반응 #5413

ord-d71d3da489d640ec9419ef589183bfc0

반응 방정식

Nc1cccc(C(F)(F)F)c1
3-trifluoromethylaniline
C#CCBr
propargyl bromide
C#CCNc1cccc(C(F)(F)F)c1
N-propargyl-3-trifluoromethylaniline
수율 34.8%

반응 조건

온도
80°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    여과followed by filtration of the reaction mixture

실험 절차

A mixture of 3-trifluoromethylaniline (30 g) ad propargyl bromide (12 g) was stirred at 80° C. for 3 hours, followed by filtration of the reaction mixture. The filtrate was subjected to column chromatography to give N-propargyl-3-trifluoromethylaniline (7 g). A solution of N-propargyl-3-trifluoromethylaniline thus obtained (5.1 g) and ethoxycarbonyl isothiocyalate (3.7 g) in tetrahydrofuran (100 ml) was stirred at room temperature for 8 hours, and the solvent was removed under reduced pressure. The concentrated residue was extracted with chloroform (200 ml), washed with water and dried over anhydrous magnesium sulfate. After removal of the solvent, the residue was subjected to column chromatography to give 5.7 g of 2 -ethoxycarbonylimino-3-(3-trifluoromethylphenyl)-5-methylenethiazolidine (Compound (i)).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05244863uspto-grants-1993_09