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| | ethyl 2,4-dichloropyrimidine-5-carboxylate Basic information |
| Product Name: | ethyl 2,4-dichloropyrimidine-5-carboxylate | | Synonyms: | ethyl 2,4-dichloropyrimidine-5-carboxylate;Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate;2,4-Dichloro-5-pyrimidinecarboxylic acid ethyl ester;2,4-Dichloropyrimidine-5-carboxylic acid ethyl ester;Ethyl 2,4-dichloro-5 pyrimidine carboxylic acid;5-PyriMidinecarboxylic acid, 2,4-dichloro-, ethyl ester;2,4-Dichlo-5-(ethoxycarbonyl)pyrimidine, 2,4-Dichlo-5-(ethoxycarbonyl)-1,3-diazine;2,4-dichloropyriMidine-5-carboxylate | | CAS: | 51940-64-8 | | MF: | C7H6Cl2N2O2 | | MW: | 221.04 | | EINECS: | 257-531-8 | | Product Categories: | pharmacetical;Acids and Derivatives;Heterocycles;Heterocycle-Pyrimidine series | | Mol File: | 51940-64-8.mol |  |
| | ethyl 2,4-dichloropyrimidine-5-carboxylate Chemical Properties |
| Melting point | 36-37℃ | | Boiling point | 145°C/11mmHg(lit.) | | density | 1.433 | | storage temp. | Inert atmosphere,2-8°C | | solubility | Chloroform (Slightly), Methanol (Slightly) | | pka | -4.47±0.29(Predicted) | | form | Powder | | color | White | | Water Solubility | Slightly soluble in water. | | Stability: | Hygroscopic | | InChI | InChI=1S/C7H6Cl2N2O2/c1-2-13-6(12)4-3-10-7(9)11-5(4)8/h3H,2H2,1H3 | | InChIKey | SRJBDGLSCPDXBL-UHFFFAOYSA-N | | SMILES | C1(Cl)=NC=C(C(OCC)=O)C(Cl)=N1 |
| | ethyl 2,4-dichloropyrimidine-5-carboxylate Usage And Synthesis |
| Uses | It's employed as an important intermediate for raw material for organic synthesis, agrochemical, pharmaceutical and dyestuff field | | Synthesis Reference(s) | Journal of the American Chemical Society, 64, p. 794, 1942 DOI: 10.1021/ja01256a016 | | Synthesis | General procedure for the synthesis of ethyl 2,4-dichloro-5-pyrimidinecarboxylate from ethyl 4-hydroxy-2-oxopyrimidine-5-carboxylate: a mixture of 5-carboxyuracil (3.01 g, 16.34 mmol), POCl3 (27 mL), and N,N-diethylaniline (4.5 mL) was stirred and refluxed for 2 hr until 5-carboxyuracil was completely consumed. The reaction mixture was cooled to room temperature and then slowly poured into ice water (50 mL) and extracted with ether (2 x 100 mL). The combined ether layers were washed sequentially with saturated sodium bicarbonate solution and brine. After drying with anhydrous sodium sulfate, it was concentrated under reduced pressure to give the target product ethyl 2,4-dichloro-5-pyrimidinecarboxylate as a brown liquid in quantitative yield (3.6 g).LRMS (M+H+) m/z 221.0. | | References | [1] Patent: US2009/198057, 2009, A1. Location in patent: Page/Page column 18
[2] Patent: US2006/160817, 2006, A1. Location in patent: Page/Page column 83-84
[3] Patent: US2009/264401, 2009, A1. Location in patent: Page/Page column 47
[4] Patent: CN104650045, 2017, B. Location in patent: Paragraph 0058-0060
[5] Patent: WO2011/19405, 2011, A1. Location in patent: Page/Page column 119 |
| | ethyl 2,4-dichloropyrimidine-5-carboxylate Preparation Products And Raw materials |
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