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Ethyl Acetate → 5,6-Dimethoxy-1,2-benzisothiazoline-1,1-dioxide

HRID 259534
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 259534
[CH3:1][O:2][C:3]1[C:4]([O:15][CH3:16])=[CH:5][C:6]2[S:10](=[O:12])(=[O:11])[NH:9][C:8](=O)[C:7]=2[CH:14]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(OCC)(=O)C.[OH-].[Al+3].[OH-].[OH-]>O1CCCC1.O.Cl>[CH3:1][O:2][C:3]1[C:4]([O:15][CH3:16])=[CH:5][C:6]2[S:10](=[O:12])(=[O:11])[N:9]=[CH:8][C:7]=2[CH:14]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 8857Ethyl AcetateHCID 10176082Aluminum HydroxideHCID 21226445Aluminium lithium hydride2×HCID 470031361,2-Benzisothiazol-3(2H)-one, 5,6-dimethoxy-, 1,1-dioxide

Produkt 1

HCID 681175355,6-Dimethoxy-1,2-benzisothiazoline-1,1-dioxide

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 313
Hydrochloric Acid
Lösungsmittel
HCID 962WaterLösungsmittel
HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

7 gm (288 millimols) of the compound obtained in step (c) were refluxed for 2 hours with 3.3 gm (865 millimols) of lithium aluminum hydride in 400 ml of tetrahydrofuran. After cooling, the excess lithium aluminum hydride was decomposed by addition of ethyl acetate, the mixture was diluted with water, and subsequently 2 N hydrochloric acid was added until the aluminum hydroxide precipitate was dissolved. The reaction solution now extracted with ethyl acetate, and the organic phase was washed with water, dried and evaporated in vacuo. The residue was digested in ether, and the desired compound was suction-filtered off.

Aufarbeitung

  1. temperatureAfter cooling
  2. dissolutionwas dissolved
  3. extractionThe reaction solution now extracted with ethyl acetate
  4. washthe organic phase was washed with water
  5. customdried
  6. customevaporated in vacuo
  7. filtrationthe desired compound was suction-filtered off

Quellen und Nachweise

ORD-Eintrag
ord-09dd617fbedb4af9bd22c2ea4c78bb3e
Quelldatensatz
uspto-grants-1977_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04038407

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