ChemicalBook CAS DataBase List NSC46839

NSC46839 synthesis

5synthesis methods

Product Name:NSC46839
CAS Number:14700-62-0
Molecular formula:C10H10N2
Molecular Weight:158.2

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61491-92-7 Synthesis

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Yield:-

Reaction Conditions:

with hydrogenchloride;sodium hydrogencarbonate in tetrahydrofuran;hexane;

Steps:

I 2-BUTYLIMIDAZOLE

1-Dimethylaminomethylimidazole (5.0 g, 40 mmol.) was stirred in 80 mL of tetrahydrofuran under argon at -78° C. and 20 mL (48 mmol.) of 2.4 M n-butyllithium in hexane was added dropwise. After 1 hour, 8.8 g (48 mmol.) of 1-iodobutane was added and the mixture was stirred 1 hour at -78° C. before removing the cooling bath and stirring overnight. The reaction was made acidic by adding 60 mL of 2N hydrochloric acid and the organic solvents were evaporated at reduced pressure. Solid NaHCO₃ was added to the aqueous residue before extracting the mixture with methylene chloride. The extracts were dried (MgSO₄) and evaporated at reduced pressure to give an oil. Kugelrohr distillation at 0.1 mm and 125°-120° C., gave 2.1 g (43%) of product. The following imidazoles were prepared by an analogous method. 2-Isobutylimidazole (mp 125°-126° C.), 2-Benzylimidazole (mp 123°-124.5° C.).

References:

US5039691,1991,A