| Identification | More | [Name]
Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate | [CAS]
5909-24-0 | [Synonyms]
2-METHYLTHIO-4-CHLORO-5-ETHOXYCARBONYLPYRIMIDINE
BUTTPARK 45\03-53
ETHYL 4-CHLORO-2-(METHYLSULFANYL)-5-PYRIMIDINECARBOXYLATE
ETHYL 4-CHLORO-2-METHYLTHIO-5-PYRIMIDINECARBOXYLATE
ETHYL 4-CHLORO-2-METHYLTHIOPYRIMIDINE-5-CARBOXYLATE
4-Chloro-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester
ethyl 4-chloro-2-methylthio-5-pyrimidine-carboxyl
SIEHE AV22429
ETHYL 4-CHLORO-2-METHYLTHIO-5-PYRIMIDIN&
4-chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl ester
Ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate 98%
ethyl 2-Methylsulfanyl-4-chloropyrimidine-4-carboxylate
Ethyl 4-chloro-2-methylthiopyrimidine-
4-CHLORO-2-METHYLTHIO-5-PYRIMIDINE-CARBOXYLATE
4-Chloro-(2-methylthio)-5-pyrimidinecarboxylic acid ethyl ester
2-Methylsulfanyl-4-chloropyrimidine-4-carboxylic acid ethyl ester
4-Chloro-2-methane-sulfanylpyrimidine-5-carboxylic Acid Ethyl Ester
NSC 123534
5-Pyrimidinecarboxylic acid, 4-chloro-2-(methylthio)-, ethyl ester
2-(Methylthio)-4-chloropyrimidine-5-carboxylic acid ethyl ester | [EINECS(EC#)]
227-619-0 | [Molecular Formula]
C8H9ClN2O2S | [MDL Number]
MFCD00006085 | [Molecular Weight]
232.69 | [MOL File]
5909-24-0.mol |
| Chemical Properties | Back Directory | [Appearance]
off white to light yellow solid | [Melting point ]
60-63 °C (lit.) | [Boiling point ]
132°C/0.4mmHg(lit.) | [density ]
1.37±0.1 g/cm3(Predicted) | [storage temp. ]
Keep Cold | [solubility ]
Chloroform, Ethyl Acetate | [form ]
Crystalline Powder | [pka]
-2.19±0.29(Predicted) | [color ]
White to light yellow to beige | [Usage]
A pyrimidine derivative as inhibitor of Streptococcus faecium, Lactobacillus casei, and Pediococcus cerevisiae | [Detection Methods]
GC,NMR | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT, KEEP COLD | [HS Code ]
29335900 |
| Hazard Information | Back Directory | [Chemical Properties]
off white to light yellow solid | [Uses]
A pyrimidine derivative as inhibitor of Streptococcus faecium, Lactobacillus casei, and Pediococcus cerevisiae | [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 |
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