6-Phenylnicotinic acid → 6-phenylnicotinic acid N'-(4-methoxybutyryl)hydrazide

HRID 6926

Reaktionsgleichung

Reaktionsgleichung von HRID 6926
[C:1]1([C:7]2[CH:15]=[CH:14][C:10]([C:11]([OH:13])=O)=[CH:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[CH3:17][O:18][CH2:19][CH2:20][CH2:21][C:22]([NH:24][NH2:25])=[O:23].Cl.C(N=C=NCCCN(C)C)C>N1C=CC=CC=1>[CH3:17][O:18][CH2:19][CH2:20][CH2:21][C:22]([NH:24][NH:25][C:11](=[O:13])[C:10]1[CH:14]=[CH:15][C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[N:8][CH:9]=1)=[O:23]

Komponenten

5

Edukt 3

HCID 1201186-Phenylnicotinic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 865902274-Methoxybutyric acid hydrazide hydrochloride salt

Produkt 1

HCID 695844476-phenylnicotinic acid N'-(4-methoxybutyryl)hydrazideAusbeute 65,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

6-Phenylnicotinic acid (5.90 g) was dissolved in pyridine (150 ml), followed by addition of 4-methoxybutyric acid hydrazide hydrochloride salt (5.99 g) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride salt (8.51 g), and stirred at 60° C. for 10 hours. After the reaction solution was cooled to ambient temperature, the solvent was evaporated under reduced pressure. The resulting residue was washed with water, to afford 6-phenylnicotinic acid N′-(4-methoxybutyryl)hydrazide as pale yellow solid (6.06 g, 65%). The physico-chemical values are as follows.

Aufarbeitung

  1. temperatureAfter the reaction solution was cooled to ambient temperature
  2. customthe solvent was evaporated under reduced pressure
  3. washThe resulting residue was washed with water

Quellen und Nachweise

ORD-Eintrag
ord-e17521f35c844b38b7cd816a96b56009
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07084164B2

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