Trifluoroacetic acid → 3-(Aminosulfonyl)-N,N,1-trimethyl-1H-pyrrole-2-carboxamide

HRID 2259189

Reaktionsgleichung

Reaktionsgleichung von HRID 2259189
CC([NH:5][S:6]([C:9]1[CH:13]=[CH:12][N:11]([CH3:14])[C:10]=1[C:15]([N:17]([CH3:19])[CH3:18])=[O:16])(=[O:8])=[O:7])(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:5][S:6]([C:9]1[CH:13]=[CH:12][N:11]([CH3:14])[C:10]=1[C:15]([N:17]([CH3:19])[CH3:18])=[O:16])(=[O:8])=[O:7]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 196938293-[[(1,1-dimethylethyl)amino]sulfonyl]N,N,1-trimethyl-1H-pyrrole-2-carboxamide

Produkt 1

HCID 196938183-(Aminosulfonyl)-N,N,1-trimethyl-1H-pyrrole-2-carboxamideAusbeute 92,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 5.63 g of 3-[[(1,1-dimethylethyl)amino]sulfonyl]N,N,1-trimethyl-1H-pyrrole-2-carboxamide in 75 mL of methylene chloride was added 75 mL of TFA. The reaction mixture was allowed to stir at room temperature overnight ca. 16 hours. The 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 4.21 g of the title compound as a gray solid, m.p. 185°-190.5° C. 1H NMR(Me2SO-d6, 200 MHz.) δ: 6.99(bs,2H), 6.88(d,1H), 6.34(d,1H), 3.47(s,3H), 2.96(s,3H), 2.81(s,3H).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionThree portions of diethyl ether were added to the residue
  3. customremoved by evaporation
  4. customto remove residual TFA

Quellen und Nachweise

ORD-Eintrag
ord-c7fb2f6b0ce54c51964100c3d03d00cd
Quelldatensatz
uspto-grants-1995_12
Patentnummer
US05472933

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