2-Furancarbonyl chloride → HCID 1485419, Verbindung

HRID 2045922Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2045922
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[CH:3][C:2]=1[C:11]1[CH:12]=[C:13]([NH2:17])[CH:14]=[CH:15][CH:16]=1.[O:18]1[CH:22]=[CH:21][CH:20]=[C:19]1[C:23](Cl)=[O:24]>N1C=CC=CC=1.O>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[CH:3][C:2]=1[C:11]1[CH:12]=[C:13]([NH:17][C:23]([C:19]2[O:18][CH:22]=[CH:21][CH:20]=2)=[O:24])[CH:14]=[CH:15][CH:16]=1

Komponenten

5

Edukt 2

HCID 682422-Furancarbonyl chlorideHCID 8072643-(2-Quinoxalinyl)aniline

Produkt 1

HCID 1485419HCID 1485419, VerbindungAusbeute 76,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1049PyridineLösungsmittel

Versuchsvorschrift

A solution of (3-quinoxalin-2-ylphenyl)amine (2.21 g, 0.01 mol) in pyridine (10 mL) was cooled to 0° C. and 2-furoyl chloride (1 mL, 0.01 mol) was added dropwise over 10 min. The reaction mixture was stirred overnight at room temperature, diluted with water (50 mL), and stirred until precipitate formed. The solid was filtered, dried, and recrystallized from toluene to afford N-[3-(quinoxalin-2-yl)phenyl]furan-2-carboxamide (2.4 g, 76%). LCMS calculated for C19H13N3O2 (M+H): 316.10. found 316. 1H-NMR (DMSO-d6, 250 Mhz) δH: 10.45 (1H, s), 9.51 (1H, s), 8.68 (1H, s), 8.22-7.80 (7H, m), 7.61 (1H, m), 7.40 (1H, m), 6.81 (1H, m).

Aufarbeitung

  1. stirringstirred until precipitate
  2. customformed
  3. filtrationThe solid was filtered
  4. customdried
  5. customrecrystallized from toluene

Quellen und Nachweise

ORD-Eintrag
ord-3a4ac4b1207a47d68828d038dfde2d5c
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08592415B2

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