5-Nitrofuroyl chloride → 5-(5-Nitrofuran-2-yl)-3-phenyl-1,2,4-oxadiazole

HRID 908579

Reaktionsgleichung

Reaktionsgleichung von HRID 908579
[OH:1][NH:2][C:3](=[NH:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[N+:11]([C:14]1[O:18][C:17]([C:19](Cl)=O)=[CH:16][CH:15]=1)([O-:13])=[O:12]>N1C=CC=CC=1>[N+:11]([C:14]1[O:18][C:17]([C:19]2[O:1][N:2]=[C:3]([C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=3)[N:10]=2)=[CH:16][CH:15]=1)([O-:13])=[O:12]

Komponenten

4

Edukt 2

HCID 907115-Nitrofuroyl chlorideHCID 178513281HCID 178513281, Verbindung

Produkt 1

HCID 119998685-(5-Nitrofuran-2-yl)-3-phenyl-1,2,4-oxadiazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

N-Hydroxy-benzamidine (0.3 g; 2.1 mmol) was dissolved in 10 ml of dry pyridine and added 0.5 g of 5-nitro-furan-2-carbonyl chloride (2.8 mmol). The reaction mixture was heated at reflux for 3 hours, cooled to room temperature and poured into 50 ml of ice/water, the product precipitated out of solution and was isolated by filtration. Yield 0.3 g (41%) of yellow solid. Mp. 164-166° C.

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 3 hours
  3. customthe product precipitated out of solution
  4. customwas isolated by filtration

Quellen und Nachweise

ORD-Eintrag
ord-490de96cf5bd4d50a662938ed141ce1e
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08017631B2

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