Pyridine → 1-(5-Methyl-4-phenyl-4H-1,2,4-triazol-3-yl)piperazine

HRID 892986Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 892986
Br[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:5]([CH3:13])=[N:4][N:3]=1.[NH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.N1C=CC=CC=1>CO.C(Cl)Cl>[CH3:13][C:5]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:2]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)=[N:3][N:4]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 4837PiperazineHCID 12217059HCID 12217059, Verbindung

Produkt 1

HCID 224187621-(5-Methyl-4-phenyl-4H-1,2,4-triazol-3-yl)piperazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21226129Dichloromethane methanolLösungsmittel

Versuchsvorschrift

A mixture of 3-bromo-5-methyl-4-phenyl-4H-1,2,4-triazole (4.16 g), 15.07 g of piperazine and 20 ml of pyridine is stirred at 100° under nitrogen for 22 h. The reaction is monitored by TLC (8% methanol/methylene chloride) and after this period of time no change occurs. The mixture is subsequently placed in a Parr bomb and heated in an oil bath at 180° for 24 h. Bomb pressure increases by 40 psi. The mixture is worked up by partitioning between chloroform and water. The organic phase is washed with saturated aqueous sodium bicarbonate (2×) and with saline (2×), dried over sodium sulfate and concentrated to a solid, the product is recrystallized in ethyl acetate, MS [M+H]+ 243.1484

Aufarbeitung

  1. temperatureheated in an oil bath at 180° for 24 h
  2. temperatureincreases by 40 psi
  3. customby partitioning between chloroform and water
  4. washThe organic phase is washed with saturated aqueous sodium bicarbonate (2×) and with saline (2×)
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated to a solid
  7. customthe product is recrystallized in ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-2b83b1e9e4414bfeb8a748b76fe69321
Quelldatensatz
uspto-grants-1992_06
Patentnummer
US05120843

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