Dodecanohydrazide → 1-[N-(2,2,6,6-tetramethyl-4-piperidinyl)oxamoyl]2-dodecanoylhydrazine

HRID 1608861Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1608861
[CH3:1][C:2]1([CH3:18])[CH2:7][CH:6]([NH:8][C:9](=[O:15])[C:10]([O:12]CC)=O)[CH2:5][C:4]([CH3:17])([CH3:16])[NH:3]1.[C:19]([NH:32][NH2:33])(=[O:31])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]>CO>[CH3:18][C:2]1([CH3:1])[CH2:7][CH:6]([NH:8][C:9](=[O:15])[C:10]([NH:33][NH:32][C:19](=[O:31])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[O:12])[CH2:5][C:4]([CH3:16])([CH3:17])[NH:3]1

Komponenten

4

Edukt 2

HCID 219621DodecanohydrazideHCID 11118680ethyl N-(2,2,6,6-tetramethyl-4-piperidinyl)oxamate

Produkt 1

HCID 216652391-[N-(2,2,6,6-tetramethyl-4-piperidinyl)oxamoyl]2-dodecanoylhydrazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

Into a 3-necked 300 ml flask was introduced a 60.9% solution of ethyl N-(2,2,6,6-tetramethyl-4-piperidinyl)oxamate in methanol (21.0 g, 0.05 mole), lauric acid hydrazide (13.5 g) and 150 ml of anhydrous methanol. The flask was equipped with a thermometer, a magnetic stirrer and a Dean Stark trap with a reflux condenser. The reaction mixture was heated to reflux and the methanol was slowly distilled off through the Dean Stark trap. The disappearance of the starting materials and the formation of the products were monitored by liquid chromatography. After 6 hours at reflux and the removal of 110 ml of methanol, the liquid chromatograph scans indicated the reaction was essentially complete. The reaction mixture was filtered hot and the filtrate was stripped to dryness on a rotating evaporator under reduced pressure. The residue was a white powder weighing 16.6 g and had a melting range of 80°-84° C. An infrared scan (nujol mull) of the product contained strong carbonyl bands at 1655, 1580 and 1490 cm-1.

Aufarbeitung

  1. customThe flask was equipped with a thermometer, a magnetic stirrer
  2. temperatureThe reaction mixture was heated
  3. temperatureto reflux
  4. distillationthe methanol was slowly distilled off through the Dean Stark trap
  5. temperatureAfter 6 hours at reflux
  6. customthe removal of 110 ml of methanol
  7. filtrationThe reaction mixture was filtered hot
  8. customthe filtrate was stripped to dryness on a rotating evaporator under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-34be72ec1fe04ed895d0dd3689607002
Quelldatensatz
uspto-grants-1995_03
Patentnummer
US05397821

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