Trifluoroacetic acid → N2,N2,1-Trimethyl-1H-pyrrole-2,3-disulfonamide

HRID 2259187

Reaktionsgleichung

Reaktionsgleichung von HRID 2259187
CC([C:5]1[C:6]([S:17]([NH2:20])(=[O:19])=[O:18])=[C:7]([S:11]([N:14]([CH3:16])[CH3:15])(=[O:13])=[O:12])[N:8]([CH3:10])[CH:9]=1)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:15][N:14]([CH3:16])[S:11]([C:7]1[N:8]([CH3:10])[CH:9]=[CH:5][C:6]=1[S:17]([NH2:20])(=[O:19])=[O:18])(=[O:12])=[O:13]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 86749133(1,1-dimethylethyl)N2,N2,1-trimethyl-1H-pyrrole-2,3-disulfonamide

Produkt 1

HCID 53663278N2,N2,1-Trimethyl-1H-pyrrole-2,3-disulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 6.95 g (21 mmol) of N3 -(1,1-dimethylethyl)N2,N2,1-trimethyl-1H-pyrrole-2,3-disulfonamide in 75 mL of methylene chloride under a nitrogen atmosphere 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 solid residue and removed by evaporation to remove residual TFA. The solids were suspended in diethyl ether and filtered to yield 4.52 g of the title compound as a solid, m.p. 146°-148° C. 1H NMR (Acetone-d6, 200 MHz.) δ: 7.1(d,1H), 6.59(d,1H), 6.28(bs,2H), 3.95(s,3H), 2.93(s,6H).

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-4dd314210e704fc987649daff1340a73
Quelldatensatz
uspto-grants-1995_12
Patentnummer
US05472933

Verknüpfte Notizen

Wird geladen…