Hydrochloric Acid → HCID 66758458, Verbindung

HRID 1507869Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1507869
[NH2:1][C:2]1[S:3][C:4]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[CH:5][C:6]=1[C:7]([O:9]CC)=O.[C:19](#[N:21])[CH3:20].Cl>O1CCOCC1>[F:18][C:15]1[CH:14]=[CH:13][C:12]([C:4]2[S:3][C:2]3[N:1]=[C:19]([CH3:20])[NH:21][C:7](=[O:9])[C:6]=3[CH:5]=2)=[CH:17][CH:16]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 6342AcetonitrileHCID 21529229Ethyl 2-amino-5-(4-fluorophenyl)thiophene-3-carboxylate

Produkt 1

HCID 66758458HCID 66758458, VerbindungAusbeute 98,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel2×

Versuchsvorschrift

To a solution of ethyl 2-amino-5-(4-fluorophenyl)thiophene-3-carboxylate (0.3 g, 1.13 mmol) and acetonitrile (0.56 ml, 11.3 mmol) in dioxane (4 ml) was added 4M HCl in dioxane (4 ml). The mixture was stirred at room temperature overnight. The solvents were removed under reduced pressure. The residue was diluted with water and made alcaline with a saturated aqueous sodium bicarbonate solution. The precipitate was filtered off, washed with water and dried. The crude residue was purified by flash chromatography on silica gel (CH2Cl2/MeOH 60:1) to yield the title compound as a white solid (0.29 g, 81%).

Aufarbeitung

  1. customThe solvents were removed under reduced pressure
  2. additionThe residue was diluted with water
  3. filtrationThe precipitate was filtered off
  4. washwashed with water
  5. customdried
  6. customThe crude residue was purified by flash chromatography on silica gel (CH2Cl2/MeOH 60:1)

Quellen und Nachweise

ORD-Eintrag
ord-09aa14ecb4f74aeb908e2d987912a610
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09221822B2

Notizen zur Reaktion

Wird geladen…