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19745-07-4

2,5-Dichloropyrazine

CAS: 19745-07-4

Molecular Formula: C4H2Cl2N2

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19745-07-4 - Names and Identifiers

Name 2,5-Dichloropyrazine
Synonyms NSC 349788
2,5-Dichloroprazine
2,5-Dichloropyrazine
2,5-DICHLOROPYRAZINE
Pyrazine, 2,5-dichloro-
2,5-Dichloro-1,4-diazine
CAS 19745-07-4
InChI InChI=1/C4H2Cl2N2/c5-3-1-7-4(6)2-8-3/h1-2H

19745-07-4 - Physico-chemical Properties

Molecular FormulaC4H2Cl2N2
Molar Mass148.98
Density1.493±0.06 g/cm3(Predicted)
Melting Point0 °C (approx)
Boling Point184.4±35.0 °C(Predicted)
Flash Point81.5°C
Vapor Presure1mmHg at 25°C
AppearanceYellow liquid
pKa-4.23±0.10(Predicted)
Storage Conditionunder inert gas (nitrogen or Argon) at 2-8°C
Refractive Index1.559

19745-07-4 - Risk and Safety

Hazard SymbolsXn - Harmful
Harmful
Risk CodesR22 - Harmful if swallowed
R41 - Risk of serious damage to eyes
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S39 - Wear eye / face protection.
HS Code29339900

19745-07-4 - Reference Information

Application 2,5-dichloropyrazine is a pharmaceutical intermediate that can be chlorinated from pyrazine-2-amine to obtain 5-chloropyrazine-2-amine, and then 2, 5-dichloropyrazine is obtained by diazotization reaction.
Preparation Step 1: Synthesis of 5-chlorpyrazine-2-amine Under nitrogen, NCS(4.2g,30.545mmol) is added to the stirred solution of pyrazine-2-amine (3g,31.545mmol) in anhydrous DCM(30mL), and stirred at 40°C for 2h. The reaction progress was monitored by TLC. After the reaction is complete, DCM is added and washed with water. The organic layers were dried with sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel (100-200 mesh) column chromatography using 20% ethyl acetate in hexane as eluent to obtain 5-chlorpyrazine-2-amine (0.59g,15%) as a yellow solid. Step 2: Synthesis of 5-dichloropyrazine At -10°C, add sodium nitrite aqueous solution (1.1g,15.89mmol) to the stirred solution of 5-chloropyrazine-2-amine (1g,7.751mmol) in concentrated HCl(10mL) within 1h, stir at 0°C for 1h, and then stir at RT for 2h. The reaction progress was monitored by TLC. After the reaction is completed, the reaction material is neutralized in 50% NaOH solution and extracted with DCM. The organic layers were dried with sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel (100-200 mesh) column chromatography using 2% ethyl acetate in hexane as eluent to obtain 2,5-dichloropyrazine (0.59g,15%) as a colorless oil.
Last Update:2024-04-09 15:16:48
19745-07-4
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View History
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