Water → 2-((2-Chloro-4-nitrophenoxy)methyl)thiazole

HRID 503713Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 503713
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH2:6][OH:7].[H-].[Na+].[Cl:10][C:11]1[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:12]=1F.O>CN(C=O)C>[Cl:10][C:11]1[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:12]=1[O:7][CH2:6][C:2]1[S:1][CH:5]=[CH:4][N:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 24758Sodium hydrideHCID 676882-Chloro-1-fluoro-4-nitrobenzeneHCID 27952131,3-Thiazol-2-ylmethanol

Produkt 1

HCID 534010062-((2-Chloro-4-nitrophenoxy)methyl)thiazoleAusbeute 99,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

2-(2-Chloro-4-nitro-phenoxymethyl)-thiazole is prepared by adding thiazol-2-yl-methanol (2.74 g, 23.76 mmol) to a slurry of sodium hydride (1.21 g of a 60% dispersion in oil, 30.2 mmol) in DMF (10 ml) at 0° C. After several minutes, 2-chloro-1-fluoro-4-nitro-benzene (3.79 g, 21.60 mmol) is added and the reaction mixture warmed to room temperature. The reaction mixture is stirred at room temperature for 3 h, and 60° C. for 16 h. After cooling to room temperature, the reaction mixture is poured into 200 ml water. The resulting precipitate is collected by filtration, washed with water, and dried in vacuo to give 2-(2-chloro-4-nitro-phenoxymethyl)-thiazole (5.80 g, 99%) which is used without further purification.

Aufarbeitung

  1. custom2-(2-Chloro-4-nitro-phenoxymethyl)-thiazole is prepared
  2. waitAfter several minutes
  3. wait60° C. for 16 h
  4. temperatureAfter cooling to room temperature
  5. filtrationThe resulting precipitate is collected by filtration
  6. washwashed with water
  7. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-67f5b023283a446ba94788242228c1aa
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07777032B2

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