Dichloromethane → 2-(4-Chlorophenyl)imino-5-methyl-5-phenyl-3-phenylaminothiazolidin-4-one

HRID 51221

반응식

HRID 51221 반응식
[CH3:1][C:2]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[S:6][C:5](=S)[N:4]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:3]1=[O:15].C(Cl)Cl.F[B-](F)(F)F.C([O+](CC)CC)C.[Cl:37][C:38]1[CH:44]=[CH:43][C:41]([NH2:42])=[CH:40][CH:39]=1>C(Cl)(Cl)Cl.O>[Cl:37][C:38]1[CH:44]=[CH:43][C:41]([N:42]=[C:5]2[N:4]([NH:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[C:3](=[O:15])[C:2]([CH3:1])([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[S:6]2)=[CH:40][CH:39]=1

참가 물질

7

반응물 4

HCID 6344DichloromethaneHCID 78124-ChloroanilineHCID 2723982Triethyloxonium tetrafluoroborateHCID 120563925-Methyl-5-phenyl-3-phenylamino-2-thioxothiazolidin-4-one

생성물 1

HCID 120563992-(4-Chlorophenyl)imino-5-methyl-5-phenyl-3-phenylaminothiazolidin-4-one수율 57.8%

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매

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.

후처리

  1. stirringThe mixture was stirred at room temperature for 1 hr
  2. extractionThe separated oil was extracted with chloroform
  3. dry with materialThe chloroform layer was dried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by column chromatography (chloroform-n-hexane, 1/1)

출처 및 근거

ORD 기록
ord-cd27c9acc26c47ba8554b42114b3e20a
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713629B2

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