3,5-Dichloropyrazine-2-carbonitrile

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3,5-Dichloropyrazine-2-carbonitrile Basic information
Uses
Product Name:3,5-Dichloropyrazine-2-carbonitrile
Synonyms:5-dichloropyrazine-2-carbonitrile;3,5-Dichloro-2-pyrazinecarbonitrile;3,5-Dichloropyrazinecarbonitrile;3,5-Dichloropyrazine-2-carbonitrile;2-Cyano-3,5-dichloropyrazine, 2-Cyano-3,5-dichloro-1,4-diazine;2-Cyano-3,5-dichloropyrazine, 2-Cyano-3,5-dichloro-1,4-diazin;2-Pyrazinecarbonitrile, 3,5-dichloro-;3,5-Dichloropyrazine-2-carbonitrile ISO 9001:2015 REACH
CAS:313339-92-3
MF:C5HCl2N3
MW:173.99
EINECS:
Product Categories:
Mol File:313339-92-3.mol
3,5-Dichloropyrazine-2-carbonitrile Structure
3,5-Dichloropyrazine-2-carbonitrile Chemical Properties
Boiling point 277℃
density 1.60
Fp 121℃
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka-8.85±0.10(Predicted)
form solid
color White
InChIInChI=1S/C5HCl2N3/c6-4-2-9-3(1-8)5(7)10-4/h2H
InChIKeySDTCGHLDTSGIRR-UHFFFAOYSA-N
SMILESC1(C#N)=NC=C(Cl)N=C1Cl
Safety Information
HS Code 2933998090
MSDS Information
3,5-Dichloropyrazine-2-carbonitrile Usage And Synthesis
Uses3,5-Dichloropyrazine-2-carboxynitrile is a chemical intermediate.
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
3,5-Dichloropyrazine-2-carbonitrile Preparation Products And Raw materials
Raw materials3,5-Dichloropyrazine-2-carboxamide-->2-Pyrazinecarboxaldehyde, 3,5-dichloro-, oxime, [C(E)]--->trichlorophosphate-->Acetonitrile
Preparation Products1-(3,5-Dichloropyrazin-2-yl)ethanone
Tag:3,5-Dichloropyrazine-2-carbonitrile(313339-92-3) Related Product Information
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