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Ammonia → Mirtazapine

HRID 1265271
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1265271
[CH3:1][N:2]1[CH2:7][CH:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]([C:14]2[N:19]=[CH:18][CH:17]=[CH:16][C:15]=2[CH2:20]O)[CH2:4][CH2:3]1.S(=O)(=O)(O)O.N.[OH-].[Na+]>>[CH3:1][N:2]1[CH2:7][CH:6]2[N:5]([C:14]3[N:19]=[CH:18][CH:17]=[CH:16][C:15]=3[CH2:20][C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=32)[CH2:4][CH2:3]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 4

HCID 222AmmoniaHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 102214352-(4-Methyl-2-phenyl-1-piperazinyl)-3-pyridinemethanol

Produkt 1

HCID 4205MirtazapineAusbeute 80,1 %

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

In a 50 mL three-necked flask equipped with a mechanical stirrer, a condenser and a thermometer 1.8 g of 1-(3-hydroxymethyl pyridyl-2)-4-methyl-2-phenyl-piperazine are added to ˜5 mL of concentrated sulfuric acid that was previously cooled to 10° C. The obtained solution is mixed at room temperature for 4 hours, then heated for one hour to about 50° to 60° C. After cooling, the reaction mass is added to 25 g of ice under mixing and neutralized with a concentrated ammonia solution or sodium hydroxide. The formed precipitate is separated by filtration. The mother liquor is evaporated to dryness under vacuum. Both the formed precipitate and the residue from the mother liquor are each suspended in ˜20 mL of isopropanol. The combined isopropanol extracts are evaporated to dryness. An oil is obtained which contains 1.35 g of mirtazapine (yield 80%).

Aufarbeitung

  1. customIn a 50 mL three-necked flask equipped with a mechanical stirrer, a condenser
  2. additionThe obtained solution is mixed at room temperature for 4 hours
  3. temperatureheated for one hour to about 50° to 60° C
  4. temperatureAfter cooling
  5. additionunder mixing
  6. customThe formed precipitate is separated by filtration
  7. customThe mother liquor is evaporated to dryness under vacuum
  8. customThe combined isopropanol extracts are evaporated to dryness
  9. customAn oil is obtained which

Quellen und Nachweise

ORD-Eintrag
ord-86898aa5ec9f42a5a2125e2a2cc03d0f
Quelldatensatz
uspto-grants-2003_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06545149B2

Notizen zur Reaktion

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