반응 #79499

반응 방정식

5-Methyl-5-phenyl-3-phenylamino-2-thioxothiazolidin-4-one

methylene chloride

triethyloxonium tetrafluoroborate

p-chloroaniline

→

2-(4-chlorophenyl)imino-5-methyl-5-phenyl-3-phenylaminothiazolidin-4-one

수율 57.8%

용매

water

chloroform

반응 조건

후처리

1. 1
   workup.STIRRINGThe mixture was stirred at room temperature for 1 hr
2. 2
   추출The separated oil was extracted with chloroform
3. 3
   건조The chloroform layer was dried over anhydrous magnesium sulfate
4. 4
   기타the solvent was evaporated under reduced pressure
5. 5
   기타The residue was purified by column chromatography (chloroform-n-hexane, 1/1)

실험 절차

5-Methyl-5-phenyl-3-phenylamino-2-thioxothiazolidin-4-one (0.28 g) was mixed with a 1M methylene chloride solution of triethyloxonium tetrafluoroborate (1 ml) at room temperature. The reaction mixture was stirred for 24 hrs at room temperature then p-chloroaniline (0.25 g) in chloroform (10 ml) was added to the mixture at 0° C. The mixture was stirred at room temperature for 1 hr and then water was added. The separated oil was extracted with chloroform. The chloroform layer was dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (chloroform-n-hexane, 1/1) to yield 2-(4-chlorophenyl)imino-5-methyl-5-phenyl-3-phenylaminothiazolidin-4-one (0.21 g) having a melting point of 53-54° C.

출처