ethyl N-(2,2,6,6-tetramethyl-4-piperidinyl)oxamate → 1-[N-(2,2,6,6-tetramethyl-4-piperidinyl)oxamoyl]-2-[2-(3-hydroxy-4-benzoylphenoxy)ethoxycarbonyl]hydrazine

HRID 1608870Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1608870
[C:1]([O:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:22])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:11]([OH:23])[CH:10]=1)(=[O:4])[NH:2][NH2:3].[CH3:24][C:25]1([CH3:41])[CH2:30][CH:29]([NH:31][C:32](=[O:38])[C:33](OCC)=[O:34])[CH2:28][C:27]([CH3:40])([CH3:39])[NH:26]1>CO>[CH3:24][C:25]1([CH3:41])[CH2:30][CH:29]([NH:31][C:32](=[O:38])[C:33]([NH:3][NH:2][C:1]([O:5][CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15](=[O:22])[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[C:11]([OH:23])[CH:10]=2)=[O:4])=[O:34])[CH2:28][C:27]([CH3:40])([CH3:39])[NH:26]1

Komponenten

4

Edukt 2

HCID 11118680ethyl N-(2,2,6,6-tetramethyl-4-piperidinyl)oxamateHCID 200858112-(3-Hydroxy-4-benzoylphenoxy)ethyl Carbazate

Produkt 1

HCID 200857961-[N-(2,2,6,6-tetramethyl-4-piperidinyl)oxamoyl]-2-[2-(3-hydroxy-4-benzoylphenoxy)ethoxycarbonyl]hydrazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

Into a 100 ml 3-neck flask was added 6.4 grams (0.027 mole) of 2-(3-hydroxy-4-benzoylphenoxy)ethyl carbazate from (A), 8.1 grams (0,027 mole) of a 60% solution of ethyl N-(2,2,6,6-tetramethyl-4-piperidinyl)oxamate and 25 ml of methanol. The flask was equipped with a magnetic stirrer, thermometer and a Dean Stark trap with a reflux condenser. The reaction was heated in an oil bath and the methanol was slowly distilled off through the Dean Stark trap. After the methanol stopped coming over, the reaction was heated one hour, a vacuum was applied to the system to remove any residual methanol and the reaction was heated for another 11/2 hours at 70° C. The reaction was dissolved in 50 ml of hot methanol. The solution was filtered to remove a small amount of insoluble material. The methanol was stripped from the filtrate on a rotating evaporator, leaving 9.4 grams of a yellow crystalline solid. Liquid chromatography indicated the product was about 85-90% pure.

Aufarbeitung

  1. customThe flask was equipped with a magnetic stirrer
  2. temperatureThe reaction was heated in an oil bath
  3. distillationthe methanol was slowly distilled off through the Dean Stark trap
  4. temperaturewas heated one hour
  5. customto remove any residual methanol
  6. dissolutionThe reaction was dissolved in 50 ml of hot methanol
  7. filtrationThe solution was filtered
  8. customto remove a small amount of insoluble material
  9. customThe methanol was stripped from the filtrate on a rotating evaporator

Quellen und Nachweise

ORD-Eintrag
ord-b929e9955cf84ab091583ff19b4bb690
Quelldatensatz
uspto-grants-1995_03
Patentnummer
US05397821

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