p-Toluenesulfonic acid → HCID 68446610, Verbindung

HRID 1159478

Reaktionsgleichung

Reaktionsgleichung von HRID 1159478
[NH:1]([C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=[O:6])N.[F:12][C:13]([F:35])([F:34])[C:14]1[CH:33]=[CH:32][C:17]2[C:18](=NNC3C=CC=CC=3C(O)=O)[CH2:19][O:20][C:16]=2[CH:15]=1.CC1C=CC(S(O)(=O)=O)=CC=1>C(O)C.O>[F:35][C:13]([F:12])([F:34])[C:14]1[CH:33]=[CH:32][C:17]2[C:18]3[NH:1][C:3]4[C:11]([C:19]=3[O:20][C:16]=2[CH:15]=1)=[CH:10][CH:9]=[CH:8][C:4]=4[C:5]([OH:7])=[O:6]

Komponenten

6

Edukt 3

HCID 6101p-Toluenesulfonic acidHCID 792232-Hydrazinobenzoic acidHCID 1317283722-[N'-(6-trifluoromethyl-benzofuran-3-yl-idene)-hydrazino]-benzoic acid

Produkt 1

HCID 68446610HCID 68446610, VerbindungAusbeute 64,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittel2×HCID 962WaterLösungsmittel

Versuchsvorschrift

150 mg 6a was dissolved in ethanol (5.2 ml) and 2-hydrazino benzoic acid was dissolved in water (10.3 ml). These two homogenous mixtures were mixed together and stirred at room temperature for 4 hrs. Precipitation is filtered and first washed with water and then ethanol. The filtrate was put in vacuum oven for 4 hrs for complete evaporation. The mixture of 2-[N′-(6-trifluoromethyl-benzofuran-3-yl-idene)-hydrazino]-benzoic acid (120 mg), p-TsOH (1˜2 Eqv) and ethanol (5 ml) were refluxed for 30 hrs. Cooled to room temperature and evaporated in vacuo. Resulting mixture was purified by chromatography to afford compound 8 (CHCl3:MeOH=30:1).

Aufarbeitung

  1. additionThese two homogenous mixtures were mixed together
  2. customPrecipitation
  3. filtrationis filtered
  4. washfirst washed with water
  5. customThe filtrate was put in vacuum oven for 4 hrs for complete evaporation
  6. temperaturewere refluxed for 30 hrs
  7. temperatureCooled to room temperature
  8. customevaporated in vacuo
  9. customResulting mixture
  10. customwas purified by chromatography

Quellen und Nachweise

ORD-Eintrag
ord-c31527f520d649d58963ffdb40578fc3
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07812177B2

Verknüpfte Notizen

Wird geladen…