Water → N-(((1-(2-Naphthalenylmethyl)-4-piperidinyl)amino)carbonyl)benzamide

HRID 248895

Reaktionsgleichung

Reaktionsgleichung von HRID 248895
[C:1]([NH:9][C:10](=[O:18])[NH:11][CH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:20][C:21]1[CH:30]=[CH:29][C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=1.C(N(CC)CC)C.O>CN(C)C=O>[C:1]([NH:9][C:10]([NH:11][CH:12]1[CH2:13][CH2:14][N:15]([CH2:20][C:21]2[CH:30]=[CH:29][C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:22]=2)[CH2:16][CH2:17]1)=[O:18])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 703202-BromomethylnaphthaleneHCID 126085824-Benzoylureidopiperidine

Produkt 1

HCID 72002N-(((1-(2-Naphthalenylmethyl)-4-piperidinyl)amino)carbonyl)benzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

4-Benzoylureidopiperidine (1.28 g, 0.005 m), 2-(bromomethyl)naphthalene (1.1 g, 0.005 m) and triethylamine (0.6 g, 0.006 m) in dimethylformamide (25 cm3) were stirred at room temperature for 23 hours. Water was added and the precipitated solid filtered off and washed well with water. The solid was suspended in warm ethanol, acidified with ethanolic HCl and then heated until all the solid had dissolved. The title compound crystallised and was collected as the hydrochloride salt, hemihydrate (1.6 g), m.p. 232°-234° C.

Aufarbeitung

  1. filtrationthe precipitated solid filtered off
  2. washwashed well with water
  3. temperatureheated until all the solid
  4. dissolutionhad dissolved
  5. customThe title compound crystallised
  6. customwas collected as the hydrochloride salt, hemihydrate (1.6 g), m.p. 232°-234° C.

Quellen und Nachweise

ORD-Eintrag
ord-a9ae6e80ea8a412aae1a805783341084
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05212179

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