3,6-dichloropyrazine-2-carbonitrile
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3,6-dichloropyrazine-2-carbonitrile
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CAS No:
356783-16-9
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Formula:
C5HCl2N3
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Chemical Name:
3,6-dichloropyrazine-2-carbonitrile
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Synonyms:
,6-Dichloropyrazine-2-carbonitrile;3,6-dichloropyrazine-2-carbonitrile;2-Pyrazinecarbonitrile, 3,6-dichloro-;3,6-Dichloro-2-pyrazinecarbonitrile
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CAS No:
3,6-dichloropyrazine-2-carbonitrile Basic Attributes
173.98754
172.954758
-0
DTXSID60627393
2933990090
3,6-dichloropyrazine-2-carbonitrile Use and Manufacturing
1.46 g of 1.4-dioxopyrazinamide (2) and chlorobenzene 5 mL, three12.1g of phosphorus oxychloride was uniformly mixed, heated to 50° C., stirred for 50 minutes, warmed to 70° C. for 1 hour, cooled to room temperature, added pyridine 1.52 g, and heated to 110° C. for 8 hours. TLC showed that the reaction was complete. The mixture was evaporated to dryness under reduced pressure, washed with ice water (5 mL) and extracted with ethyl acetate (10 mL*3). The organic phases were combined and washed with saturated brine twice. The organic phase was dried over anhydrous sodium sulfate and filtered. The filtrate was evaporated to dryness under reduced pressure. Chromatographic purification, separation and vacuum drying gave the pale yellow solid 3, 6-dichloro-2-cyanopyrazine (3) 1.45 g, yield 52.55percent1.20 g of 1, 4-dioxopyrazinamide (2)Add to the re-steamed24.53 g of phosphorus oxychloride was mixed evenly, 50 stirring 50min, the temperature to 70 reaction 1h, Cooled to room temperature, then add 4.86g triethylamine, add the temperature to 96 ° C, reflux reaction 6h, TLC showed the reaction was completed, dried under reduced pressure, dried in 10 mL of ice water and extracted with ethyl acetate (15 mL * 3). The organic phase was washed twice with saturated brine and the organic phase was dried over anhydrous sodium sulfate and filtered.The filtrate was dried under reduced pressure and purified by column chromatography and dried by vacuum to give 3.14 g of a pale yellow solid 3, 6-dichloro-2-cyanopyrazine (3), a yield of 45.15percent and a melting point of 90-91 ° C.
Computed Properties
Molecular Weight:173.98
XLogP3:1.9
Hydrogen Bond Acceptor Count:3
Exact Mass:172.9547524
Monoisotopic Mass:172.9547524
Topological Polar Surface Area:49.6
Heavy Atom Count:10
Complexity:164
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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3,6-dichloropyrazine-2-carbonitrile
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