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

HRID 1377025노트

반응식

HRID 1377025 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6344Dichloromethane용매

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-e68f7c044cd04c55a6b947083abe1d91
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05663414

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