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Diisopropylethylamine → 3-chloro-N,N-bis(2,4-dimethoxybenzyl)-4-fluorobenzenesulfonamide

HRID 1520697
ノート
印刷プレビュー

反応式

HRID 1520697 の反応式
[CH3:1][O:2][C:3]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:4]=1[CH2:5][NH:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][C:9]=1[O:16][CH3:17].[Cl:24][C:25]1[CH:26]=[C:27]([S:32](Cl)(=[O:34])=[O:33])[CH:28]=[CH:29][C:30]=1[F:31].C(N(CC)C(C)C)(C)C>ClCCl.CN(C)C1C=CN=CC=1.C(OCC)(=O)C>[Cl:24][C:25]1[CH:26]=[C:27]([S:32]([N:6]([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][C:9]=2[O:16][CH3:17])[CH2:5][C:4]2[CH:18]=[CH:19][C:20]([O:22][CH3:23])=[CH:21][C:3]=2[O:2][CH3:1])(=[O:33])=[O:34])[CH:28]=[CH:29][C:30]=1[F:31]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 81531DiisopropylethylamineHCID 88696Bis(2,4-dimethoxybenzyl)amineHCID 1452223-Chloro-4-fluorobenzenesulphonyl chloride

生成物 1

HCID 672276373-chloro-N,N-bis(2,4-dimethoxybenzyl)-4-fluorobenzenesulfonamide

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒
HCID 6344
Dichloromethane
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of bis(2,4-dimethoxybenzyl)amine (12 g) and 3-chloro-4-fluorobenzene-1-sulfonyl chloride (8.66 g) in dichloromethane (120 mL) was added N,N-diisopropylethylamine (13.5 mL) and catalytic amount of 4-dimethylaminopyridine. The mixture was stirred at room temperature overnight. The mixture was diluted with ethyl acetate (600 mL) and washed with 5% aqueous HCl, water and brine. After drying over Na2SO4, the mixture was filtered and the filtrate was concentrated under vacuum to give crude product which was loaded on a 400 g silica gel column and eluted with 30% ethyl acetate in hexane to give the title compound.

後処理

  1. washwashed with 5% aqueous HCl, water and brine
  2. dry with materialAfter drying over Na2SO4
  3. filtrationthe mixture was filtered
  4. concentrationthe filtrate was concentrated under vacuum
  5. customto give crude product which
  6. washeluted with 30% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-f8c1bf7ab9d946b482ba0e20cb62a85b
出典データセット
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09073855B2

反応ノート

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