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CAS No. : | 628-21-7 | MDL No. : | MFCD00001099 |
Formula : | C4H8I2 | Boiling Point : | - |
Linear Structure Formula : | I(CH2)4I | InChI Key : | ROUYUBHVBIKMQO-UHFFFAOYSA-N |
M.W : | 309.92 | Pubchem ID : | 12337 |
Synonyms : |
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Chemical Name : | 1,4-Diiodobutane |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; | A 245 mg portion of potassium carbonate was added to 300 mg of 2-(1-piperazinyl)benzoxazole which had been dissolved in 5 ml of DMF, and the reaction was carried out for 30 minutes. Under cooling with ice, 0.23 ml of 1,4-diiodobutane was added to the resulting solution, and the reaction was carried out for 1 hour at the same temperature and then for 2 hours at room temperature. The reaction solution was concentrated under a reduced pressure, and the resulting residue was dissolved in 300 ml of dichloromethane and extracted three times with 100 ml of water. Thereafter, the aqueous layers were combined and lyophilized. By purifying the residue by Diaion HP-20 (Mitsubishi Chemicals), 175 mg of the title compound was obtained. NMR (CD3 OD) δ: 7.39 (1H, d), 7.36 (1H, d), 7.23 (1H, t), 7.12 (1H, t), 4.06 (4H, brs), 3.75 (4H, t), 3.70 (4H, t), 2.28 (4H, brs) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
0.75 g | To a solution of <strong>[197376-47-9]ethyl (6-chloropyridin-3-yl)acetate</strong> (2.4 g) in N,N-dimethylformamide (18 mL) was added sodium hydride (60% in mineral oil, 1.2 g) under ice-cooling, and the mixture was stirred for 40 min. To the reaction mixture was added 1,4-diiodobutane (4.3 mL), and the mixture was stirred at room temperature for 2 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (0.75 g). (1576) MS(ESI+): [M+H]+ 253.8 |