Cyclopropylamine → HCID 178491237, Verbindung

HRID 732106Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 732106
Cl.C(O[C:5](=[NH:14])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=1)C.[CH:15]1([NH2:18])[CH2:17][CH2:16]1>C(Cl)Cl>[CH:15]1([NH:18][C:5](=[NH:14])[C:6]2[CH:7]=[CH:8][C:9]([O:12][CH3:13])=[CH:10][CH:11]=2)[CH2:17][CH2:16]1

Komponenten

4

Edukt 2

HCID 69828CyclopropylamineHCID 12270046Ethyl 4-methoxybenzimidate hydrochloride

Produkt 1

HCID 178491237HCID 178491237, VerbindungAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

4-methoxy-benzimidic acid ethyl ester hydrochloride (1.25 g, 5.8 mmol), DCM (5 ml) and cyclopropylamine (0.92 ml, 13.3 mmol) were mixed. After stirring at r.t for 3 h, the reaction mixture was concentrated in-vacuo. The residue was treated with cold aq. sodium hydroxide (1M) and extracted with EA. The combined organic phase was washed with water and brine, dried (Na2SO4), filtered and concentrated in-vacuo, to isolate the title compound (0.90 g, 82%). 1H-NMR: 7.64 (d, 2H), 6.90 (d, 2H), 5.3 (bs, 2H), 3.85 (s, 3H), 2.59 (m, 1H), 0.84 (m, 2H), 0.62 (m, 2H).

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated in-vacuo
  2. additionThe residue was treated with cold aq. sodium hydroxide (1M)
  3. extractionextracted with EA
  4. washThe combined organic phase was washed with water and brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated in-vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7fad59dcafca4665b83f4718518a4c68
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07585881B2

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