ChemicalBook--->CAS DataBase List--->313339-92-3

313339-92-3

313339-92-3 Structure

313339-92-3 Structure
IdentificationBack Directory
[Name]

3,5-Dichloropyrazine-2-carbonitrile
[CAS]

313339-92-3
[Synonyms]

3,5-Dichloropyrazinecarbonitrile
5-dichloropyrazine-2-carbonitrile
3,5-Dichloro-2-pyrazinecarbonitrile
3,5-Dichloropyrazine-2-carbonitrile
2-Pyrazinecarbonitrile, 3,5-dichloro-
3,5-Dichloropyrazine-2-carbonitrile ISO 9001:2015 REACH
2-Cyano-3,5-dichloropyrazine, 2-Cyano-3,5-dichloro-1,4-diazin
2-Cyano-3,5-dichloropyrazine, 2-Cyano-3,5-dichloro-1,4-diazine
[Molecular Formula]

C5HCl2N3
[MDL Number]

MFCD13193460
[MOL File]

313339-92-3.mol
[Molecular Weight]

173.99
Chemical PropertiesBack Directory
[Boiling point ]

277℃
[density ]

1.60
[Fp ]

121℃
[storage temp. ]

Inert atmosphere,2-8°C
[form ]

solid
[pka]

-8.85±0.10(Predicted)
[color ]

White
[InChI]

InChI=1S/C5HCl2N3/c6-4-2-9-3(1-8)5(7)10-4/h2H
[InChIKey]

SDTCGHLDTSGIRR-UHFFFAOYSA-N
[SMILES]

C1(C#N)=NC=C(Cl)N=C1Cl
Questions And AnswerBack Directory
[Uses]

3,5-Dichloropyrazine-2-carboxynitrile is a chemical intermediate.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[REACH Registrations]

Active
[HS Code ]

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

3,5-Dichloropyrazine-2-carbonitrile(313339-92-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

3,5-DICHLOROPYRAZINE-2-CARBOXAMIDE

312736-50-8

3,5-Dichloropyrazine-2-carbonitrile

313339-92-3

General procedure for the synthesis of 3,5-dichloropyrazine-2-carbonitrile from 3,5-dichloropyrazine-2-carboxamide: To a solution of acetonitrile (100 mL) of 3,5-dichloropyrazine-2-carboxamide (5.0 g, 13.3 mmol) obtained in Preparation Example 13.1 was added phosphorous triclorethylene (6.76 mL, 72.3 mmol), and the reaction was stirred for 4 hr at 80 °C. Upon completion of the reaction, the reaction mixture was diluted with water and subsequently extracted with ethyl acetate and the organic layer was washed with saturated saline. The organic layer was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography (eluent: 20% n-hexane/ethyl acetate) to afford 3,5-dichloropyrazine-2-carbonitrile (2.94 g, 65% yield) as a solid.

[References]

[1] Organic Letters, 2013, vol. 15, # 9, p. 2156 - 2159
[2] Patent: WO2016/6975, 2016, A2. Location in patent: Paragraph 461-463
[3] Patent: KR2016/7347, 2016, A. Location in patent: Paragraph 0359; 0363; 0364; 0365
[4] Patent: WO2018/22992, 2018, A1. Location in patent: Paragraph 0725; 0726
[5] Patent: US2018/72743, 2018, A1. Location in patent: Paragraph 1330-1331
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