Dimethyl Sulfoxide → HCID 54148611, Verbindung

HRID 1732468Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1732468
[C-:1]#[N:2].[Na+].CS(C)=O.[CH3:8][O:9][C:10]([NH:12][C:13]1[N:14]=[C:15]2[CH:20]=[CH:19][C:18]([S:21][C:22]3[CH:27]=[CH:26][C:25](OC(=O)C)=[CH:24][CH:23]=3)=[CH:17][N:16]2[CH:32]=1)=[O:11].CS(C)([O-])=O>O>[C:1]([C:25]1[CH:24]=[CH:23][C:22]([S:21][C:18]2[CH:19]=[CH:20][C:15]3[N:16]([CH:32]=[C:13]([NH:12][C:10]([O:9][CH3:8])=[O:11])[N:14]=3)[CH:17]=2)=[CH:27][CH:26]=1)#[N:2]

Komponenten

6

Edukt 4

HCID 679Dimethyl SulfoxideHCID 8929Sodium CyanideHCID 53698142HCID 53698142, VerbindungHCID 178504152HCID 178504152, Verbindung

Produkt 1

HCID 54148611HCID 54148611, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 3.7 g. of cuprous cyanide and 2.6 g. of finely powdered sodium cyanide in 20 ml. of dimethyl sulfoxide is treated dropwise with a solution of 4.12 g. (0.01 mole) of the diazonium tetrafluoroborate salt of 6-(aminophenylthio)-2-(methoxycarbonylamino) imidazo [1,2-a] pyridine obtained in Example 15 in 10 ml. of dimethyl sulfinate. An exotherm is observed and external cooling is necessary. The reaction mixture is stirred at room temperature for one hour, diluted with water and the solids collected by filtration. The solids are washed with water, dried and recrystallized from dimethylformamide-ethanol (50/50) to yield 6-(p-cyanophenylthio)-2-(methoxycarbonylamino) imidazo [1,2-a] pyridine.

Aufarbeitung

  1. temperatureexternal cooling
  2. filtrationthe solids collected by filtration
  3. washThe solids are washed with water
  4. customdried
  5. customrecrystallized from dimethylformamide-ethanol (50/50)

Quellen und Nachweise

ORD-Eintrag
ord-91fe85755f7f4ba7ab813267285f6aff
Quelldatensatz
uspto-grants-1980_12
Patentnummer
US04237300

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