Hydrochloric Acid → 2-Cyclopropylamino-6-fluoro-3-nitrobenzoic acid

HRID 243107Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 243107
F[C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[C:7]([F:14])[C:3]=1[C:4]([OH:6])=[O:5].CCN(CC)CC.[CH:22]1([NH2:25])[CH2:24][CH2:23]1.Cl>O>[CH:22]1([NH:25][C:2]2[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[C:7]([F:14])[C:3]=2[C:4]([OH:6])=[O:5])[CH2:24][CH2:23]1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 69828CyclopropylamineHCID 3026292,6-Difluoro-3-nitrobenzoic acid

Produkt 1

HCID 681570042-Cyclopropylamino-6-fluoro-3-nitrobenzoic acidAusbeute 71,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 2,6-difluoro-3-nitrobenzoic acid (1.0 g, 4.92 mmol) in IMS (5 mL) and water (5 mL) were added Et3N (1.23 mL, 8.86 mmol) and cyclopropylamine (360 μL, 5.17 mmol). The reaction mixture was stirred at RT for 28 h. The pH of the solution was adjusted to 1 by addition of 1M aqueous HCl. A precipitate formed and this solid was collected by filtration, washing with water to afford the title compound (841 mg, 71%) as a yellow solid. 1H NMR (CDCl3, 400 MHz): δ 8.78 (1H, s), 8.28 (1H, dd, J=9.45, 5.85 Hz), 6.49 (1H, m), 2.84 (1H, m), 0.85 (2H, m), 0.68 (2H, m)

Aufarbeitung

  1. customA precipitate formed
  2. filtrationthis solid was collected by filtration
  3. washwashing with water

Quellen und Nachweise

ORD-Eintrag
ord-e396967288734772a42910052cb3d439
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08653089B2

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