Reaktion #63776

Reaktionsgleichung

2,4-Dimethyl-5-(trifluoromethanesulfonamido)benzenesulfonyl chloride

propargylamine

→

N-propargyl-2,4-dimethyl-5-(trifluoromethanesulfonamido)benzenesulfonamide

Ausbeute 66.5%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeUpon completion of the reaction
2. 2
   Einengenthe mixture was concentrated
3. 3
   workup.ADDITIONA 5% aqueous solution of hydrochloric acid was added to the residue, whereby an oily substance
4. 4
   ExtraktionThe oily substance was extracted with chloroform
5. 5
   Waschenwashed with a 5% aqueous solution of hydrochloric acid and water in order
6. 6
   EinengenThe extract was concentrated
7. 7
   Sonstigerecrystallized from toluene

Vorschrift

2,4-Dimethyl-5-(trifluoromethanesulfonamido)benzenesulfonyl chloride (1.5 g) was added to tetrahydrofuran (20 ml) containing propargylamine (0.5 g), and the resultant mixture was allowed to stand overnight at room temperature. Upon completion of the reaction, the mixture was concentrated. A 5% aqueous solution of hydrochloric acid was added to the residue, whereby an oily substance was deposited. The oily substance was extracted with chloroform and washed with a 5% aqueous solution of hydrochloric acid and water in order. The extract was concentrated and recrystallized from toluene to give 1.05 g of N-propargyl-2,4-dimethyl-5-(trifluoromethanesulfonamido)benzenesulfonamide (Compound No. 35). M.P., 130.5°-132° C.

Quelle