ChemicalBook--->CAS DataBase List--->23688-89-3

23688-89-3

23688-89-3 Structure

23688-89-3 Structure
IdentificationBack Directory
[Name]

6-Chloropyrazine-2-carboxylic acid
[CAS]

23688-89-3
[Synonyms]

C90116
6-Chloro-pyrazine-2-acid
2-Chloro-6-carboxypyrazine
2-Carboxy-6-chloropyrazine
6-Chloropyrazine-2-carbox...
2-Chloro-6-pyrazinecarboxylicacid
6-Chloropyrazine-2-carboxylic acid
6-Chloropyrazine-2-carboxylicAcid>
2-Pyrazinecarboxylic acid, 6-chloro-
6-Chloropyrazine-2-carboxylicacid,95%
6-Chloropyrazine-2-carboxylic acid 97%
6-Chloro-pyrazinecarboxylic acid,(8CI,9CI)
6-Chloropyrazine-2-Carboxylic Acid(WX614271)
6-chloro-2-pyrazinecarboxylic acid(SALTDATA: FREE)
6-Chloropyrazine-2-carboxylic acid ISO 9001:2015 REACH
[Molecular Formula]

C5H3ClN2O2
[MDL Number]

MFCD00837871
[MOL File]

23688-89-3.mol
[Molecular Weight]

158.54
Chemical PropertiesBack Directory
[Melting point ]

158-160 °C
[Boiling point ]

323.6±37.0 °C(Predicted)
[density ]

1.579±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[form ]

Solid
[pka]

2.54±0.10(Predicted)
[color ]

Light yellow to Brown
[InChI]

InChI=1S/C5H3ClN2O2/c6-4-2-7-1-3(8-4)5(9)10/h1-2H,(H,9,10)
[InChIKey]

KGGYMBKTQCLOTE-UHFFFAOYSA-N
[SMILES]

C1(C(O)=O)=NC(Cl)=CN=C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[HazardClass ]

IRRITANT
[HS Code ]

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

6-Chloropyrazine-2-carboxylic acid(23688-89-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Chloro-6-pyrazinecarboxylic acid methyl ester

23611-75-8

6-Chloropyrazine-2-carboxylic acid

23688-89-3

General procedure for the synthesis of 6-chloropyrazine-2-carboxylic acid from methyl 6-chloropyrazine-2-carboxylate: 6-chloropyrazine-2-carboxylic acid methyl ester (1.78 g, 10.3 mmol) was dissolved in ethanol (25 mL). 1 M sodium hydroxide solution (25 mL) was added and the reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the mixture was acidified to pH 3 with 1 M aqueous hydrochloric acid solution. subsequently, the reaction mixture was diluted with water (150 mL) and extracted with ethyl acetate (4 × 100 mL). The organic phases were combined, washed with saturated saline (100 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the title compound 6-chloropyrazine-2-carboxylic acid as a white solid (1.54 g, 94% yield). Mass spectrum (DCI/NH3) m/z 176 (M + NH4)+.

[References]

[1] Patent: US2009/281118, 2009, A1. Location in patent: Page/Page column 14
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 21, p. 7678 - 7692
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