Reaktion #320958

Reaktionsgleichung

2-chlorosulphenylbenzoyl chloride

2-ethylhexylamine

hydrochloric acid

water

→

N-(2-ethylhexyl)benzisothiazolin-3-one

Ausbeute 64.0%

Lösungsmittel

—

petroleum ether

diethylether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto rise to 18° to 20° C
2. 2
   workup.ADDITIONwas then added
3. 3
   Sonstigethe temperature below 5° C
4. 4
   SonstigeThe ether layer was then separated
5. 5
   Trocknendried over magnesium sulphate
6. 6
   FiltrationThe solution was then filtered
7. 7
   Sonstigethe ether evaporated
8. 8
   Sonstigeleaving a syrupy oil
9. 9
   Sonstigethe ether layer decanted from some tarry material
10. 10
    Sonstigeevaporated to dryness
11. 11
    Sonstigeleaving a dark yellow oil
12. 12
    workup.DISTILLATIONThis oil was purified by high vacuum distillation in a Kugelrohr and 8.4 parts pale yellow liquid
13. 13
    Sonstigeobtained (Yield 64% theory)

Vorschrift

2-chlorosulphenylbenzoyl chloride (10.35 parts; 0.005M) was slowly added to a stirred solution of 2-ethylhexylamine (29.8 parts; 0.23M;) in diethylether (150 ml) at below 5° C. The reactants were then stirred overnight, allowing the temperature to rise to 18° to 20° C. Iced water was then added and the mix made just acid to Congo red by dropwise addition of of concentrated hydrochloric acid, keeping the temperature below 5° C. The ether layer was then separated and dried over magnesium sulphate. The solution was then filtered and the ether evaporated leaving a syrupy oil. This was boiled with petroleum ether (bp 60°-80° C.), the ether layer decanted from some tarry material and then evaporated to dryness leaving a dark yellow oil. This oil was purified by high vacuum distillation in a Kugelrohr and 8.4 parts pale yellow liquid obtained (Yield 64% theory).

Quelle