Hydrochloric Acid → HCID 178442833, Verbindung

HRID 1437056

Reaktionsgleichung

Reaktionsgleichung von HRID 1437056
[CH:1](=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].[ClH:15].Cl.[CH3:17][O:18][C:19]1[CH:33]=[CH:32][C:22]([CH2:23][CH2:24][NH:25][C:26]([NH:28][C:29]([NH2:31])=[NH:30])=[NH:27])=[CH:21][CH:20]=1>C(O)C>[ClH:15].[NH2:31][C:29]1[NH:28][C:26]([NH:25][CH2:24][CH2:23][C:22]2[CH:21]=[CH:20][C:19]([O:18][CH3:17])=[CH:33][CH:32]=2)=[N:27][CH:1]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[N:30]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 25311TridecanalHCID 178490345HCID 178490345, Verbindung

Produkt 1

HCID 178442833HCID 178442833, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

100 ml of ethanol, 8.8 ml (37.1 mmol) of 1-tridecanal and 0.8 ml of concentrated hydrochloric acid were added to 5.0 g (18.4 mmol) of N1-(4-methoxyphenethyl)-biguanide hydrochloride, and the mixture was refluxed for 22 hours. The solvent was distilled of f under reduced pressure, and the residue was purified by silica gel column chromatography. The first main fraction eluted with a mixture of chloroform and methanol (9:1.5) was recrystallized from 70% aqueous acetonitrile to obtain 0.92 g of colorless crystals (1) having a melting point of 100 to 102° C., and the second main eluate was recrystallized from 70% aqueous acetonitrile to obtain 1.1 g of colorless crystals (2) having a melting point of 165 to 170° C.

Aufarbeitung

  1. temperaturethe mixture was refluxed for 22 hours
  2. distillationThe solvent was distilled of f under reduced pressure
  3. customthe residue was purified by silica gel column chromatography
  4. washThe first main fraction eluted with a mixture of chloroform and methanol (9:1.5)
  5. customwas recrystallized from 70% aqueous acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-46045da5686e4e3c90063fc2d8a39394
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07622469B2

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