Potassium Hydroxide → N-[6-chloro-2-(3-chlorobenzoyl)-1H-indol-3-yl]methanesulfonamide

HRID 651028노트

반응식

HRID 651028 반응식
[CH3:1][S:2]([N:5](S(C)(=O)=O)[C:6]1[C:14]2[C:9](=[CH:10][C:11]([Cl:15])=[CH:12][CH:13]=2)[N:8](C(OCC)=O)[C:7]=1[C:21](=[O:29])[C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=1)(=[O:4])=[O:3].[OH-].[K+]>C(O)C.O>[Cl:15][C:11]1[CH:10]=[C:9]2[C:14]([C:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])=[C:7]([C:21](=[O:29])[C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=3)[NH:8]2)=[CH:13][CH:12]=1

참가 물질

5

반응물 2

HCID 14797Potassium HydroxideHCID 21710894Ethyl 3-[bis(methylsulfonyl)amino]-6-chloro-2-(3-chlorobenzoyl)-1H-indole-1-carboxylate

생성물 1

HCID 9821369N-[6-chloro-2-(3-chlorobenzoyl)-1H-indol-3-yl]methanesulfonamide수율 48%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a solution of the ethyl 3-[bis(methylsulfonyl)amino]-6-chloro-2-(3-chlorobenzoyl)-1H-indole-1-carboxylate (step 1, 532 mg, 0.998 mmol) in ethanol (15 ml) was added a solution of potassium hydroxide (395 mg, 5.99 mmol) in water (8 ml) at room temperature. After stirring for 1 h at ambient temperature, the mixture was concentrated to ca. 10 ml, and partioned between with ethyl acetate (150 ml) and water (100 ml). The organic layer was separated and washed with water (100 ml), and dried (Na2SO4). Removal of the solvent by evaporation gave an crystalline residue, which was crystallized from ethanol/hexane to afford 182 mg (48%) of the title compound.

후처리

  1. concentrationthe mixture was concentrated to ca. 10 ml
  2. customThe organic layer was separated
  3. washwashed with water (100 ml)
  4. dry with materialdried (Na2SO4)
  5. customRemoval of the solvent
  6. customby evaporation
  7. customgave an crystalline residue, which
  8. customwas crystallized from ethanol/hexane

출처 및 근거

ORD 기록
ord-db66296fe4684e5f99d2e12765540367
출처 데이터셋
uspto-grants-2001_08
특허 번호
US06277878B1

반응 노트

불러오는 중…