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

HRID 51221

反応式

HRID 51221 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-cd27c9acc26c47ba8554b42114b3e20a
出典データセット
uspto-grants-2004_03
特許番号
US06713629B2

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