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| | ETHYL 4-CHLORO-3-QUINOLINECARBOXYLATE Basic information |
| | ETHYL 4-CHLORO-3-QUINOLINECARBOXYLATE Chemical Properties |
| Melting point | 46-48°C | | Boiling point | 128-129 °C(Press: 0.2 Torr) | | density | 1.286 | | storage temp. | Storage temp. -20°C | | pka | 1.78±0.24(Predicted) | | form | powder to crystal | | color | White to Orange to Green | | InChI | 1S/C12H10ClNO2/c1-2-16-12(15)9-7-14-10-6-4-3-5-8(10)11(9)13/h3-7H,2H2,1H3 | | InChIKey | DWXQUAHMZWZXHP-UHFFFAOYSA-N | | SMILES | CCOC(=O)c1cnc2ccccc2c1Cl | | CAS DataBase Reference | 13720-94-0(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38-36 | | Safety Statements | 26-36/37/39 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 2933499090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2 |
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ALFA
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| | ETHYL 4-CHLORO-3-QUINOLINECARBOXYLATE Usage And Synthesis |
| Uses | Ethyl 4-chloroquinoline-3-carboxylate is used as organic chemical synthesis intermediate. | | Synthesis | Synthesis of ethyl 4-chloroquinoline-3-carboxylate (A2): ethyl 4-hydroxyquinoline-3-carboxylate (A1) (1.5 g, 7 mmol) solid was placed in a reaction vial and phosphorus oxychloride (POCl3) (2.2 g, 1.3 mL, 14 mmol) was added. The reaction mixture was heated at 110 °C for 20 min. Upon completion of the reaction, the mixture was slowly poured into a pre-cooled mixture of aqueous ammonia solution (28-30%) and ice and stirred until a granular solid was formed. The reaction mixture was extracted with ether (3 x 40 mL), the organic layers were combined, dried with anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure to give an oily product. After standing, the product crystallized (1.44 g, 6 mmol, 87% yield) and could be used for subsequent reactions without further purification. | | References | [1] Journal of Medicinal Chemistry, 2006, vol. 49, # 21, p. 6351 - 6363
[2] Patent: WO2005/123686, 2005, A1. Location in patent: Page/Page column 75-76
[3] European Journal of Medicinal Chemistry, 2015, vol. 103, p. 1 - 16
[4] Patent: CN108623589, 2018, A. Location in patent: Paragraph 0142; 0149
[5] Patent: CN108623581, 2018, A. Location in patent: Page/Page column 7 |
| | ETHYL 4-CHLORO-3-QUINOLINECARBOXYLATE Preparation Products And Raw materials |
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