تفاعل #4835

ord-9ef1ffbbe2ba4e948cd69ef247efc7ac

معادلة التفاعل

CNCC(O)c1ccc(OC(=O)C(C)(C)C)c(OC(=O)C(C)(C)C)c1.Cl
propine
NS(=O)(=O)c1ccccc1I
2-iodophenylsulfonamide
c1ccc(P(c2ccccc2)c2ccccc2)cc1
P(C6H5)3
NS(=O)(=O)c1ccccc1
phenylsulfonamide

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىis completely reacted
  2. 2
    ترشيحThe reaction mixture is filtered
  3. 3
    تركيزthe residue is concentrated in vacuo
  4. 4
    أخرىThe precipitate is isolated
  5. 5
    أخرىdried
  6. 6
    أخرىRecrystallisation from ethyl acetate/hexane

الإجراء التجريبي

To a solution of 28.3 g (0.1 mole) of 2-iodophenylsulfonamide in 350 ml of dimethylformamide and 100 ml of triethylamine are added 1.0 g of palladium dichloro-bis(triphenylphosphite) complex, PdCl2 [P(C6H5)3 ]2, and 0.5 g of copper(I) iodide (CuI). Gaseous propine is then introduced into this solution until the starting material is completely reacted. The reaction mixture is filtered and the residue is concentrated in vacuo and then taken up in water. The precipitate is isolated and dried. Recrystallisation from ethyl acetate/hexane yields 15.6 g (80%) of 2-propyn-1-yl)phenylsulfonamide with a melting point of 147°-149° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04727186uspto-grants-1988_02