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

HRID 1075679ノート

反応式

HRID 1075679 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-b987982202434f22b89e60cb640d9d6a
出典データセット
uspto-grants-1999_05
特許番号
US05905149

反応ノート

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