Iodine → N-(5-Furan-3-yl-4-phenyl-thiazol-2-yl)-formamide

HRID 604479Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 604479
[O:1]1[CH:5]=[CH:4][C:3]([CH2:6][C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=O)=[CH:2]1.[NH2:15][C:16]([NH2:18])=[S:17].II.[NH4+].[OH-].CN([CH:26]=[O:27])C>O>[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[S:17][C:16]([NH:18][CH:26]=[O:27])=[N:15][C:7]=2[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:2]1

Komponenten

7

Edukt 5

HCID 807IodineHCID 6228DimethylformamideHCID 14923Ammonium HydroxideHCID 2723790ThioureaHCID 577096042-Furan-3-yl-1-phenyl-ethanone

Produkt 1

HCID 57709597N-(5-Furan-3-yl-4-phenyl-thiazol-2-yl)-formamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of 2-furan-3-yl-1-phenyl-ethanone (5.7 g, 31 mmol) and thiourea (4.7 g, 61 mmol) in DMF (57 mL) was and added iodine (7.8 g, 31 mmol). The reaction mixture was heated at 100° C. overnight, then it was diluted with water and made alkaline with saturated aqueous NH4OH, and extracted with ether. The organic phases were washed with water, dried over sodium sulfate, concentrated and purified on neutral Al2O3 using 50% ethyl acetate in hexane as eluent. Yield: 5.7 g, 69%.

Aufarbeitung

  1. extractionextracted with ether
  2. washThe organic phases were washed with water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated
  5. custompurified on neutral Al2O3 using 50% ethyl acetate in hexane as eluent

Quellen und Nachweise

ORD-Eintrag
ord-d0bd42ae18bd45618907eeee605def21
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07910613B2

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