2-Bromo-2'-nitroacetophenone → 4-(2-Nitrophenyl)thiazole-2-amine

HRID 1393740

Reaktionsgleichung

Reaktionsgleichung von HRID 1393740
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N+:11]([O-:13])=[O:12])=O.[NH2:14][C:15]([NH2:17])=[S:16]>CCO>[N+:11]([C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[C:3]1[N:14]=[C:15]([NH2:17])[S:16][CH:2]=1)([O-:13])=[O:12]

Komponenten

4

Edukt 2

HCID 2440252-Bromo-2'-nitroacetophenoneHCID 2723790Thiourea

Produkt 1

HCID 5957794-(2-Nitrophenyl)thiazole-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

4-(2-Nitro-phenyl)-thiazol-2-ylamine was prepared as follows: 2-Bromo-2′-nitroacetophenone (1.75 g, 7.2 mmol) was mixed with 50 mL of absolute EtOH along with thiourea (1.09 g, 14.4 mmol) and stirred under reflux for 2 hours. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The resulting residue was basified with 20 mL of 1 N aqueous NaOH and extracted with CH2Cl2. The combined organic layers were dried (Na2SO4) and concentrated to afford essentially quantitative yield of 4-(2-nitro-phenyl)-thiazol-2-ylamine.

Aufarbeitung

  1. custom4-(2-Nitro-phenyl)-thiazol-2-ylamine was prepared
  2. temperatureunder reflux for 2 hours
  3. concentrationconcentrated under reduced pressure
  4. extractionextracted with CH2Cl2
  5. dry with materialThe combined organic layers were dried (Na2SO4)
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-261eebeda3c94b1d839ebb8bbe1945e0
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07345178B2

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