ChemicalBook--->CAS DataBase List--->19745-07-4

19745-07-4

19745-07-4 Structure

19745-07-4 Structure
IdentificationBack Directory
[Name]

2,5-Dichloropyrazine
[CAS]

19745-07-4
[Synonyms]

NSC 349788
2,5-DICHLOROPYRAZINE
Pyrazine, 2,5-dichloro-
2,5-Dichloro-1,4-diazine
2,5-Dichloropyrazine ISO 9001:2015 REACH
[Molecular Formula]

C4H2Cl2N2
[MDL Number]

MFCD04117886
[MOL File]

19745-07-4.mol
[Molecular Weight]

148.98
Chemical PropertiesBack Directory
[Melting point ]

0 °C (approx)
[Boiling point ]

184.4±35.0 °C(Predicted)
[density ]

1.493±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[form ]

liquid
[pka]

-4.23±0.10(Predicted)
[color ]

Colourless
[InChI]

InChI=1S/C4H2Cl2N2/c5-3-1-7-4(6)2-8-3/h1-2H
[InChIKey]

JVSDZAGCHKCSGR-UHFFFAOYSA-N
[SMILES]

C1(Cl)=NC=C(Cl)N=C1
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
[Hazard Codes ]

Xn
[Risk Statements ]

22-41
[Safety Statements ]

26-39
[HS Code ]

29339900
Hazard InformationBack Directory
[Chemical Properties]

Colorless liquid
[Synthesis]

2-Amino-5-chloropyrazine

33332-29-5

2,5-Dichloropyrazine

19745-07-4

Step 2: Synthesis of 2,5-dichloropyrazine To a stirred solution of 5-chloropyrazin-2-amine (1 g, 7.751 mmol) in concentrated hydrochloric acid (10 mL), an aqueous solution of sodium nitrite (1.1 g, 15.89 mmol) was slowly added at -10 °C, and the addition process lasted for 1 hour. After addition, the reaction mixture was stirred at 0 °C for 1 h, and then brought to room temperature and continued stirring for 2 h. The reaction was carried out by thin layer chromatography (TLC). The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was neutralized with 50% sodium hydroxide (NaOH) solution and subsequently extracted with dichloromethane (DCM). The organic layers were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to remove the solvent. The crude product was purified by column chromatography on silica gel (100-200 mesh) to afford 2,5-dichloropyrazine (0.59 g, 15% yield) as a colorless oil using hexane solution containing 2% ethyl acetate as eluent. Mass spectrum (MS): 184.1 [M-1].

[References]

[1] Patent: US2017/291910, 2017, A1. Location in patent: Paragraph 0565-0567
[2] Patent: WO2008/85316, 2008, A1. Location in patent: Page/Page column 53-54
[3] Patent: WO2005/97778, 2005, A1. Location in patent: Page/Page column 15
[4] Patent: WO2004/56369, 2004, A1. Location in patent: Page/Page column 24
[5] Patent: WO2005/123723, 2005, A1. Location in patent: Page/Page column 11-12
Questions And AnswerBack Directory
[Application]

2,5-Dichloropyrazine is a pharmaceutical intermediate that can be obtained by first chlorinating pyrazin-2-amine to obtain 5-chloropyrazin-2-amine, and then by diazotization to obtain 2,5-dichloropyrazine.
Spectrum DetailBack Directory
[Spectrum Detail]

2,5-Dichloropyrazine(19745-07-4)1HNMR
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