HCID 89421012, Verbindung → N-[1-(3-Isoxazolyl)ethyl]-2-methyl-2-propanesulfinamide

HRID 245904Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 245904
[O:1]1[CH:5]=[CH:4][C:3](/[CH:6]=[N:7]/[S:8]([C:10]([CH3:13])([CH3:12])[CH3:11])=[O:9])=[N:2]1.[CH3:14][Mg]Br>ClCCl>[O:1]1[CH:5]=[CH:4][C:3]([CH:6]([NH:7][S:8]([C:10]([CH3:13])([CH3:12])[CH3:11])=[O:9])[CH3:14])=[N:2]1

Komponenten

4

Edukt 2

HCID 89421012HCID 89421012, VerbindungHCID 178418573HCID 178418573, Verbindung

Produkt 1

HCID 71288179N-[1-(3-Isoxazolyl)ethyl]-2-methyl-2-propanesulfinamideAusbeute 103,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

In a round-bottomed flask, 2-methyl-propane-2-sulfinic acid 1-isoxazol-3-yl-meth-(E)-ylideneamide (584 mg, 2.92 mmol) was dissolved in dichloromethane (10 ml). The reaction mixture was cooled to 0° C. and methylmagnesium bromide (3.0 M in diethyl ether, 1.1 ml, 3.3 mmol) was added dropwise. The reaction mixture was stirred at 0° C. for 2 h then quenched with saturated aqueous NH4Cl and extracted with ethyl acetate (2×). The combined organic layers were washed with water and brine then dried over sodium sulfate, filtered and concentrated to afford 655 mg of 2-methyl-propane-2-sulfinic acid (1-isoxazol-3-yl-ethyl)-amide as a colorless oil.

Aufarbeitung

  1. customthen quenched with saturated aqueous NH4Cl
  2. extractionextracted with ethyl acetate (2×)
  3. washThe combined organic layers were washed with water and brine
  4. dry with materialthen dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-851eae167f8646ffb61435303adbfd16
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08658646B2

Notizen zur Reaktion

Wird geladen…