- Ethyl 5-bromonicotinate
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- $0.00 / 1KG
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2022-01-27
- CAS:20986-40-7
- Min. Order: 1KG
- Purity: 98.6%
- Supply Ability: 100 tons
- Ethyl 5-bromonicotinate
-
- $0.00 / 1KG
-
2022-01-04
- CAS:20986-40-7
- Min. Order: 1g
- Purity: 98%min
- Supply Ability: 100kgs/month
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| | Ethyl 5-bromonicotinate Basic information |
| | Ethyl 5-bromonicotinate Chemical Properties |
| Melting point | 39-42 °C | | Boiling point | 86-92°C 0,5mm | | density | 1.501±0.06 g/cm3(Predicted) | | Fp | 86-92°C/0.5mm | | storage temp. | Inert atmosphere,2-8°C | | pka | 0.94±0.20(Predicted) | | form | solid | | color | Red/brown | | BRN | 131473 | | InChI | InChI=1S/C8H8BrNO2/c1-2-12-8(11)6-3-7(9)5-10-4-6/h3-5H,2H2,1H3 | | InChIKey | PCPIANOJERKFJI-UHFFFAOYSA-N | | SMILES | C1=NC=C(Br)C=C1C(OCC)=O | | CAS DataBase Reference | 20986-40-7(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 37/39-26-3637/39 | | WGK Germany | WGK 3 | | HazardClass | IRRITANT | | HS Code | 29333990 | | Storage Class | 11 - Combustible Solids |
| | Ethyl 5-bromonicotinate Usage And Synthesis |
| Chemical Properties | white crystal powder | | Uses | Ethyl 5-bromonicotinate is used as a key starting material for the preparation of 5-bromonicotinic acid hydrazide via reaction with a hydrazine hydrate. | | Application | Ethyl 5-bromonicotinate is a carboxylate derivative and can be used as a pharmaceutical intermediate. | | Synthesis | a) Synthesis of ethyl 5-bromonicotinate: Concentrated H2SO4 (9.0 mL) was slowly added dropwise to an ethanol (30.0 mL) suspension of 5-bromonicotinic acid (3.00 g, 14.9 mmol) under stirring, with the dropwise addition time controlled over 5 minutes until a clarified solution was formed. Subsequently, the reaction mixture was heated to reflux for 22 hours. Upon completion of the reaction, it was cooled to room temperature and the reaction was quenched with water (30 mL) and then extracted with dichloromethane (75 mL). The organic layer was washed sequentially with 10% Na2CO3 solution (20 mL) and water (20 mL), dried over anhydrous MgSO4, and concentrated by filtration through a sintered glass funnel to give 2.8 g of ethyl 5-bromonicotinate as a white solid in 82% yield. The structure of the product was confirmed by 1H NMR (CDCl3): δ 9.13 (d, J = 1.7 Hz, 1H), 8.84 (d, J = 2.2 Hz, 1H), 8.42 (m, J = 2.2, 1.7 Hz, 2H), 4.40 (q, J = 7.1 Hz, 2H), 1.43 (t, J = 7.1 Hz, 3H). | | References | [1] Patent: WO2008/151073, 2008, A1. Location in patent: Page/Page column 39-40; 44
[2] Journal of Organic Chemistry, 2001, vol. 66, # 12, p. 4115 - 4121
[3] Patent: US2016/375131, 2016, A1. Location in patent: Paragraph 0080
[4] ACS Combinatorial Science, 2017, vol. 19, # 5, p. 286 - 298
[5] Organic Preparations and Procedures International, 1992, vol. 24, # 2, p. 143 - 146 |
| | Ethyl 5-bromonicotinate Preparation Products And Raw materials |
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