Sodium borohydride → 7-Chloro-2,3-dihydrobenzo[d]isothiazole 1,1-Dioxide

HRID 279761Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 279761
[Cl:1][C:2]1[C:10]2[S:9](=[O:12])(=[O:11])[N:8]=[CH:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+]>C(O)(=O)C>[Cl:1][C:2]1[C:10]2[S:9](=[O:12])(=[O:11])[NH:8][CH2:7][C:6]=2[CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 136863097-Chloro-1,2-benzisothiazole-1,1-dioxide

Produkt 1

HCID 136863107-Chloro-2,3-dihydrobenzo[d]isothiazole 1,1-DioxideAusbeute 97,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A suspension of 17.9 g of 7-chloro-1,2-benzisothiazole-1,1-dioxide in 180 ml of absolute etnanol was cooled to 0° C. and treated with 3.33 g of sodium borohydride at such a rate that the temperature remained below 5° C. The mixture was warmed to room temperature for 30 minutes, recooled to 0° C. and treated with glacial acetic acid to destroy excess hydride. The mixture was concentrated to dryness, the resulting solid suspended in water, filtered, washed with water and dried in vacuo at 50° C. for 16 hours to give 17.6 g of the title compound as a white powder, m.p. 159°-161° C.

Aufarbeitung

  1. customremained below 5° C
  2. temperatureThe mixture was warmed to room temperature for 30 minutes
  3. customrecooled to 0° C.
  4. customto destroy excess hydride
  5. concentrationThe mixture was concentrated to dryness
  6. filtrationfiltered
  7. washwashed with water
  8. customdried in vacuo at 50° C. for 16 hours

Quellen und Nachweise

ORD-Eintrag
ord-f16e9ff3802142468fbe1ec39030cd25
Quelldatensatz
uspto-grants-1986_05
Patentnummer
US04586950

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