Hexadecylamine → Methyl 6-hexadecylamino-3-pyridinecarboxylate

HRID 850977

Reaktionsgleichung

Reaktionsgleichung von HRID 850977
Cl[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=1.[CH2:12]([NH2:28])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].CN(C)P(N(C)C)(N(C)C)=O>O>[CH2:12]([NH:28][C:2]1[N:3]=[CH:4][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:10][CH:11]=1)[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

Komponenten

5

Edukt 3

HCID 8926HexadecylamineHCID 12679HexamethylphosphoramideHCID 254249Methyl 6-chloropyridine-3-carboxylate

Produkt 1

HCID 20503576Methyl 6-hexadecylamino-3-pyridinecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 5.13 g. of methyl 6-chloronicotinate, 7.23 g. of hexadecylamine and 150 ml. of hexamethylphosphoramide is stirred at 130° for 6 hours. Cooling and dilution with water affords a precipitate which is collected by filtration and recrystallized from ethyl acetate and then from acetone to yield methyl 6-hexadecylamino-3-pyridinecarboxylate as a tan solid.

Aufarbeitung

  1. additionA mixture of 5.13 g
  2. temperatureCooling
  3. filtrationis collected by filtration
  4. customrecrystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-7f9c119ebae74df0aa104b0070b383ea
Quelldatensatz
uspto-grants-1983_05
Patentnummer
US04382143

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