Methylamine → 4-(Methylamino)-3-nitrobenzoic acid

HRID 412692Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 412692
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1Cl)[C:7]([OH:9])=[O:8])([O-:3])=[O:2].[CH3:14][NH2:15]>O>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[NH:15][CH3:14])[C:7]([OH:9])=[O:8])([O-:3])=[O:2]

Komponenten

4

Edukt 2

HCID 6329MethylamineHCID 73204-Chloro-3-nitrobenzoic acid

Produkt 1

HCID 2834754-(Methylamino)-3-nitrobenzoic acidAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture comprising 3-nitro-4-chlorobenzoic acid (1.3 g, 6.45 mmol), 10% methylamine and water (10 mL) in a sealed tube was heated at 100° C. for 11 hours, concentrated to 1 mL and then diluted with concentrated hydrochloric acid to give a yellow precipitate. The precipitate was isolated by filtration, washed with water and then diethyl ether and dried to provide 3-nitro-4-methylaminobenzoic acid (2.1 g, 86% yield); 1H-NMR (300 Mhz, CDCL3): 8.56 (d, 1H, J=2.1 Hz), 8.52 (q, 1H, J=8.6 Hz), 7.94 (dd, 1H, 9.3, 2.1 Hz), 7.00 (d, 1H, J=9.3 Hz), 2.97 (d, 3H, J=8.6 Hz).

Aufarbeitung

  1. concentrationconcentrated to 1 mL
  2. additiondiluted with concentrated hydrochloric acid
  3. customto give a yellow precipitate
  4. customThe precipitate was isolated by filtration
  5. washwashed with water
  6. dry with materialdiethyl ether and dried

Quellen und Nachweise

ORD-Eintrag
ord-4bb4c4734d4e4339b02bb02b62c8ba9b
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06562854B2

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