5,6-Dichloro-2,3-dicyanopyrazine manufacturers
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| | 5,6-Dichloro-2,3-dicyanopyrazine Basic information |
| Product Name: | 5,6-Dichloro-2,3-dicyanopyrazine | | Synonyms: | 5,6-DICHLORO-2,3-PYRAZINEDICARBONITRILE;dichlorodicyanopyrazine;5,6-DICHLORO-2,3-DICYANOPYRAZINE 98+%;dichloropyrazine-2,3-dicarbonitrile;2,3-dichloro-5,6-dicyanopyrazine;3-dicyanopyrazine;6-Dichloro-2;5,6-Dichloro-2,3-dicyanopyrazine> | | CAS: | 56413-95-7 | | MF: | C6Cl2N4 | | MW: | 199 | | EINECS: | | | Product Categories: | Chloropyrazines, etc.;Dicyanopyrazines, etc. (Building Blocks for Phthalonitriles & Naphthalonitriles);Functional Materials;Phthalonitriles & Naphthalonitriles;Pyrazines | | Mol File: | 56413-95-7.mol |  |
| | 5,6-Dichloro-2,3-dicyanopyrazine Chemical Properties |
| Melting point | 183 °C | | Boiling point | 324.1±42.0 °C(Predicted) | | density | 1.68±0.1 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | solubility | soluble in Methanol | | form | powder to crystal | | pka | -12.94±0.10(Predicted) | | color | White to Light yellow to Light orange | | InChI | InChI=1S/C6Cl2N4/c7-5-6(8)12-4(2-10)3(1-9)11-5 | | InChIKey | QUFXYBKGILUJHS-UHFFFAOYSA-N | | SMILES | C1(C#N)=NC(Cl)=C(Cl)N=C1C#N |
| RIDADR | 2811 | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 2933998090 |
| | 5,6-Dichloro-2,3-dicyanopyrazine Usage And Synthesis |
| Synthesis | The general procedure for the synthesis of 5,6-dichloropyrazine-2,3-dicarbonitrile from 5,6-dioxo-1,4,5,6-tetrahydropyrazine-2,3-dicarbonitrile is shown in Figure 13. The reaction should be carried out in a fume hood. A magnetically stirred slurry consisting of 8.10 g (0.050 mol) of 5,6-dioxo-1,4,5,6-tetrahydropyrazine-2,3-dicarbonitrile, 4.0 mL of dimethylformamide, and 160 mL of thionyl chloride is heated in a 500 mL round-bottomed flask equipped with 24/40 milled glass fittings under a high efficiency reflux condenser and nitrogen atmosphere. At the beginning of the reaction, the release of SO2 and HCl gas was observed at about 62°C. After about 3.5 h, the solid was completely dissolved and the temperature was raised to 70°C. Upon completion of the reaction, the reaction mixture was cooled to room temperature and subsequently placed in a dry ice/acetone bath to -65°C. The cooled slurry was rapidly filtered through a sintered-glass filter to collect the crystals formed under nitrogen protection. The solids were washed with two 50 mL portions of cold ether and air dried to give 7 g (70% yield) of 2,3-dichloro-5,6-dicyanopyrazine with a melting point of 180-182°C. If the product is darker, it can be carbonated and recrystallized by carbon treatment in 50 mL of chloroform to give 5.5 g of purified product. | | References | [1] Journal of Heterocyclic Chemistry, 1986, vol. 23, p. 1419 - 1421
[2] Patent: US8742107, 2014, B1. Location in patent: Page/Page column 4; 5
[3] Acta Chemica Scandinavica, 1996, vol. 50, # 12, p. 1153 - 1156
[4] Tetrahedron Letters, 2012, vol. 53, # 25, p. 3126 - 3130 |
| | 5,6-Dichloro-2,3-dicyanopyrazine Preparation Products And Raw materials |
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