반응 #58932

ord-957c5dd231234aeaac29b49f92f5704d

반응 방정식

O=[N+]([O-])c1ccc(O)cc1
4-nitrophenol
Cl.ClCc1cscn1
4-chloromethyl-1,3-thiazole hydrochloride
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CN(C)C=O
N,N-dimethylformamide
O=[N+]([O-])c1ccc(OCc2cscn2)cc1
4-[(4-nitrophenoxy)methyl]-1,3-thiazole
수율 61.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출the mixture was extracted with ethyl acetate-tetrahydrofuran
  2. 2
    세척The organic layer was washed with saturated brine
  3. 3
    건조dried over anhydrous magnesium sulfate
  4. 4
    농축concentrated

실험 절차

A mixture of 4-nitrophenol (3.92 g), 4-chloromethyl-1,3-thiazole hydrochloride (4.0 g), potassium carbonate (8.13 g) and N,N-dimethylformamide (100 mL) was stirred at room temperature for 40 hrs. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate-tetrahydrofuran. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated to give 4-[(4-nitrophenoxy)methyl]-1,3-thiazole as colorless crystals (3.38 g, yield 61%). Recrystallization thereof from ethyl acetate-hexane gave colorless prism crystals. melting point: 175-176° C.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07423159B2uspto-grants-2008_09