Tert-butyl {[methyl(tetrahydrofuran-3-yl)amino]sulfonyl}carbamate → N-methyl-N-(tetrahydrofuran-3-yl)sulfamide

HRID 222282Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 222282
[CH3:1][N:2]([CH:14]1[CH2:18][CH2:17][O:16][CH2:15]1)[S:3]([NH:6]C(=O)OC(C)(C)C)(=[O:5])=[O:4]>C(Cl)Cl.FC(F)(F)C(O)=O>[CH3:1][N:2]([CH:14]1[CH2:18][CH2:17][O:16][CH2:15]1)[S:3]([NH2:6])(=[O:5])=[O:4]

Komponenten

4

Edukt 1

HCID 86609783Tert-butyl {[methyl(tetrahydrofuran-3-yl)amino]sulfonyl}carbamate

Produkt 1

HCID 67364770N-methyl-N-(tetrahydrofuran-3-yl)sulfamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

tert-butyl {[methyl(tetrahydrofuran-3-yl)amino]sulfonyl}carbamate (1.47 g, 5.23 mmol) was dissolved in 70 mL of CH2Cl2 and 45 mL of trifluoroacetic acid. After 1 h the solution was concentrated in vacuo, diluted in CH2Cl2, washed with saturated aqueous NaHCO3 and brine, then dried over Na2SO4. The solution was concentrated in vacuo to afford the title compound. 1H NMR (600 MHz, DMSO-d6) δ 4.25-4.31 (m, 1H); 3.79-3.84 (m, 1H); 3.58-3.66 (m, 2H); 3.47-3.52 (m, 1H); 2.56 (s, 3H), 2.04-2.10 (m, 1H); 1.81-1.88 (m, 1H).

Aufarbeitung

  1. concentrationAfter 1 h the solution was concentrated in vacuo
  2. additiondiluted in CH2Cl2
  3. washwashed with saturated aqueous NaHCO3 and brine
  4. dry with materialdried over Na2SO4
  5. concentrationThe solution was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-fa40a43cb5d14beea44c48174e127989
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08207186B2

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