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ChemicalBook--->CAS DataBase List--->40155-42-8

40155-42-8

40155-42-8 Structure

40155-42-8 Structure
IdentificationBack Directory
[Name]

5-METHOXYPYRAZINE-2-CARBOXYLIC ACID
[CAS]

40155-42-8
[Synonyms]

5-Methoxypyrazine-2-carboxylic
5-Methoxy-pyrazinecarboxylic acid
5-METHOXYPYRAZINE-2-CARBOXYLIC ACID
Pyrazinecarboxylic acid, 5-methoxy-
2-Pyrazinecarboxylicacid, 5-Methoxy-
5-Methoxypyrazine-2-carboxylic acid 95%
2-Carboxy-5-methoxypyrazine, 2-Carboxy-5-methoxy-1,4-diazine
[Molecular Formula]

C6H6N2O3
[MDL Number]

MFCD10697773
[MOL File]

40155-42-8.mol
[Molecular Weight]

154.12
Chemical PropertiesBack Directory
[Melting point ]

197.5-199.5℃
[Boiling point ]

296.8±35.0 °C(Predicted)
[density ]

1.371±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,2-8°C
[form ]

Solid
[pka]

3.18±0.10(Predicted)
[color ]

Light yellow to Brown to Dark green
[InChI]

InChI=1S/C6H6N2O3/c1-11-5-3-7-4(2-8-5)6(9)10/h2-3H,1H3,(H,9,10)
[InChIKey]

YVGVOPNUEFTVQO-UHFFFAOYSA-N
[SMILES]

C1(C(O)=O)=NC=C(OC)N=C1
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

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

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

5-METHOXYPYRAZINE-2-CARBOXYLIC ACID(40155-42-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

Sodium Methoxide

124-41-4

5-CHLORO-PYRAZINE-2-CARBOXYLIC ACID

36070-80-1

5-METHOXYPYRAZINE-2-CARBOXYLIC ACID

40155-42-8

Step 2: Preparation of 5-methoxypyrazine-2-carboxylic acid To a solution of 5-chloropyrazine-2-carboxylic acid (7 g, 44.15 mmol) in methanol (55 mL) was added concentrated sulfuric acid (0.4 mL) and heated to reflux for 4 hours at 65 °C. Upon completion of the reaction, the reaction mixture was cooled to room temperature and diluted with methanol (15 mL). Subsequently, a methanolic solution of sodium methanolate (8.58 g, 158.94 mmol, 35 mL) was slowly added and the reaction mixture was stirred for 30 min at room temperature. Next, a 30 mL aqueous solution of sodium hydroxide (2.825 g, 70.643 mmol) was added to the reaction mixture, followed by 40 mL of water. The reaction mixture was heated at 40 °C for 1 h, followed by concentration under reduced pressure to remove methanol. The residue was diluted with water and the pH was adjusted to 2-3 with 38% aqueous hydrochloric acid and then extracted with ethyl acetate (600 mL x 3). The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 5-methoxypyrazine-2-carboxylic acid (6.43 g, 94% yield) as an orange solid. Mass spectrometry analysis: calculated value [M + H]+: 155.04; measured value [M + H]+: 155.1.

[References]

[1] Patent: WO2015/48507, 2015, A1. Location in patent: Paragraph 0171
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