Hydrochloric Acid → 1-[3-{4-(diphenylmethyl)piperazin-1-yl}propyl]-3-methyl-2,4(1H,3H)quinazolinedione

HRID 247028Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 247028
Br[CH2:2][CH2:3][CH2:4][N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8](=[O:15])[N:7]([CH3:16])[C:6]1=[O:17].[C:18]1([CH:24]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+].Cl>CO.O.CN(C)C=O>[C:31]1([CH:24]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:25]2[CH2:26][CH2:27][N:28]([CH2:2][CH2:3][CH2:4][N:5]3[C:14]4[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=4)[C:8](=[O:15])[N:7]([CH3:16])[C:6]3=[O:17])[CH2:29][CH2:30]2)[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 70048BenzhydrylpiperazineHCID 136872081-(3-bromopropyl)-3-methyl-2,4(1H)-quinazolinedione

Produkt 1

HCID 134883851-[3-{4-(diphenylmethyl)piperazin-1-yl}propyl]-3-methyl-2,4(1H,3H)quinazolinedione

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 1-(3-bromopropyl)-3-methyl-2,4(1H, 3H)-quinazolinedione (1.68 g), 1-diphenylmethylpiperazine (1.56 g), anhydrous potassium carbonate (2.33 g) and N,N-dimethylformamide (8 ml) was stirred for 3 hours at 60° C. After cooling, water was added to the reaction mixture and then the mixture was extracted twice with chloroform. The chloroform layer was washed with water and with saturated sodium chloride aqueous solution respectively, dried over anhydrous magnesium sulfate and evaporated in vacuo to give an oily residue. This oily residue was dissolved in methanol and then conc.hydrochloric acid solution was dropwise added to the solution to give a crystal, which was collected by filtration, washed with water and dried. This crude crystal was recrystallized from a mixture of methanol and water to give 1-[3-{4-(diphenylmethyl)-piperazin-1-yl}propyl]-3-methyl-2,4(1H, 3H)-quinazolinedione.2HCl.0.5H20 (2.4 g). m.p. 250°-253° C.

Aufarbeitung

  1. temperatureAfter cooling
  2. extractionthe mixture was extracted twice with chloroform
  3. washThe chloroform layer was washed with water and with saturated sodium chloride aqueous solution respectively
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated in vacuo
  6. customto give an oily residue
  7. customto give a crystal, which
  8. filtrationwas collected by filtration
  9. washwashed with water
  10. customdried
  11. customThis crude crystal was recrystallized from a mixture of methanol and water

Quellen und Nachweise

ORD-Eintrag
ord-cd848dfa8db84ac59852d49f3a23ae31
Quelldatensatz
uspto-grants-1987_11
Patentnummer
US04705787

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