Water → 2-Phenoxypyridine-3-carboxylic acid (3-trifluoromethylbenzylidene)-hydrazide

HRID 2084260Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2084260
[O:1]([C:8]1[C:13]([C:14]([NH:16][NH2:17])=[O:15])=[CH:12][CH:11]=[CH:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:18][C:19]([F:29])([F:28])[C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH:23]=O.O>C(O)C>[F:18][C:19]([F:28])([F:29])[C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH:23]=[N:17][NH:16][C:14]([C:13]1[C:8]([O:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[N:9][CH:10]=[CH:11][CH:12]=1)=[O:15]

Komponenten

5

Edukt 3

HCID 962WaterHCID 679903-(Trifluoromethyl)benzaldehydeHCID 27976852-Phenoxynicotinohydrazide

Produkt 1

HCID 865871582-Phenoxypyridine-3-carboxylic acid (3-trifluoromethylbenzylidene)-hydrazideAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 2-phenoxypyridine-3-carboxylic acid hydrazide (913 mg, 4 mmol), 3-trifluoromethylbenzaldehyde (696 mg, 4 mmol) in ethanol (40 mL) was refluxed for 13 h. It was cooled to room temperature and some precipitate was observed. The mixture was diluted by water (40 mL) and the solid was collected by filtration and washed with ethanol/water (1:1), dried to give 1.41 g (92%) of the title compound. 1H NMR (CDCl3): 10.84 (s, 1H), 8.63 (m, 1H), 8.23 (s, 1H), 8.16 (m, 1H), 7.91 (bs, 1H), 7.88 (d, J=8.4 Hz, 1H), 7.54 (d, J=7.8 Hz, 1H), 7.40 (m, 3H), 7.24 (t, J=7.2 Hz, 1H), 7.18-7.08 (m, 3H).

Aufarbeitung

  1. filtrationthe solid was collected by filtration
  2. washwashed with ethanol/water (1:1)
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c2d29f66f5044edd8c8f29a13794f455
Quelldatensatz
uspto-grants-2004_04
Patentnummer
US06716859B2

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