Toluene → HCID 178483213, Verbindung

HRID 485384Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 485384
[CH3:1][N:2]([CH2:4][C:5]1[CH:6]=[C:7]([CH:14]=[CH:15][CH:16]=1)[O:8][CH2:9][CH2:10][CH2:11][CH:12]=O)[CH3:3].[C:17]1([C:23]2[N:27]=[C:26]([NH2:28])[N:25](C)[N:24]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[C:30]1(C)C=CC=CC=1>>[CH3:1][N:2]([CH2:4][C:5]1[CH:6]=[C:7]([CH:14]=[CH:15][CH:16]=1)[O:8][CH2:9][CH2:10][CH2:11][CH2:12][NH:28][C:26]1[NH:25][N:24]=[C:23]([CH2:17][C:22]2[CH:30]=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:27]=1)[CH3:3]

Komponenten

4

Edukt 3

HCID 1140TolueneHCID 125813071-methyl-3-phenyl-1H-1,2,4-triazol-5-amineHCID 20270275HCID 20270275, Verbindung

Produkt 1

HCID 178483213HCID 178483213, Verbindung

Versuchsvorschrift

A solution of 4-[3-[(dimethylamino)methyl]phenoxy]butanal (0.5 g) and 3-phenyl methyl-1H-1,2,4-triazole-5-amine (0.39 g) in dry toluene (60 ml) was heated under reflux during 3 h. The solvent was evaporated and replaced with methanol (50 ml). Sodium borohydride (0.4 g) was added and the mixture was stirred at 20° during 2 h. The methanol was evaporated and the residue partitioned between water and ethyl acetate. The organic extract was evaporated and the residue was purified by column chromatography to give the title compound, which crystallised from a mixture of ethyl acetate and cyclohexane as pale yellow crystals (0.09 g) m.p. 131°-3°; tlc system A,Rf 0.6.

Aufarbeitung

  1. temperatureunder reflux during 3 h
  2. customThe solvent was evaporated
  3. additionSodium borohydride (0.4 g) was added
  4. customThe methanol was evaporated
  5. customthe residue partitioned between water and ethyl acetate
  6. extractionThe organic extract
  7. customwas evaporated
  8. customthe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-792de627416c41c5b13218234da18c6c
Quelldatensatz
uspto-grants-1985_08
Patentnummer
US04536508

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