Acetic Acid → HCID 57742362, Verbindung

HRID 655303Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 655303
[Br:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([CH2:12][C:13]1[N:14]([NH2:19])[C:15]([NH2:18])=[N:16][N:17]=1)=[CH:7][CH:6]=2.[CH:20]([CH:22]=O)=O.C(O)(=O)C>O>[Br:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([CH2:12][C:13]1[N:14]3[N:19]=[CH:20][CH:22]=[N:18][C:15]3=[N:16][N:17]=1)=[CH:7][CH:6]=2

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 7860GlyoxalHCID 57742338HCID 57742338, Verbindung

Produkt 1

HCID 57742362HCID 57742362, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 5-(3-bromo-quinolin-6-ylmethyl)-[1,2,4]triazole-3,4-diamine (977 mg, 3 mmol), glyoxal (40% solution in water, 5 mL), acetic acid (10 mL) and water (2 mL) was stirred at ambient temperature for 18 hours. After such time the mixture was filtered and the filtrate was concentrated onto silica gel and via flash column chromatography (SiO2 12 g, dichloromethane/CH3OH, 0-10%) to return the title compound a white solid (298 mg, 29%). Analytical data presented in Table 1.

Aufarbeitung

  1. filtrationAfter such time the mixture was filtered
  2. concentrationthe filtrate was concentrated onto silica gel and via flash column chromatography (SiO2 12 g, dichloromethane/CH3OH, 0-10%)

Quellen und Nachweise

ORD-Eintrag
ord-a46a1aac0b64403fa16bdb875cc8fcba
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071581B2

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