Hydrazinecarboxaldehyde → 5-(4-Bromophenyl)-1H-1,2,4-triazole

HRID 385751

Reaktionsgleichung

Reaktionsgleichung von HRID 385751
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[NH:12])OCC)=[CH:4][CH:3]=1.[NH2:13][NH:14][CH:15]=O>C1(C)C(C)=CC=CC=1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]=[CH:15][NH:14][N:13]=2)=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 12229HydrazinecarboxaldehydeHCID 10466301Ethyl 4-bromobenzene-1-carboximidate

Produkt 1

HCID 469487345-(4-Bromophenyl)-1H-1,2,4-triazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel

Versuchsvorschrift

Into a 1000 mL 3-necked flask, was placed a solution of ethyl 4-bromobenzenecarboximidoate (54.0 g, 237 mmol) in xylene (500 mL) To the mixture was added NH2NHCHO (14.22 g, 237 mmol). The resulting solution was heated to reflux overnight. The reaction mixture was cooled in an ice bath and filtered. The solid was washed with 700 mL of petroleum ether and dried in an oven under reduced pressure to afford 3-(4-bromophenyl)-1H-1,2,4-triazole (crude) as a white solid.

Aufarbeitung

  1. customInto a 1000 mL 3-necked flask, was placed
  2. temperatureThe resulting solution was heated
  3. temperatureto reflux overnight
  4. temperatureThe reaction mixture was cooled in an ice bath
  5. filtrationfiltered
  6. washThe solid was washed with 700 mL of petroleum ether
  7. customdried in an oven under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a6dfce0089d44b1f9ed693d88e2046e9
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367706B2

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