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Dimethylformamide → p-Chlorophenyl 1-amidino-4-piperidinecarboxylate hydrochloride

HRID 1388856
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1388856
Cl.[C:2]([N:5]1[CH2:10][CH2:9][CH:8]([C:11](O)=[O:12])[CH2:7][CH2:6]1)(=[NH:4])[NH2:3].[Cl:14]C1C=CC(OS([O:24][C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=2)=O)=CC=1.CN(C)C=O>N1C=CC=CC=1>[ClH:14].[C:2]([N:5]1[CH2:10][CH2:9][CH:8]([C:11]([O:24][C:25]2[CH:26]=[CH:27][C:28]([Cl:31])=[CH:29][CH:30]=2)=[O:12])[CH2:7][CH2:6]1)(=[NH:3])[NH2:4]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 20449815Bis-(p-chlorophenyl)sulfiteHCID 700438971-Amidino-4-piperidinecarboxylic acid hydrochloride

Produkt 1

HCID 20470413p-Chlorophenyl 1-amidino-4-piperidinecarboxylate hydrochlorideAusbeute 70,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A mixture of 1.5 g of 1-amidino-4-piperidinecarboxylic acid hydrochloride and 8.8 g of bis-(p-chlorophenyl)sulfite was stirred at room temperature for 1 hour in a solution of 14 ml of dry dimethylformamide and 7 ml of dry pyridine. The solvent was removed under reduced pressure, and the residue was washed twice with dry ether. Acetone was added to the residue to give crystals. The crystals were washed with ether and then with ethyl acetate and recrystallized from methanol-ether to obtain 1.62 g (yield: 70.4%) of p-chlorophenyl 1-amidino-4-piperidinecarboxylate hydrochloride as colorless crystals having a melting point of 196° to 198° C.

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. washthe residue was washed twice with dry ether
  3. additionAcetone was added to the residue
  4. customto give crystals
  5. washThe crystals were washed with ether
  6. customwith ethyl acetate and recrystallized from methanol-ether

Quellen und Nachweise

ORD-Eintrag
ord-3006300221724cdba5c1c591ffadd2f9
Quelldatensatz
uspto-grants-1984_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04433152

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