Water → N-(2-Indanyl)-4-{N-methyl-N-[(E)-3-(3,4-diacetoxyphenyl)-2-propenoyl]amino}benzenesulfonamide

HRID 1377025ノート

反応式

HRID 1377025 の反応式
[C:1]([O:4][C:5]1[CH:6]=[C:7]([CH:13]=[CH:14][C:15]=1[O:16][C:17](=[O:19])[CH3:18])[CH:8]=[CH:9][C:10](Cl)=[O:11])(=[O:3])[CH3:2].[CH2:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:22][CH:21]1[NH:29][S:30]([C:33]1[CH:38]=[CH:37][C:36]([NH:39][CH3:40])=[CH:35][CH:34]=1)(=[O:32])=[O:31].O>ClCCl.N1C=CC=CC=1>[CH2:22]1[C:23]2[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:20][CH:21]1[NH:29][S:30]([C:33]1[CH:34]=[CH:35][C:36]([N:39]([CH3:40])[C:10](=[O:11])/[CH:9]=[CH:8]/[C:7]2[CH:13]=[CH:14][C:15]([O:16][C:17](=[O:19])[CH3:18])=[C:5]([O:4][C:1](=[O:3])[CH3:2])[CH:6]=2)=[CH:37][CH:38]=1)(=[O:32])=[O:31]

参加物

6

反応物 3

HCID 962WaterHCID 15049674N-(2-indanyl)-4-(methylamino)benzenesulfonamideHCID 545330334-(3-Chloro-3-oxoprop-1-en-1-yl)-1,2-phenylene diacetate

生成物 1

HCID 15049696N-(2-Indanyl)-4-{N-methyl-N-[(E)-3-(3,4-diacetoxyphenyl)-2-propenoyl]amino}benzenesulfonamide収率 100%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 6344Dichloromethane溶媒

実験手順

A solution of 3,4-diacetoxycinnamoyl chloride (5.61 g, 19.9 mmol) in dichloromethane (50 ml) was dropped into a solution of the N-(2-indanyl)-4-(methylamino)benzenesulfonamide (5.00 g, 16.6 mmol) prepared in Preparative Example 14 in pyridine (50 ml) at 0° C. The obtained mixture was stirred at room temperature for 2 hours, followed by the addition of water. The obtained mixture was extracted with ethyl acetate. The organic layer was washed with 1N aqueous hydrochloric acid and a saturated aqueous solution of common salt, dried over magnesium sulfate, and concentrated to give a solid residue. This residue was recrystallized from ethyl acetate/ether/isopropyl ether to give the title compound as a white crystal (8.90 g, 100%). m.p. (°C.): 152~153 (iso-Pr2O)

後処理

  1. extractionThe obtained mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with 1N aqueous hydrochloric acid
  3. dry with materiala saturated aqueous solution of common salt, dried over magnesium sulfate
  4. concentrationconcentrated
  5. customto give a solid residue
  6. customThis residue was recrystallized from ethyl acetate/ether/isopropyl ether

出典と根拠

ORDレコード
ord-e68f7c044cd04c55a6b947083abe1d91
出典データセット
uspto-grants-1997_09
特許番号
US05663414

反応ノート

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