Desipramine Hydrochloride → HCID 14750714, Verbindung

HRID 621697

Reaktionsgleichung

Cl.[C:2](Cl)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=1.C(=O)(O)[O-].[Na+].[CH3:16][NH:17][CH2:18][CH2:19][CH2:20][N:21]1[C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=2[CH2:29][CH2:28][C:27]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]1=2.Cl>C(Cl)Cl>[CH3:16][N:17]([C:2]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1)=[O:9])[CH2:18][CH2:19][CH2:20][N:21]1[C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:27]=2[CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]1=2

Komponenten

Reaktionsbedingungen

Temperatur: 5 °C

Versuchsvorschrift

Freshly prepared nicotinoyl chloride hydrochloride (0.55 g, 0.003 mol) was suspended in methylene chloride (12 ml) cooled to 5° C. and sodium bicarbonate (0.053 g, 0.0063 mol) was added. After 5 minutes, desipramine hydrochloride (0.75 g, 0.0025 mol) was added and the mixture was stirred for 3 hours at 5° C. The sodium chloride was removed by filtration and the organic solution was extracted with aqueous sodium bicarbonate, dried over sodium sulfate, filtered through Celite™ and concentrated. Ethyl ether (5 ml) was added to the oily residue and white crystals formed. Yield 62% (0.58 g), m.p. 84°-86° C. The product has the formula: ##STR1616##

Aufarbeitung

customThe sodium chloride was removed by filtration
extractionthe organic solution was extracted with aqueous sodium bicarbonate
dry with materialdried over sodium sulfate
filtrationfiltered through Celite™
concentrationconcentrated
additionEthyl ether (5 ml) was added to the oily residue and white crystals
customformed

Quellen und Nachweise

ORD-Eintrag: ord-17821f5355284f8e935f4fa6162d6dfb
Quelldatensatz: uspto-grants-1989_04
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04824850

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