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CAS No. : | 61613-22-7 | MDL No. : | MFCD01851817 |
Formula : | C12H10BrN | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | WAAWAHYRHUWAFM-UHFFFAOYSA-N |
M.W : | 248.12 | Pubchem ID : | 6425787 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-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 n-butyllithium; In tetrahydrofuran; at -68 - 20℃; for 15h;Inert atmosphere; | In a 500 ml three-necked flask that had been degassed and filled with nitrogen, 7.1 g (28 mmol) of 2-bromo-N-phenylaniline was dissolved in anhydrous tetrahydrofuran (200 ml) and then cooled to -68° C. Afterwards, 23 ml (58.5 mmol) of n-butyllithium (2.5 M) was slowly added, and then 5 g (26 mmol) of 4'-cyclopenta[2,1-b:3,4-b']dithiophene-4-one dissolved in anhydrous tetrahydrofuran (40 ml) was added. When the mixture was warmed to room temperature after about 15 hours, the organic layer was separated and extracted with chloroform and water, and then the solvent was removed in vacuo to obtain an intermediate. The intermediate, 2.5 g (26 mmol) of methanesulfonic acid, and 100 ml of chloroform were mixed and then heated at 80° C. for 2 hours. After cooling to room temperature, the organic layer was extracted with dichloromethane and NaHCO3(aq), and then dried with anhydrous magnesium sulfate. Afterwards, the solvent was removed and the residue was purified by column chromatography on silica to give 10H-spiro[acridine-9,4'-cyclopenta[2,1-b:3,4-b']dithiophene] (2.67 g, 40percent). |