4-Piperidinecarboxylic acid → 1,1'-[Dithiobis(2,1-phenylenecarbonyl)]bis-4-piperidine carboxylic acid

HRID 1378827

Reaktionsgleichung

Reaktionsgleichung von HRID 1378827
[NH:1]1[CH2:9][CH2:8][CH:4]([C:5]([OH:7])=[O:6])[CH2:3][CH2:2]1.[CH3:10][N:11]([Si](C)(C)C)[C:12](=O)[CH3:13].[C:19](Cl)(=[O:37])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[S:26][S:27][C:28]1[CH:36]=[CH:35][CH:34]=[CH:33][C:29]=1[C:30](Cl)=[O:31]>N1C=CC=CC=1.ClCCl>[C:29]1([C:30]([N:11]2[CH2:12][CH2:13][CH:4]([C:5]([OH:7])=[O:6])[CH2:3][CH2:10]2)=[O:31])[CH:33]=[CH:34][CH:35]=[CH:36][C:28]=1[S:27][S:26][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[C:19]([N:1]1[CH2:9][CH2:8][CH:4]([C:5]([OH:7])=[O:6])[CH2:3][CH2:2]1)=[O:37]

Komponenten

6

Edukt 3

HCID 37734-Piperidinecarboxylic acidHCID 81953N-Trimethylsilyl-N-methylacetamideHCID 881642,2'-Dithiodibenzoyl chloride

Produkt 1

HCID 189352891,1'-[Dithiobis(2,1-phenylenecarbonyl)]bis-4-piperidine carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Isonipecotic acid (4-piperidinecarboxylic acid) (0.76 g, 6 mmol), N-methyl-N-trimethylsilylacetamide and 3 drops of pyridine were stirred at room temperature for 2 hours. This suspension was added to a filtered solution of 2,2'-dithiobisbenzoyl chloride (1.0 g, 3.0 mmol) in 15 mL of dichloromethane. The solvent was removed after 18 hours and the residue was triturated with 1N HCl. The acid was decanted and the residue was dissolved in acetonitrile. After standing for 24 hours a precipitate formed. The solid was collected and dried to give 0.56 g of the title compound, mp >250° C.;

Aufarbeitung

  1. customThe solvent was removed after 18 hours
  2. customthe residue was triturated with 1N HCl
  3. customThe acid was decanted
  4. dissolutionthe residue was dissolved in acetonitrile
  5. customa precipitate formed
  6. customThe solid was collected
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-0d109c93fc964be894a549874804caf1
Quelldatensatz
uspto-grants-1997_09
Patentnummer
US05668291

Verknüpfte Notizen

Wird geladen…