Triethylamine → 3-(4-Bromo-3-methylphenyl)-5-methyl-1,2,4-triazole

HRID 1741063Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1741063
[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([NH:8][NH2:9])=O)=[CH:4][C:3]=1[CH3:12].Cl.[C:14](=[NH:19])(OCC)[CH3:15].C(N(CC)CC)C>>[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]2[N:19]=[C:14]([CH3:15])[NH:9][N:8]=2)=[CH:4][C:3]=1[CH3:12]

Komponenten

4

Edukt 3

HCID 8471TriethylamineHCID 2724290Ethanimidic acid, ethyl ester, hydrochloride (1:1)HCID 39058874-Bromo-3-methylbenzohydrazide

Produkt 1

HCID 218338103-(4-Bromo-3-methylphenyl)-5-methyl-1,2,4-triazoleAusbeute 59,5 %

Versuchsvorschrift

4-Bromo-3-methylbenzoic hydrazide (D30, 3.06 g, 13 mmol), ethyl acetimidate hydrochloride (2.48 g, 20 mmol) and triethylamine (5.6 ml, 40 mmol) were stirred at reflux under Ar for 24 h, and then evaporated to dryness. The residue was chromatographed on silica gel, eluting with dichloromethane/ethanol/ammonia (300:8:1). This gave the title compound (1.95 g, 58%) as a white solid.

Aufarbeitung

  1. temperatureat reflux under Ar for 24 h
  2. customevaporated to dryness
  3. customThe residue was chromatographed on silica gel
  4. washeluting with dichloromethane/ethanol/ammonia (300:8:1)

Quellen und Nachweise

ORD-Eintrag
ord-b21d4f72032e4fefbcae8baefd5bd2b4
Quelldatensatz
uspto-grants-1999_10
Patentnummer
US05972951

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