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Water → 1-[4-(4,9-diethoxy-1,3-dioxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl)phenyl]methanesulfonamide

HRID 583911
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HRID 583911 반응식
[CH2:1]([O:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([O:14][CH2:15][CH3:16])=[C:6]([C:17](O)=[O:18])[C:5]=1[C:20](O)=[O:21])[CH3:2].[NH2:23][C:24]1[CH:34]=[CH:33][C:27]([CH2:28][S:29]([NH2:32])(=[O:31])=[O:30])=[CH:26][CH:25]=1.O>C(O)(=O)C>[CH2:15]([O:14][C:7]1[C:6]2[C:17](=[O:18])[N:23]([C:24]3[CH:34]=[CH:33][C:27]([CH2:28][S:29]([NH2:32])(=[O:30])=[O:31])=[CH:26][CH:25]=3)[C:20](=[O:21])[C:5]=2[C:4]([O:3][CH2:1][CH3:2])=[C:13]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=12)[CH3:16]
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참가 물질

5

반응물 3

HCID 962WaterHCID 108214071-(4-Aminophenyl)methanesulfonamideHCID 223445251,4-Diethoxynaphthalene-2,3-dicarboxylic acid

생성물 1

HCID 223445311-[4-(4,9-diethoxy-1,3-dioxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl)phenyl]methanesulfonamide수율 75.6%

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
120 °C

실험 절차

To a solution of 1,4-diethoxy-2,3-naphthalenedicarboxylic acid (0.75 g, 2.5 mmol, 1.1 eqs) in glacial acetic acid (5 ml) was added 4-amino-benzylsulfonamide (0.43 g, 2.3 mmol). The reaction mixture was heated at 120° C. for 18 h. The reaction mixture was allowed to cool to ambient temperature and then poured into water (5 ml). The precipitate was filtered off, triturated with ethyl acetate/40:60 petroleum ether and then dried in vacuo to give the title compound as a beige solid (790 mg, 69%). δH [2H6]—DMSO 1.48 (6H, t); 4.40 (2H, s); 4.52 (4H, q); 7.00 (2H, s); 7.51 (2H, d, 8.5Hz); 7.56 (2H, d, 8.5 Hz); 7.89 (2H, m); 8.43 (2H, m)

후처리

  1. temperatureto cool to ambient temperature
  2. filtrationThe precipitate was filtered off
  3. customtriturated with ethyl acetate/40:60 petroleum ether
  4. customdried in vacuo

출처 및 근거

ORD 기록
ord-eef0306e3ff440d68fd2da3879df7cfb
출처 데이터셋
uspto-grants-2005_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06924297B2

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