Dimethylformamide → 1,3-Benzothiazole-6-sulfonyl chloride

HRID 723977

Reaktionsgleichung

Reaktionsgleichung von HRID 723977
S(Cl)([Cl:3])=O.[S:5]1[C:9]2[CH:10]=[C:11]([S:14]([OH:17])(=O)=[O:15])[CH:12]=[CH:13][C:8]=2[N:7]=[CH:6]1.CN(C)C=O>ClC(Cl)C>[Cl:3][S:14]([C:11]1[CH:12]=[CH:13][C:8]2[N:7]=[CH:6][S:5][C:9]=2[CH:10]=1)(=[O:17])=[O:15]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 143978241,3-Benzothiazole-6-sulfonic acid

Produkt 1

HCID 27951701,3-Benzothiazole-6-sulfonyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 63651,1-DichloroethaneLösungsmittel

Versuchsvorschrift

Thionyl chloride (4 mL) was added to a suspension of the benzothiazole-6-sulfonic acid (0.60 g, 2.79 mmol) in dichloroethane (15 mL) and the reaction mixture was heated at reflux and dimethylformamide (5 mL) was added to the reaction mixture to yield a clear solution. After 1.5 hr. at reflux, the solvent was removed in vacuo and excess HCl and thionyl chloride was chased by evaporation with dichloroethane.

Aufarbeitung

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux
  3. customto yield a clear solution
  4. temperatureat reflux
  5. customthe solvent was removed in vacuo and excess HCl and thionyl chloride
  6. customwas chased by evaporation with dichloroethane

Quellen und Nachweise

ORD-Eintrag
ord-2f32e40feb3746e2aeafe7f12bdcffe7
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07141594B2

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