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2-(Methylamino)ethanol → HCID 13881286, 화합물

HRID 231574
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HRID 231574 반응식
[CH3:1][NH:2][CH2:3][CH2:4][OH:5].Cl[S:7]([C:10]1[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[C:11]=1[C:12]([O:14][CH3:15])=[O:13])(=[O:9])=[O:8]>C1COCC1>[OH:5][CH2:4][CH2:3][N:2]([CH3:1])[S:7]([C:10]1[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[C:11]=1[C:12]([O:14][CH3:15])=[O:13])(=[O:8])=[O:9]
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참가 물질

4

반응물 2

HCID 80162-(Methylamino)ethanolHCID 13670189Methyl 2-(chlorosulfonyl)-6-nitrobenzoate

생성물 1

HCID 13881286HCID 13881286, 화합물수율 82.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

N-Methylethanolamine (2.96 g, 39.4 mmol) was added to a solution of methyl 2-chlorosulfonyl-6-nitrobenzoate (5.5 g, 19.7 mmol, prepared according to Example 1 of Part a, supra) in THF (150 ml) and the mixture stirred at 20-25° for 18 hours. After removing THF under reduced pressure, the residue was partitioned between EtOAc and H2O. The organic extract was washed with saturated NaCl solution and dried (Na2SO4). Flash chromatography of the residue over silica gel and eluation with 1% MeOH-99% CHCl3 afforded pure sulfonamide. Recrystallization from EtOAc-hexane gave analytically pure product (5.2 g, 82.9%), m.p. 98-101°.

후처리

  1. customprepared
  2. customAfter removing THF under reduced pressure
  3. customthe residue was partitioned between EtOAc and H2O
  4. extractionThe organic extract
  5. washwas washed with saturated NaCl solution
  6. dry with materialdried (Na2SO4)
  7. customRecrystallization from EtOAc-hexane

출처 및 근거

ORD 기록
ord-84d3a606b7f34b10bb6ef35a6d30f394
출처 데이터셋
uspto-grants-1989_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04847294

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