Reacción #918

ord-0d13730de7524a88a677102766469c81

Ecuación de reacción

CON=Cc1[nH]ccc1S(=O)(=O)NC(C)(C)C
N-(1,1-dimethylethyl)-2-[(methoxyimino)-methyl]-1H-pyrrole-3-sulfonamide
O=C(O)C(F)(F)F
TFA
CON=Cc1c(S(N)(=O)=O)ccn1C
title compound
CON=Cc1c(S(N)(=O)=O)ccn1C
2-[(Methoxyimino)methyl]-1-methyl-1H-pyrrole-3-sulfonamide

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    ConcentraciónThe orange reaction mixture was concentrated in vacuo
  2. 2
    workup.ADDITIONThree portions of diethyl ether were added to the residue
  3. 3
    Otroremoved by evaporation
  4. 4
    Otroto remove residual TFA

Procedimiento

To a solution of 5.74 g (21.9 mmol) of N-(1,1-dimethylethyl)-2-[(methoxyimino)-methyl]-1H-pyrrole-3-sulfonamide in 75 mL methylene chloride under a nitrogen atmosphere was add 75 mL of TFA. The clear orange reaction mixture was allowed to stir at room temperature overnight ca. 16 hours. The orange reaction mixture was concentrated in vacuo. Three portions of diethyl ether were added to the residue and removed by evaporation to remove residual TFA, affording 3.49 g of the title compound as a gray solid, m.p. 120°-122° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05723410uspto-grants-1998_03