ChemicalBook > CAS DataBase List > Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate
Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate
- Product Name
- Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate
- CAS No.
- 5909-24-0
- Chemical Name
- Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate
- Synonyms
- 4-Chloro-5-ethoxycarbonyl-2-methylthiopyrimidine;ethyl 4-chloro-2-methylthio-5-pyrimidine-carboxyl;4-Chloro-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester;NSC 123534;SIEHE AV22429;BUTTPARK 45\03-53;Avanafil Impurity 69;Ethyl4-chloro-2-met...;thio-5-pyrimidinecarboxyL;4-Chloro-2-methylsulfanyl-
- CBNumber
- CB2141204
- Molecular Formula
- C8H9ClN2O2S
- Formula Weight
- 232.69
- MOL File
- 5909-24-0.mol
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Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate Property
- 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)
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Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- 145963
- Product name
- Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate
- Purity
- 98%
- Packaging
- 5g
- Price
- $23.5
- Updated
- 2025/07/31
Sigma-Aldrich
- Product number
- 145963
- Product name
- Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate
- Purity
- 98%
- Packaging
- 25g
- Price
- $93.2
- Updated
- 2025/07/31
TCI Chemical
- Product number
- E0841
- Product name
- Ethyl 4-Chloro-2-(methylthio)pyrimidine-5-carboxylate
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $31
- Updated
- 2025/07/31
TCI Chemical
- Product number
- E0841
- Product name
- Ethyl 4-Chloro-2-(methylthio)pyrimidine-5-carboxylate
- Purity
- >97.0%(GC)
- Packaging
- 25g
- Price
- $95
- Updated
- 2025/07/31
Sigma-Aldrich
- Product number
- 145963
- Product name
- Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate
- Purity
- 98%
- Packaging
- 100g
- Price
- $243.6
- Updated
- 2025/07/31
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Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate Chemical Properties,Usage,Production
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
53554-29-3
5909-24-0
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
Raw materials
Ethanol
Acetic anhydride
Potassium hydroxide
Diethyl ethoxymethylenemalonate
Triethyl orthoformate
Sodium
Phosphorus oxitrichloride
Benzene
2-Methyl-2-thiopseudourea sulfate
Diethyl malonate
Thionyl chloride
Preparation Products
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View Lastest Price from Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate manufacturers
Handan City Zechi trading Co., LTD
- Product
- Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate 5909-24-0
- Price
- US $1.00/g
- Min. Order
- 100g
- Purity
- 99
- Supply Ability
- 1000
- Release date
- 2025-08-11
WUHAN FORTUNA CHEMICAL CO., LTD
- Product
- Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate 5909-24-0
- Price
- US $0.00-0.00/Kg/Drum
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 500 KG
- Release date
- 2021-06-10
Hebei Zhuanglai Chemical Trading Co Ltd
- Product
- Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate 5909-24-0
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-11-12
5909-24-0, Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylateRelated Search:
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