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Saccharin → 2-(1,3-Benzodioxol-5-ylmethyl)-1,1-dioxo-1,2-benzothiazol-3-one

HRID 1449537
ノート
印刷プレビュー

反応式

HRID 1449537 の反応式
[S:1]1([C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:5](=[O:6])[NH:4]1)(=[O:3])=[O:2].[CH2:13]1[O:23][C:22]2[CH:21]=[CH:20][C:17]([CH2:18]Cl)=[CH:16][C:15]=2[O:14]1>CN(C=O)C.C(Cl)Cl.C(OCC)(=O)C>[O:23]1[C:22]2[CH:21]=[CH:20][C:17]([CH2:18][N:4]3[C:5](=[O:6])[C:7]4[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=4[S:1]3(=[O:2])=[O:3])=[CH:16][C:15]=2[O:14][CH2:13]1
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 2

HCID 5143SaccharinHCID 887131,3-Benzodioxole, 5-(chloromethyl)-

生成物 1

HCID 64639312-(1,3-Benzodioxol-5-ylmethyl)-1,1-dioxo-1,2-benzothiazol-3-one

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒2 回HCID 8857Ethyl Acetate
溶媒

実験手順

To saccharin (5.0 g, 0.0273 mol) in DMF (10 mL) was added Nail (1.15 g, 60% in oil, 0.0288 mol) with ice bath cooling. After stirring for 10 minutes. a solution of 3,4-methylenedioxybenzyl chloride in methylene chloride, 50% by weight, (10 g, 0.0293 mol) was added and the mixture stirred for 16 hours. The mixture was diluted with ethyl acetate (200 mL) containing 10% methylene chloride and washed with IN HCl (2×100 mL). The organic phase was washed with brine and dried over MgSO4. The mixture was concentrated until crystals were apparent. After standing for 16 hours the product was collected by filtration (4.2 g, 49%);

後処理

  1. temperaturecooling
  2. stirringthe mixture stirred for 16 hours
  3. washwashed with IN HCl (2×100 mL)
  4. washThe organic phase was washed with brine
  5. dry with materialdried over MgSO4
  6. concentrationThe mixture was concentrated until crystals
  7. waitAfter standing for 16 hours
  8. filtrationthe product was collected by filtration (4.2 g, 49%)

出典と根拠

ORDレコード
ord-f9e46906a401421eb678aa1853c7cd2d
出典データセット
uspto-grants-1997_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05599811

反応ノート

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