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

HRID 2045106
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인쇄 미리보기

반응식

HRID 2045106 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

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

생성물 1

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

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매
HCID 6344
Dichloromethane
용매
HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-172308ffdfcc4638be59c1554749cb11
출처 데이터셋
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08586754B2

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