Pyrrole-2-carboxaldehyde → (Z)-1,3-Dihydro-4-fluoro-5-nitro-3-[(1H-pyrrol-2-yl)methylene]-2H-indol-2-one

HRID 1531151노트

반응식

HRID 1531151 반응식
[F:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][C:5](=[O:14])[NH:6]2.[NH:15]1[CH:19]=[CH:18][CH:17]=[C:16]1[CH:20]=O.[OH-].C([N+](CCCC)(CCCC)CCCC)CCC>CO>[F:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[C:7]2[C:3]=1/[C:4](=[CH:20]/[C:16]1[NH:15][CH:19]=[CH:18][CH:17]=1)/[C:5](=[O:14])[NH:6]2

참가 물질

5

반응물 3

HCID 13854Pyrrole-2-carboxaldehydeHCID 2723671Tetrabutylammonium HydroxideHCID 155126004-Fluoro-5-nitroindolin-2-one2회

생성물 1

HCID 21253427(Z)-1,3-Dihydro-4-fluoro-5-nitro-3-[(1H-pyrrol-2-yl)methylene]-2H-indol-2-one

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 1,3-dihydro-4-fluoro-5-nitro-2H-indol-2-one (400 mg, 2.04 mmol) (Starting Material 10) in MeOH (4 mL), was successively added at room temperature pyrrole-2-carboxaldehyde (220 mg, 2.25 mmol) (Aldrich) and tetrabutyl ammonium hydroxide (4.5 mL, 1.0 M solution in MeOH)(Aldrich). The mixture was stirred at r.t. for 12 h, then quenched with 1N HCl. The yellow precipitate was collected by suction filtration, washed with water and dried in a vacuum oven. (Yield 510 mg, 92%).

후처리

  1. customquenched with 1N HCl
  2. filtrationThe yellow precipitate was collected by suction filtration
  3. washwashed with water
  4. customdried in a vacuum oven

출처 및 근거

ORD 기록
ord-3c4d87cdfe27459487a37b92a311bb7d
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06197804B1

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