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ChemicalBook CAS DataBase List 6-BROMO-2,3-DICYANONAPHTHALENE
70484-02-5

6-BROMO-2,3-DICYANONAPHTHALENE synthesis

4synthesis methods
-

Yield:-

Reaction Conditions:

with sodium iodide;sodium hydrogen sulphite in N,N-dimethyl-formamide;

Steps:

S.2 Synthesis of 6-bromo-2,3-dicyanonaphthalene

SYNTHESIS EXAMPLE 2 Synthesis of 6-bromo-2,3-dicyanonaphthalene Two hundred grams (0.67 mole) of sodium iodide was added to a solution of 100.2 g (0.2 mole) of 3,4-bis(dibromomethyl)bromobenzene and 27 g (0.346 mole) of fumaronitrile in 800 ml of anhydrous N,N-dimethylformamide, while stirring the solution thoroughly. The resulting mixture was stirred at about 75° C. for about 7 hours in an atmosphere of nitrogen. After completion of the reaction, the reaction mixture was poured into about 4 kg of ice, to which was slowly added sodium hydrogen sulfite until the red colored solution had turned to light yellow. After adding a slightly excessive quantity of sodium hydrogen sulfite and stirring the mixture for a while, it was allowed to stand overnight at room temperature. The light yellow solid precipitated was filtered, and thoroughly washed with water and then with methanol. The light yellow solid thus obtained was recrystallized from acetone/ethanol to obtain 33 g of colorless needle-like crystal. Referring to the analyses mentioned below, it was identified as 6-bromo-2,3-dicycanonaphthalene.

References:

US5484685,1996,A

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