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Sodium Hydroxide → HCID 19018484, Verbindung

HRID 1109979
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1109979
[CH3:1][O:2][C:3]1[N:8]=[C:7]([CH3:9])[N:6]=[C:5]([C:10]([O:12]C)=[O:11])[CH:4]=1.[OH-].[Na+]>O.CO>[CH3:1][O:2][C:3]1[N:8]=[C:7]([CH3:9])[N:6]=[C:5]([C:10]([OH:12])=[O:11])[CH:4]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 19018473Methyl 6-methoxy-2-methylpyrimidine-4-carboxylate

Produkt 1

HCID 19018484HCID 19018484, VerbindungAusbeute 43,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittel2×HCID 962WaterLösungsmittel

Versuchsvorschrift

62.6 g of methyl 6-methoxy-2-methylpyrimidine-4-carboxylate are added to a stirred solution of 14.4 g of sodium hydroxide in 100 ml of water and 350 ml of methanol and stirring is continued until hydrolysis is complete (TLC checking). 200 ml of methanol are added to the reaction mixture, and the sodium salt is filtered off with suction and then washed with methanol/diethyl ether (1:1) on the suction filter. The filter residue (59.3 g; melting point above 265° C.) dried in vacuo at 50° C. is introduced in portions into a solution of 24.5 g of acetyl chloride in 300 ml of methanol. The mixture is then stirred at room temperature for 1/2 h, the solid is filtered off with suction and the filter residue is then washed with abs. methanol. The filtrate is concentrated in vacuo on a rotary evaporator and the residue is dried at high vacuum. 25.1 g of 6-methoxy-2-methylpyrimidine-4-carboxylic acid of melting point 184°-188° C. (dec.) are obtained in this way.

Aufarbeitung

  1. customis continued until hydrolysis
  2. filtrationthe sodium salt is filtered off with suction
  3. washwashed with methanol/diethyl ether (1:1) on the suction
  4. filtrationfilter
  5. customThe filter residue (59.3 g; melting point above 265° C.) dried in vacuo at 50° C.
  6. additionis introduced in portions into a solution of 24.5 g of acetyl chloride in 300 ml of methanol
  7. stirringThe mixture is then stirred at room temperature for 1/2 h
  8. filtrationthe solid is filtered off with suction
  9. washthe filter residue is then washed with abs
  10. concentrationThe filtrate is concentrated in vacuo on a rotary evaporator
  11. customthe residue is dried at high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-5a46970342f343eeb7c119e9e501e0b2
Quelldatensatz
uspto-grants-1994_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05324710

Notizen zur Reaktion

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