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| | Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate Basic information |
| | Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate Chemical Properties |
| Melting point | 60-63 °C (lit.) | | Boiling point | 132°C/0.4mmHg(lit.) | | density | 1.37±0.1 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | Chloroform, Ethyl Acetate | | pka | -2.19±0.29(Predicted) | | form | Crystalline Powder | | color | White to light yellow to beige | | InChI | InChI=1S/C8H9ClN2O2S/c1-3-13-7(12)5-4-10-8(14-2)11-6(5)9/h4H,3H2,1-2H3 | | InChIKey | SNNHLSHDDGJVDM-UHFFFAOYSA-N | | SMILES | C1(SC)=NC=C(C(OCC)=O)C(Cl)=N1 | | CAS DataBase Reference | 5909-24-0(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | Hazard Note | Irritant | | HazardClass | IRRITANT, KEEP COLD | | HS Code | 29339900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate Usage And Synthesis |
| Chemical Properties | off white to light yellow solid | | Uses | A pyrimidine derivative as inhibitor of Streptococcus faecium, Lactobacillus casei, and Pediococcus cerevisiae | | Uses | Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate was used in the synthesis of pyrimidinopyridones, potential inhibitors of the FMS tyrosine kinase. | | Synthesis | General procedure for the synthesis of ethyl 4-chloro-2-methylthiopyrimidine-5-carboxylate from ethyl 4-hydroxy-2-methylthiopyrimidine-5-carboxylate: ethyl 4-hydroxy-2-methylthiopyrimidine-5-carboxylate (30 g, 140 mmol) was placed in a three-necked flask. Thionyl chloride (20 g, 168 mmol) was added slowly. The reaction system was heated to 60 °C and maintained at this temperature for 3 hours. After completion of the reaction, the reaction solution was cooled to 0-5 °C. 100 ml of ice water was slowly added and crystallization was stirred at 0-5°C for 1-2 hours. The solid product was collected by filtration and dried under vacuum at 50 °C to give 30.1 g of white solid product. The yield was 92% and the purity was 99.8% by HPLC. | | References | [1] Patent: CN108101853, 2018, A. Location in patent: Paragraph 0015-0018
[2] Patent: WO2006/71940, 2006, A2. Location in patent: Page/Page column 354
[3] Patent: CN108707141, 2018, A. Location in patent: Paragraph 0027; 0030; 0039; 0048
[4] Patent: US2009/54395, 2009, A1. Location in patent: Page/Page column 45-46
[5] Bioorganic and Medicinal Chemistry Letters, 2000, vol. 10, # 15, p. 1645 - 1648 |
| | Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate Preparation Products And Raw materials |
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