Reaktion #3174

Reaktionsgleichung

p-isobutyloxycarbonylaminophenyl sulfonamide

triethylamine

N,N-dimethylacetamide

methacrylic chloride

→

N-(p-isobutyloxycarbonylaminophenylsulfonyl)methacrylamide

Ausbeute 58.8%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder cooling with ice
2. 2
   workup.ADDITIONAfter the completion of the dropwise addition
3. 3
   SonstigeThe resulting crystal was then withdrawn by filtration
4. 4
   SonstigeThe crystal was then recrystallized from a 3/7 (by volume) mixture of toluene and ethyl acetate

Vorschrift

To a mixture of 54.4 g of p-isobutyloxycarbonylaminophenyl sulfonamide, 40 g of triethylamine, 2 g of N,N-dimethylaminopyridine and 150 ml of N,N-dimethylacetamide was then added dropwise 22.8 g of methacrylic chloride under cooling with ice. After the completion of the dropwise addition, the reaction mixture was stirred for 2 hours. The reaction product was then poured into water. The resulting crystal was then withdrawn by filtration. The crystal was then recrystallized from a 3/7 (by volume) mixture of toluene and ethyl acetate to obtain 40 g of N-(p-isobutyloxycarbonylaminophenylsulfonyl)methacrylamide in the form of white crystal (m.p. 194°-196° C.).

Quelle