2,3-DICYANO-1,4-NAPHTHOQUINONE synthesis
- Product Name:2,3-DICYANO-1,4-NAPHTHOQUINONE
- CAS Number:1018-78-6
- Molecular formula:C12H4N2O2
- Molecular Weight:208.17
Yield:1018-78-6 35%
Reaction Conditions:
Stage #1: 2,3-Dichloro-1,4-naphthoquinone;sodium cyanide in ethanol;water at 20; for 3 h;
Stage #2: with acetic acid at 100;
Steps:
1.11. 2,3-Dicyano-1,4-naphthoquinone (A9)
The product was synthesized according to Budni et al.[6]. A solution of sodium cyanide (1.33 g,20.5 mmol) in water (6 mL) was added to a solution of 2,3-dichloro-1,4-naphthoquinone (1.00 g,4.4 mmol) in ethanol (17 mL) in a rate that the temperature did not exceed 40 °C. The mixture wasstirred at room temperature for 3 h and then acidified with cold, concentrated hydrochloric acid topH=1. The resulting solid was filtered, washed with water and dried under reduced pressure. Thecrude product was suspended in acetic acid (10 mL) and heated to 100 °C. While heating, 30 % nitricacid (1.5 mL) was added. Addition of ice to the cold solution and collection of the precipitate affordedthe desired product (319 mg, 1.53 mmol, 35 %) as a yellow solid.
References:
Barthels, Fabian;Distler, Ute;Engel, Volker;Engels, Bernd;Hellmich, Ute A.;Johe, Patrick;Klein, Philipp;Le, Thien Anh;Opatz, Till;Schirmeister, Tanja;Schmid, Paul;Tenzer, Stefan;Wagner, Annika [Molecules,2020,vol. 25,# 9] Location in patent:supporting information
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