Water → 1,5-bis(4-methoxyphenyl)-1H-1,2,4-triazol-3-yl dimethylcarbamate

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Reaktionsgleichung

[CH3:1][N:2]([CH3:6])[C:3](Cl)=[O:4].[CH3:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[C:19]([C:20]3[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=3)=[N:18][C:17]([OH:28])=[N:16]2)=[CH:11][CH:10]=1.N1C=CC=CC=1.O>ClCCl.C(OCC)(=O)C>[CH3:1][N:2]([CH3:6])[C:3](=[O:4])[O:28][C:17]1[N:18]=[C:19]([C:20]2[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=2)[N:15]([C:12]2[CH:11]=[CH:10][C:9]([O:8][CH3:7])=[CH:14][CH:13]=2)[N:16]=1

Komponenten

Reaktionsbedingungen

Temperatur: 45 °C

Versuchsvorschrift

Dimethylcarbamic chloride was added to a mixture of 1,5-bis(4-methoxyphenyl)-1H-1,2,4-triazol-3-ol (200 mg, 0.673 mmol) and pyridine (0.114 ml, 1.41 mmol) in dichloromethane (5 ml). Then the solution was stirred at 45° C. for 17 hours. Water and ethyl acetate were poured into the mixture and the organic layer was separated, washed with water and brine, and dried over magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography (hexane-ethyl acetate 1:2). The desired product was washed with isopropyl ether to give 1,5-bis(4-methoxyphenyl)-1H-1,2,4-triazol-3-yl dimethylcarbamate. (88 mg, 35.5% yield)

Aufarbeitung

customthe organic layer was separated
washwashed with water and brine
dry with materialdried over magnesium sulfate
customThe solvent was removed under reduced pressure
customThe residue was purified by column chromatography (hexane-ethyl acetate 1:2)
washThe desired product was washed with isopropyl ether

Quellen und Nachweise

ORD-Eintrag: ord-71c7a7418fa64e76b18984a42866d414
Quelldatensatz: uspto-grants-2005_08
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06927230B2

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