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Dimethylamine, hydrochloride → 3-acetyl-N,N-dimethylbenzene-1-sulfonamide

HRID 2210471
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HRID 2210471 반응식
[C:1]([C:4]1[CH:5]=[C:6]([S:10](F)(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:2].Cl.[CH3:15][NH:16][CH3:17].C(N(CC)C(C)C)(C)C>O1CCCC1.Cl>[C:1]([C:4]1[CH:5]=[C:6]([S:10]([N:16]([CH3:17])[CH3:15])(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:2]
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참가 물질

6

반응물 3

HCID 10473Dimethylamine, hydrochlorideHCID 128213-Acetylbenzenesulfonyl fluorideHCID 81531Diisopropylethylamine

생성물 1

HCID 84679503-acetyl-N,N-dimethylbenzene-1-sulfonamide수율 62%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 8028Tetrahydrofuran
용매

실험 절차

To a solution of 40.44 g (0.20 mol) of 3-acetylbenzenesulfonyl fluoride in 200 ml of dry tetrahydrofuran is added 20.4 g (0.25 mol) of dimethylamine hydrochloride and 43.6 ml (0.25 mol) of N,N-diisopropylethylamine. The mixture is stirred at room temperature for 48 hours, diluted with 250 ml of 1N HCl and extracted with CH2Cl2. The extract is dried (MgSO4) and the solvent removed. The residue is chromatographed (silica gel column) with CH2Cl2 -hexane (1:1). The fractions containing product are combined, the solvent removed and the residue crystallized from CH2Cl2 -hexane to give 28 g (62%) of white crystals, m.p. 73°-76° C.

후처리

  1. extractionextracted with CH2Cl2
  2. dry with materialThe extract is dried (MgSO4)
  3. customthe solvent removed
  4. customThe residue is chromatographed (silica gel column) with CH2Cl2 -hexane (1:1)
  5. additionThe fractions containing product
  6. customthe solvent removed
  7. customthe residue crystallized from CH2Cl2 -hexane

출처 및 근거

ORD 기록
ord-0fd81e777864411b8b54e97814a5b79e
출처 데이터셋
uspto-grants-1995_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05459131

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