Identification | Back Directory | [Name]
(6-CHLOROPYRAZIN-2-YL)ACETIC ACID | [CAS]
930798-25-7 | [Synonyms]
6-chloro-2-Pyrazineacetic acid 2-Pyrazineacetic acid, 6-chloro- (6-CHLOROPYRAZIN-2-YL)ACETIC ACID 2-(6-chloropyrazin-2-yl)acetic acid (6-CHLOROPYRAZIN-2-YL)ACETIC ACID ISO 9001:2015 REACH | [Molecular Formula]
C6H5ClN2O2 | [MDL Number]
MFCD09907855 | [MOL File]
930798-25-7.mol | [Molecular Weight]
172.57 |
Chemical Properties | Back Directory | [Boiling point ]
317.2±37.0 °C(Predicted) | [density ]
1.497±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [pka]
3.50±0.10(Predicted) | [Appearance]
Light brown to brown Solid | [InChI]
InChI=1S/C6H5ClN2O2/c7-5-3-8-2-4(9-5)1-6(10)11/h2-3H,1H2,(H,10,11) | [InChIKey]
GKCGKFUOTLQOGO-UHFFFAOYSA-N | [SMILES]
C1(CC(O)=O)=NC(Cl)=CN=C1 |
Hazard Information | Back Directory | [Synthesis]
Step 2: To a 20L three-necked round-bottomed flask was added deionized water (9L) and sodium hydroxide (900g, 22.50 mol, 3.07 eq.) in batches and stirred well. Under stirring, 1,3-diethyl 2-(6-chloropyrazin-2-yl)malonate (2 kg, 1.00 eq., crude) was added slowly and dropwise while the reaction temperature was controlled to be lower than 10°C. The reaction was carried out at a temperature below 10°C. The reaction was carried out at a temperature below 10°C. After completion of the reaction, the mixture was stirred at room temperature overnight and then cooled to 0°C. The pH of the reaction solution was adjusted to 9-10 with 37% hydrochloric acid and subsequently extracted with ethyl acetate (3 x 2 L). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was washed with petroleum ether (1 x 1.5 L) and methyl tert-butyl ether (1 x 1.5 L), dried again with anhydrous sodium sulfate and concentrated under reduced pressure to give 463.6 g (37% yield) of 2-(6-chloropyrazin-2-yl)acetic acid as a yellow solid. | [References]
[1] Patent: WO2007/35153, 2007, A1. Location in patent: Page/Page column 4-5 [2] Patent: WO2007/35154, 2007, A1. Location in patent: Page/Page column 28-29 [3] Patent: US2015/31674, 2015, A1. Location in patent: Paragraph 0325; 0322 |
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