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

HRID 2210471
ノート
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反応式

HRID 2210471 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 10473Dimethylamine, hydrochlorideHCID 128213-Acetylbenzenesulfonyl fluorideHCID 81531Diisopropylethylamine

生成物 1

HCID 84679503-acetyl-N,N-dimethylbenzene-1-sulfonamide収率 62%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 8028Tetrahydrofuran
溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0fd81e777864411b8b54e97814a5b79e
出典データセット
uspto-grants-1995_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05459131

反応ノート

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