Citric Acid → 2,3-Dichloro-N-[3-(2-pyridinylmethoxy)-2-pyrazinyl]benzenesulphonamide

HRID 1443962ノート

反応式

HRID 1443962 の反応式
[H-].[Na+].[N:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][OH:10].[Cl:11][C:12]1[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][C:13]=1[S:19]([NH:22][C:23]1[C:28](Cl)=[N:27][CH:26]=[CH:25][N:24]=1)(=[O:21])=[O:20].[C:30](O)(=O)[CH2:31][C:32](CC(O)=O)(C(O)=O)[OH:33]>COCCOC>[C:32]([O:10][CH2:9][CH3:4])(=[O:33])[CH3:31].[CH3:14][CH2:15][CH2:16][CH:17]([CH3:12])[CH3:30].[Cl:11][C:12]1[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][C:13]=1[S:19]([NH:22][C:23]1[C:28]([O:10][CH2:9][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][N:3]=2)=[N:27][CH:26]=[CH:25][N:24]=1)(=[O:20])=[O:21]

参加物

7

反応物 4

HCID 311Citric AcidHCID 11474PiconolHCID 24758Sodium hydrideHCID 591681672,3-Dichloro-N-(3-chloro-2-pyrazinyl)benzenesulphonamide

生成物 2

HCID 101944552,3-Dichloro-N-[3-(2-pyridinylmethoxy)-2-pyrazinyl]benzenesulphonamideHCID 21882781Isohexane ethyl acetate

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

反応条件

温度
70 °C

実験手順

Sodium hydride (0.05 g of a 60% dispersion in oil) was added to pyridine-2-methanol (0.088 g) in 1,2-dimethoxyethane (3.0 mL). After 5 minutes, 2,3-dichloro-N-(3-chloro-2-pyrazinyl)benzenesulphonamide (0.1 g) was added and the mixture heated at 70° C. After 4 h, 5% aqueous citric acid (10 mL) was added and the mixture extracted with ethyl acetate (2×50 mL). The combined extracts were washed with brine, dried (MgSO4) and the solvent evaporated. Chromatography on silica gel eluting with ethyl acetate/isohexane mixtures gave the title compound as a white solid (0.06 g).

後処理

  1. waitAfter 4 h
  2. extractionthe mixture extracted with ethyl acetate (2×50 mL)
  3. washThe combined extracts were washed with brine
  4. dry with materialdried (MgSO4)
  5. customthe solvent evaporated

出典と根拠

ORDレコード
ord-96aa17351bb04f72a91123a7b13d570c
出典データセット
uspto-grants-2010_02
特許番号
US07662825B2

反応ノート

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