4-Morpholinecarbonitrile → HCID 136333912, Verbindung

HRID 1022907

Reaktionsgleichung

Reaktionsgleichung von HRID 1022907
[NH2:1][C:2]1[CH:6]=[C:5]([Br:7])[S:4][C:3]=1[C:8]([O:10]C)=O.[N:12]1([C:18]#[N:19])[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1.Cl.C1(OC)CCCC1>>[Br:7][C:5]1[S:4][C:3]2[C:8](=[O:10])[NH:19][C:18]([N:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)=[N:1][C:2]=2[CH:6]=1

Komponenten

4

Edukt 3

HCID 737384-MorpholinecarbonitrileHCID 20158931Methyl 3-amino-5-bromothiophene-2-carboxylateHCID 66926893hydrogen chloride CPME

Produkt 1

HCID 136333912HCID 136333912, Verbindung

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

A mixture of methyl 3-amino-5-bromothiophene-2-carboxylate (200 mg) produced in Example 1, step C, morpholine-4-carbonitrile (0.17 mL) and 4M hydrochloric acid/cyclopentylmethylether solution (3.0 mL) was stirred at 110° C. for 4 hr. The reaction system was concentrated under reduced pressure, and saturated aqueous sodium hydrogen carbonate was added to the residue. The precipitate was collected by filtration and washed with water. The obtained pale-brown solid was washed with a mixed solvent of ethyl acetate/hexane (1:1) to give the title compound (144 mg) as a pale-yellow solid.

Aufarbeitung

  1. concentrationThe reaction system was concentrated under reduced pressure, and saturated aqueous sodium hydrogen carbonate
  2. additionwas added to the residue
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with water
  5. washThe obtained pale-brown solid was washed with a mixed solvent of ethyl acetate/hexane (1:1)

Quellen und Nachweise

ORD-Eintrag
ord-2d3d4ab7ee1b4b3e8577e14603a45d29
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08722660B2

Verknüpfte Notizen

Wird geladen…