Hydrochloric Acid → N-(3',4'-dimethoxycinnamoyl)anthranilic acid

HRID 1153881Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1153881
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:20]=[CH:21][C:22]=1[O:23][CH3:24])[CH:6]=[CH:7][C:8]([NH:10][C:11]1[C:12](=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:13]([O-:15])=[O:14])=[O:9].[NH2+]1CCCCC1.Cl>O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:20]=[CH:21][C:22]=1[O:23][CH3:24])[CH:6]=[CH:7][C:8]([NH:10][C:11]1[C:12](=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:13]([OH:15])=[O:14])=[O:9]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 70467484HCID 70467484, Verbindung

Produkt 1

HCID 5527N-(3',4'-dimethoxycinnamoyl)anthranilic acidAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A 20 g quantity of piperidinium N-(3,4-dimethoxycinnamoyl)anthranilate is dissolved in 60 ml of water with heating, and the resultant aqueous solution is added dropwise to 45 ml of diluted hydrochloric acid (5 ml of conc. hydrochloric acid and 40 ml of water) with stirring. The precipitated crystals which form are collected by filtration, washed with water and then dried at 90°-100° C. under reduced pressure for 3 hours to yield 15.5 g of N-(3,4-dimethoxycinnamoyl)anthranilic acid (98.0% yield), m.p. 208°-208.5° C. The compound structure is confirmed by elemental analysis, and by IR and NMR spectroscopy.

Aufarbeitung

  1. temperaturewith heating
  2. filtrationThe precipitated crystals which form are collected by filtration
  3. washwashed with water
  4. customdried at 90°-100° C. under reduced pressure for 3 hours

Quellen und Nachweise

ORD-Eintrag
ord-0bf6d580b64443118eab13e6ca77d932
Quelldatensatz
uspto-grants-1984_12
Patentnummer
US04486597

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