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Methyl 2-formylbenzoate → 2-(5-Isopropylsulfamoyl-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)benzoic acid methyl ester

HRID 878795
ノート
印刷プレビュー

反応式

HRID 878795 の反応式
[CH:1]([NH:4][S:5]([C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12](=[O:17])[CH2:11]2)(=[O:7])=[O:6])([CH3:3])[CH3:2].[CH:18]([C:20]1[CH:29]=[CH:28][CH:27]=[CH:26][C:21]=1[C:22]([O:24][CH3:25])=[O:23])=O.CCCCCC.C(OCC)(=O)C>C(O)C.N1CCCCC1>[CH3:25][O:24][C:22](=[O:23])[C:21]1[CH:26]=[CH:27][CH:28]=[CH:29][C:20]=1[CH:18]=[C:11]1[C:10]2[C:14](=[CH:15][CH:16]=[C:8]([S:5](=[O:7])(=[O:6])[NH:4][CH:1]([CH3:3])[CH3:2])[CH:9]=2)[NH:13][C:12]1=[O:17]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 243003Methyl 2-formylbenzoateHCID 21226206Ethyl acetate hexaneHCID 219156105-Isopropylaminosulfonyl-2-oxindole

生成物 1

HCID 692359642-(5-Isopropylsulfamoyl-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)benzoic acid methyl ester

試薬・触媒・溶媒 2

HCID 8082Piperidine触媒
HCID 702
Ethanol
溶媒

実験手順

A solution of rpm281 (0.149 g, 0.586 mmol) and methyl 2-formylbenzoate (0.105 g, 0.645 mmol, 1.1 eq) in ethanol (10 ml) was stirred in presence of piperidine (1 drop) at 80° C., under Ar for 1 h. After cooling to room temperature, the solvent was removed under reduced pressure. The residue was dissolved in ethyl acetate (15 ml) and washed with HCl 1M (10 ml). The organic extracts were collected, dried over Na2SO4 and the solvent removed under reduced pressure to afford a orange solid. The pure compound rpm347 was obtained after trituration with hexane/ethyl acetate mixture (6:4) (10 ml) as a off-white solid (0.135 g, 0.337 mmol, 60%), mp 271-273° C. MS (API-ES): m/z 401 (M+H)+; HRMS (API-ES) m/z Found: 401.1173 (M+H)+.

後処理

  1. customthe solvent was removed under reduced pressure
  2. dissolutionThe residue was dissolved in ethyl acetate (15 ml)
  3. washwashed with HCl 1M (10 ml)
  4. customThe organic extracts were collected
  5. dry with materialdried over Na2SO4
  6. customthe solvent removed under reduced pressure
  7. customto afford a orange solid

出典と根拠

ORDレコード
ord-f42f52da530e4a36945aee2f09a4a077
出典データセット
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08987474B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート