Triethylamine → 5-(Dimethylaminomethylenamino)-3-(4-quinolylmethylen)-2-oxindole

HRID 1075679

반응식

HRID 1075679 반응식
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=[CH:12][C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]=[CH:15][CH:14]=1.[CH2:23]([N:25]([CH2:28]C)[CH2:26]C)C>C1COCC1.ClCCl>[CH3:23][N:25]([CH:28]=[N:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=[CH:12][C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]=[CH:15][CH:14]=1)[CH3:26]

참가 물질

5

반응물 2

HCID 8471TriethylamineHCID 545367025-Amino-3-(quinol-4-ylmethylene)-2-oxindole

생성물 1

HCID 540938175-(Dimethylaminomethylenamino)-3-(4-quinolylmethylen)-2-oxindole수율 60%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 5-amino-3-(4-quinolylmethylen)-2-oxindole (287 mg, 1 mmol) and triethylamine (121 mg, 1.2 mmol) in THF (20 ml) was added portionwise at, 0° C. chlorodimethyl-formimminium chloride (154 mg, 1.2 mmol) and the stirring was continued at room temperature for 1 h. Then the reaction mixture was diluted with dichloromethane, the organic layer washed with brine, dried over sodium sulfate and concentrated under vacuum. The residue was chromatographed on silica gel (eluant ethyl acetate/methanol 1:1) to give pure title compound in 60% yield (205 mg).

후처리

  1. washthe organic layer washed with brine
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated under vacuum
  4. customThe residue was chromatographed on silica gel (eluant ethyl acetate/methanol 1:1)

출처 및 근거

ORD 기록
ord-b987982202434f22b89e60cb640d9d6a
출처 데이터셋
uspto-grants-1999_05
특허 번호
US05905149

연결된 노트

불러오는 중…