleichung von HRID 259669
Cl.[NH2:2][OH:3].C[O-].[Na+].[Cl:7][C:8]1[CH:9]=[C:10]([OH:18])[C:11](=[CH:16][CH:17]=1)[C:12](OC)=[O:13].Cl>CO>[Cl:7][C:8]1[CH:9]=[C:10]([OH:18])[C:11](=[CH:16][CH:17]=1)[C:12]([NH:2][OH:3])=[O:13]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 327085Methyl 4-chloro-2-hydroxybenzoateHCID 443297Hydroxyamine hydrochlorideHCID 10942334Sodium Methoxide

Produkt 1

HCID 27818484-chloro-N,2-dihydroxybenzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

Hydroxylamine hydrochloride (20.65 g, 0.297 mol) is added to a mixture of sodium methoxide (53 g, 0.99 mol) in methanol while maintaining the temperature below 10° C. A mixture of methyl 4-chlorosalicylate (46.2 g, 0.248 mol) in methanol is then added to the reaction mixture and the resultant mixture is stirred at room temperature for 10 days, acidified with concentrated hydrochloric acid (pH3) and filtered to give the title product as an off-white solid which is identified by NMR spectral analyses.

Aufarbeitung

  1. temperaturewhile maintaining the temperature below 10° C
  2. additionis then added to the reaction mixture
  3. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-89b5131461cb4552905ee45876d6a515
Quelldatensatz
uspto-grants-1996_06
Patentnummer
US05523278

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