Hydrochloric Acid → HCID 178517399, Verbindung

HRID 131201

Reaktionsgleichung

Reaktionsgleichung von HRID 131201
Cl.[NH2:2][C:3]1[CH:7]=[CH:6][S:5][C:4]=1[C:8]([O:10]C)=O.[CH:12]1([C:15]#[N:16])[CH2:14][CH2:13]1.[NH4+].[OH-]>O1CCOCC1.O>[CH:12]1([C:15]2[N:16]=[C:8]([OH:10])[C:4]3[S:5][CH:6]=[CH:7][C:3]=3[N:2]=2)[CH2:14][CH2:13]1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 79637CyclopropanecarbonitrileHCID 89652Methyl 3-amino-2-thiophenecarboxylate

Produkt 1

HCID 178517399HCID 178517399, VerbindungAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

Dry HCl gas was bubbled through a solution of methyl 3-aminothiophene-2-carboxylate (1.64 g, 10.4 mmol) and cyclopropanecarbonitrile (27 mL) in dioxane (40 mL) for 1 h then the reaction mixture was diluted with cold water (2 volumes), basified with NH4OH (50 mL) and the resulting solid filtered and air dried to give the title compound (1.44 g, 72%) as a white solid: IR νmax (Nujol)/cm−1 2925, 1664, 1597, 788; NMR δH (400 MHz, DMSO) 1.04 (4H, m), 2.00 (1H, m), 7.20 (1H, d J 5.0 Hz), 8.10 (1H, d, J 5.0 Hz) and 12.60 (1H,br).

Aufarbeitung

  1. filtrationthe resulting solid filtered
  2. customair dried

Quellen und Nachweise

ORD-Eintrag
ord-ec448f144c3441c5b13a1991b7d268fa
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07384949B2

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