2-Bromoethyl ethyl ether

Bromo-2,7-dinitrobenzo / thiophene-5-diazonium-4-oxide, 2878a f 2-Bromoethyl ethyl ether, 1630... 

Chloro benzimidazole N-Methylpiperazine 2-Bromoethyl ethyl ether... 

Methyl-l-piperazinyl)benzimididazole (5.00 g) prepared as above is dissolved in N,N-dimethylformamide (50 ml) and thereto is added sodium hydride (concentration 50%) (1.50 g) at room temperature, and the mixture is stirred for 30 minutes. To the mixture is added 2-bromoethyl ethyl ether (4.00 g), and the mixture is stirred at 70°C for 10 hours. To the reaction mixture is added water (150 ml), and the mixture is extracted with ethyl acetate. The extract is washed with water, dried over anhydrous magnesium sulfate and then concentrated to give a brown oily substance (5.40 g). The brown oily substance is treated with fumaric acid (3.26 g) in hot ethanol. The crude crystals thus obtained are recrystallized from ethyl acetate-ethanol to give l-[2-(ethoxy)ethyl]-2-(4-methyl-l-piperazinyl)benzimidazole 3/2 fumarate (6.31 g) as colorless plates, melting point 167.5°-168.5°C. Elementary analysis for C22H30N4O7 Calcd. (%) C, 57.13 H, 6.54 N, 12.11 Found (%) C, 57.04 H, 6.44 N, 12.02. 

A suspension of bromobis[2,3-butanedione dioximato( 1 -)] (4-rerr-butylpyri-dine)cobalt(III) (2.5 g, 5.0 mmole) (see above) in 20 mL of methanol in a 100 mL, three-necked flask is vigorously stirred under an N2 purge for 10 minutes. While it is stirred and purged with N2, solid sodium tetrahydroborate (0.5 g, 13 mmole) is gradually added in about 0.1-g portions. Upon addition of the sodium tetrahydroborate, the solution becomes warm, shows considerable effervescence due to hydrogen evolution, and becomes homogeneous. The development of the dark blue-black color is characteristic of the reduced Co(I) species. Then 2-bromoethyl ethyl ether (0.56 mL, 5.0 mmole) is added and the solution turns red-brown, indicating the presence of the alkylcobalt(III) species. The reaction mixture is then stirred for 15 minutes. To obtain maximum yields, another 0.25 g of solid sodium tetrahydroborate is added, followed by addition of an extra 0.25 mL of 2-bromoethyl ethyl ether. The reaction mixture is stirred for another 10 minutes. Further additions of sodium tetrahydroborate and 2-bromo-... 

Bisulfites. aqueous solution, n.o.s. 2693 60 2-Bromoethyl Ethyl Ether 2340 27... 

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