2-Furancarbonyl chloride → HCID 10426814, Verbindung

HRID 1033054Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1033054
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](Cl)=[O:7].[NH2:9][CH2:10][C:11]1[O:15][C:14]([C:16]2[N:17]=[C:18]([N:21]=[C:22]([NH2:24])[NH2:23])[S:19][CH:20]=2)=[CH:13][CH:12]=1>CN(C)C=O>[NH2:23][C:22](=[N:21][C:18]1[S:19][CH:20]=[C:16]([C:14]2[O:15][C:11]([CH2:10][NH:9][C:6]([C:2]3[O:1][CH:5]=[CH:4][CH:3]=3)=[O:7])=[CH:12][CH:13]=2)[N:17]=1)[NH2:24]

Komponenten

4

Edukt 2

HCID 682422-Furancarbonyl chlorideHCID 103992684-(5-Aminomethylfuran-2-yl)-2-(diaminomethyleneamino)thiazole

Produkt 1

HCID 10426814HCID 10426814, VerbindungAusbeute 17,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

2-Furoyl chloride (0.48 g) was added slowly to a solution of 4-(5-aminomethylfuran-2-yl)-2-(diaminomethyleneamino)thiazole (0.80 g) in N,N-dimethylformamide (20 ml) with cooling on an ice bath and the mixture was stirred for an hour with cooling on an ice bath. The solvent was removed under reduced pressure and the residue was chromatographed on a silica gel column eluting with a mixture of chloroform and methanol (30:1, (V/V). Recrystallization from methanol afforded 2-(diaminomethyleneamino)-4-[5-(2-furoyl)aminomethylfuran-2-yl]thiazole (0.20 g).

Aufarbeitung

  1. temperaturewith cooling on an ice bath
  2. temperaturewith cooling on an ice bath
  3. customThe solvent was removed under reduced pressure
  4. customthe residue was chromatographed on a silica gel column
  5. washeluting with a mixture of chloroform and methanol (30:1, (V/V)
  6. customRecrystallization from methanol

Quellen und Nachweise

ORD-Eintrag
ord-035ae5b7005f489bbfcdfeac4840cd88
Quelldatensatz
uspto-grants-1994_05
Patentnummer
US05308857

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