1,4-dihydroxynaphthalene-2,3-dicarbonitrile

Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 210 g (1 mol) of 1,4-dihydroxy-2,3-dicyanonaphthalene, 1 l of DMF and 339 g (2.2 mol) of diethyl sulfate were introduced at room temperature as the initial charge. 304 g (2.2 mol) of potassium carbonate were added with care. The batch was gradually heated to 100° C. and stirred at 100° C. for 6 h. It was then poured onto water and the resulting precipitate was washed with water and dried to leave 231 g of 1,4-diethoxy-2,3-dicyanonaphthalene (theory: 87% ; melting point: 167°-169° C.). initial charge It was then poured onto water the resulting precipitate was washed with water dried

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 21 g (0.1 mol) of 1,4-dihydroxy-2,3-dicyanonaphthalene, 100 ml of dimethyl sulfoxide and 38.5 g (0.25 mol) of diethyl sulfate were introduced at room temperature as the initial charge. 38.6 g (0.28 mol) of potassium carbonate were added with stirring. The batch was then stirred at 100° C. for 10 h and thereafter poured onto ice-water, and the resulting precipitate was washed with water and dried to leave 23.3 g of 1,4-diethoxy-2,3-dicyanonaphthalene (theory: 87%; melting point: 167° C.). initial charge The batch was then stirred at 100° C. for 10 h poured onto ice-water the resulting precipitate was washed with water dried

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 21 g (0.1 mol) of 1,4-dihydroxy-2,3-dicyanonaphthalene, 100 ml of dimethyl sulfoxide and 38.5 g (0.25 mol) of diethyl sulfate were introduced at room temperature as the initial charge. 38.6 g (0.28 mol) of potassium carbonate were added with stirring. The batch was then stirred at 100° C. for 10 h and thereafter poured onto ice-water, and the resulting precipitate was washed with water and dried to leave 23.3 g of 1,4-diethoxy-2,3-dicyanonaphthalene (theory: 87%; melting point: 167° C.). initial charge The batch was then stirred at 100° C. for 10 h poured onto ice-water the resulting precipitate was washed with water dried

Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 42 g (0.2 mol) of 1,4-dihydroxy-2,3-dicyanonaphthalene and 200 ml of N,N-dimethylformamide (DMF) were introduced at room temperature as the initial charge. 55.4 g (0.44 mol) of dimethyl sulfate and 60.8 g (0.44 mol) of potassium carbonate were added. The batch was slowly heated to 100° C. and stirred at that temperature for 8 h. It was then poured onto water, and the resulting precipitate was filtered off with suction, washed With water and dried to leave 30 g of 1,4-dimethoxy-2,3-dicyanonaphthalene (theory: 64%; melting point: 190° C.). initial charge It was then poured onto water the resulting precipitate was filtered off with suction washed With water dried

Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 42 g (0.2 mol) of 1,4-dihydroxy-2,3-dicyanonaphthalene and 200 ml of N,N-dimethylformamide (DMF) were introduced at room temperature as the initial charge. 55.4 g (0.44 mol) of dimethyl sulfate and 60.8 g (0.44 mol) of potassium carbonate were added. The batch was slowly heated to 100° C. and stirred at that temperature for 8 h. It was then poured onto water, and the resulting precipitate was filtered off with suction, washed With water and dried to leave 30 g of 1,4-dimethoxy-2,3-dicyanonaphthalene (theory: 64%; melting point: 190° C.). initial charge It was then poured onto water the resulting precipitate was filtered off with suction washed With water dried

Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 42 g (0.2 mol) of 1,4-dihydroxy-2,3-dicyanonaphthalene and 200 ml of N,N-dimethylformamide (DMF) were introduced at room temperature as the initial charge. 55.4 g (0.44 mol) of dimethyl sulfate and 60.8 g (0.44 mol) of potassium carbonate were added. The batch was slowly heated to 100° C. and stirred at that temperature for 8 h. It was then poured onto water, and the resulting precipitate was filtered off with suction, washed With water and dried to leave 30 g of 1,4-dimethoxy-2,3-dicyanonaphthalene (theory: 64%; melting point: 190° C.). initial charge It was then poured onto water the resulting precipitate was filtered off with suction washed With water dried