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Water → HCID 20312182, Verbindung

HRID 259379
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 259379
[CH2:1]([N:11]1[C:16]([CH3:17])=[CH:15][C:14]([CH3:18])=[C:13]([C:19]#N)[C:12]1=[O:21])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[OH2:22].S(=O)(=O)(O)[OH:24]>>[CH2:1]([N:11]1[C:16]([CH3:17])=[CH:15][C:14]([CH3:18])=[C:13]([C:19]([OH:24])=[O:22])[C:12]1=[O:21])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 20312200HCID 20312200, Verbindung

Produkt 1

HCID 20312182HCID 20312182, Verbindung

Versuchsvorschrift

1-(n-decyl)-3-cyano-4,6-dimethylpyrid-2-one (94.6 g., 0.33 mole) is dissolved in concentrated sulfuric acid (300 ml.) and crushed ice (90 g.) is slowly added while maintaining the reaction temperature below 75° C. The reaction mixture is then heated on a steam bath for 23 hours. The cooled reaction mixture is poured onto ice (700 g.) and the reaction mixture is diluted to 2300 ml. with water. The solid is collected by filtration and then triturated with dilute sodium hydroxide and filtered. The alkaline filtrate is acidified to pH 1 with concentrated hydrochloric acid. The resulting solid is collected by filtration and vacuum dried to give 1-(n-decyl)-3-carboxy-4,6-dimethylpyrid-2-one, 62.1 g. mp. 67.5°-72° C. The solid when recrystallized from methanol has a mp. of 74°-76.5° C.

Aufarbeitung

  1. additionis slowly added
  2. temperaturewhile maintaining the reaction temperature below 75° C
  3. temperatureThe reaction mixture is then heated on a steam bath for 23 hours
  4. customThe cooled reaction mixture
  5. additionis poured onto ice (700 g.)
  6. additionthe reaction mixture is diluted to 2300 ml
  7. filtrationThe solid is collected by filtration
  8. customtriturated with dilute sodium hydroxide
  9. filtrationfiltered
  10. filtrationThe resulting solid is collected by filtration and vacuum
  11. customdried

Quellen und Nachweise

ORD-Eintrag
ord-9380a77cbfaf46fea14c785989be7297
Quelldatensatz
uspto-grants-1977_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04038065

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