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Ammonia → Mirtazapine

HRID 1369130
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HRID 1369130 반응식
[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
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참가 물질

5

반응물 4

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

생성물 1

HCID 4205Mirtazapine수율 80.1%

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온도
10 °C

실험 절차

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 600° 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%).

후처리

  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 600° 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

출처 및 근거

ORD 기록
ord-033fb3941b354836b716fcda54d1053b
출처 데이터셋
uspto-grants-2003_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06576764B2

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