1-[3-(Dimethylamino)propyl]piperazine → 2-{2-[4-(3-Dimethylaminopropyl)-1-piperazinyl]-5-thiadiazolyl}-1-methyl-5-nitroimidazole

HRID 462236

Reaktionsgleichung

Reaktionsgleichung von HRID 462236
Cl[N:2]1[NH:6][CH:5]=[C:4]([C:7]2[N:8]([CH3:15])[C:9]([N+:12]([O-:14])=[O:13])=[CH:10][N:11]=2)[S:3]1.[CH3:16][N:17]([CH3:27])[CH2:18][CH2:19][CH2:20][N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1>O1CCOCC1>[CH3:27][N:17]([CH3:16])[CH2:18][CH2:19][CH2:20][N:21]1[CH2:22][CH2:23][N:24]([N:2]2[NH:6][CH:5]=[C:4]([C:7]3[N:8]([CH3:15])[C:9]([N+:12]([O-:14])=[O:13])=[CH:10][N:11]=3)[S:3]2)[CH2:25][CH2:26]1

Komponenten

4

Edukt 2

HCID 27362341-[3-(Dimethylamino)propyl]piperazineHCID 21390801HCID 21390801, Verbindung

Produkt 1

HCID 213908032-{2-[4-(3-Dimethylaminopropyl)-1-piperazinyl]-5-thiadiazolyl}-1-methyl-5-nitroimidazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution of 2-(2-chloro-5-thiadiazolyl)-1-methyl-5-nitroimidazole in 200 ml. of dioxane is treated with 5.1 g. of 1-(3-dimethylaminopropyl)piperazine, and the mixture stirred at room temperature for 18 hours. The precipitate is collected, dissolved in 100 ml. of water, made alkaline with sodium hydroxide solution, and then extracted with 500 ml. of chloroform. The chloroform extract is dried and the solvent removed under reduced pressure. The yellow residue is recrystallized from 100 ml. of ethanol to give 2.9 g. of product, melting at 174°-175° C.

Aufarbeitung

  1. customThe precipitate is collected
  2. dissolutiondissolved in 100 ml
  3. extractionextracted with 500 ml
  4. extractionThe chloroform extract
  5. customis dried
  6. customthe solvent removed under reduced pressure
  7. customThe yellow residue is recrystallized from 100 ml
  8. customof ethanol to give 2.9 g

Quellen und Nachweise

ORD-Eintrag
ord-c2bace9bd66849a0a94a28186d1478c3
Quelldatensatz
uspto-grants-1977_12
Patentnummer
US04065567

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