Water → Methyl 4-(2-phenylsulfonylamino-5-chlorophenylaminocarbonyl)benzoate

HRID 1279601

반응식

HRID 1279601 반응식
[C:1]1([S:7]([NH:10][C:11]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:12]=2[NH2:13])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1C=CC=CC=1.[CH3:25][O:26][C:27]([C:29]1[CH:37]=[CH:36][C:32]([C:33](Cl)=[O:34])=[CH:31][CH:30]=1)=[O:28].O>C(Cl)Cl>[C:1]1([S:7]([NH:10][C:11]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:12]=2[NH:13][C:33]([C:32]2[CH:36]=[CH:37][C:29]([C:27]([O:26][CH3:25])=[O:28])=[CH:30][CH:31]=2)=[O:34])(=[O:8])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 1049PyridineHCID 81850Methyl 4-(chlorocarbonyl)benzoateHCID 130413992-Phenylsulfonylamino-5-chloroaniline

생성물 1

HCID 12017672Methyl 4-(2-phenylsulfonylamino-5-chlorophenylaminocarbonyl)benzoate수율 79.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-phenylsulfonylamino-5-chloroaniline (90 mg; prepared in Reference Example 12.) and pyridine (0.05 ml) in methylene chloride (5 ml), 4-methoxycarbonylbenzoic acid chloride (70 mg) was added at room temperature in a stream of argon. The mixture was stirred for 6 hours. After the termination of reaction, water was added to the reaction mixture. The mixture was extracted with ethyl acetate. The organic layer was washed, dried over and concentrated under the reduced pressure. The residue was purified by the recrystallization from AcOEt-hexane mixture solvent to give the title compound (112 mg) having the following physical data.

후처리

  1. additionwas added to the reaction mixture
  2. extractionThe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed
  4. customdried over and
  5. concentrationconcentrated under the reduced pressure
  6. customThe residue was purified by the recrystallization from AcOEt-hexane mixture solvent

출처 및 근거

ORD 기록
ord-7398f455c8ba41b3a925142d30e061a4
출처 데이터셋
uspto-grants-2002_09
특허 번호
US06448290B1

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