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| | 5-Bromo-2-chloronicotinic acid Basic information |
| | 5-Bromo-2-chloronicotinic acid Chemical Properties |
| Melting point | 173-176°C | | Boiling point | 345.1±42.0 °C(Predicted) | | density | 1.917±0.06 g/cm3(Predicted) | | storage temp. | Inert atmosphere,2-8°C | | solubility | soluble in Methanol | | form | Solid | | pka | 1.61±0.25(Predicted) | | color | White to Almost white | | InChI | InChI=1S/C6H3BrClNO2/c7-3-1-4(6(10)11)5(8)9-2-3/h1-2H,(H,10,11) | | InChIKey | UKNYSJCAGUXDOQ-UHFFFAOYSA-N | | SMILES | C1(Cl)=NC=C(Br)C=C1C(O)=O | | CAS DataBase Reference | 29241-65-4(CAS DataBase Reference) |
| Hazard Codes | Xi,Xn | | Risk Statements | 36/37/38-22 | | Safety Statements | 26-36/37/39 | | Hazard Note | Irritant/Keep Cold | | HazardClass | IRRITANT, KEEP COLD | | HS Code | 29339900 |
| | 5-Bromo-2-chloronicotinic acid Usage And Synthesis |
| Chemical Properties | Off-white powder | | Synthesis | Step B. Synthesis of 5-bromo-2-chloronicotinic acid. A mixture of 5-bromo-2-hydroxynicotinic acid (32.9 g, 0.151 mol), dichlorosulfoxide (167 mL), and N,N-dimethylformamide (10.5 mL) was heated to reflux for 4 hours at 70°C. The reaction was carried out with the addition of water. Upon completion of the reaction, the mixture was concentrated, cooled to 0°C, and the reaction was quenched by the slow addition of water to give an off-white precipitate. The precipitate was stirred in water for 1 h and subsequently collected by filtration and dried under vacuum to give 5-bromo-2-chloronicotinic acid (35.5 g, 99% yield). The product can be used directly in the subsequent reaction without further purification or can be purified by recrystallization in hot water. Mass spectrum (electrospray ionization): calculated value C6H3BrClNO2, 234.90; measured value m/z, 236.2 [M + H]+. 1H NMR (acetone-d6): δ 8.66 (d, J = 2.5 Hz, 1H), 8.43 (d, J = 2.5 Hz, 1H). | | References | [1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 9, p. 2566 - 2569
[2] Patent: US2006/287292, 2006, A1. Location in patent: Page/Page column 26
[3] European Journal of Organic Chemistry, 2010, # 28, p. 5397 - 5401
[4] Synthetic Communications, 1989, vol. 19, # 3and4, p. 553 - 560
[5] Patent: WO2010/136817, 2010, A1. Location in patent: Page/Page column 113 |
| | 5-Bromo-2-chloronicotinic acid Preparation Products And Raw materials |
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