Acridone → 10-[2-(4-Acetyl-1-piperazinyl)ethyl]-9-acridanone

HRID 986250Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 986250
[CH:1]1[C:14]2[C:13](=[O:15])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[NH:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[H-].[Na+].Cl.[C:19]([N:22]1[CH2:27][CH2:26][N:25]([CH2:28][CH2:29]Cl)[CH2:24][CH2:23]1)(=[O:21])[CH3:20]>CN(C)C=O>[C:19]([N:22]1[CH2:27][CH2:26][N:25]([CH2:28][CH2:29][N:6]2[C:5]3[C:14](=[CH:1][CH:2]=[CH:3][CH:4]=3)[C:13](=[O:15])[C:12]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]2=3)[CH2:24][CH2:23]1)(=[O:21])[CH3:20]

Komponenten

5

Edukt 3

HCID 2015AcridoneHCID 24758Sodium hydrideHCID 177503291-Acetyl-4-(2-chloroethyl)piperazine hydrochloride

Produkt 1

HCID 1401488610-[2-(4-Acetyl-1-piperazinyl)ethyl]-9-acridanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 4.5 g of 9-acridanone, 1.1 g of sodium hydride and 100 ml of dimethylformamide is stirred for 0.5 hour, then treated with 5.2 g of 2-(4-acetyl-1-piperazinyl)-ethyl chloride hydrochloride, stirred at 70° for 15 hours and evaporated. The residue is treated with water and extracted with methylene chloride. The extract is washed with water, dried over sodium sulfate and evaporated. By crystallization from ethanol there is obtained 10-[2-(4-acetyl-1-piperazinyl)ethyl]-9-acridanone of melting point 241°-243°.

Aufarbeitung

  1. stirringstirred at 70° for 15 hours
  2. customevaporated
  3. additionThe residue is treated with water
  4. extractionextracted with methylene chloride
  5. washThe extract is washed with water
  6. dry with materialdried over sodium sulfate
  7. customevaporated
  8. customBy crystallization from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-e18c24ce590f481a98ddbe46854e975b
Quelldatensatz
uspto-grants-1987_12
Patentnummer
US04711889

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