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5909-24-0

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5909-24-0 Structure

5909-24-0 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[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
[REACH Registrations]

Active
[HazardClass ]

IRRITANT, KEEP COLD
[HS Code ]

29335900
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Sodium-->Thionyl chloride-->Phosphorus oxitrichloride-->Potassium hydroxide-->Acetic anhydride-->Benzene-->Triethyl orthoformate-->Diethyl malonate-->2-Methyl-2-thiopseudourea sulfate-->Diethyl ethoxymethylenemalonate
[Preparation Products]

4-(ethylaMino)-2-(Methylthio)pyriMidine-5-carbaldehyde-->(4-Chloro-2-methylsulfanyl-pyrimidin-5-yl)-methanol-->5-PyriMidinecarboxylic acid, 4-[[(3-chloro-4-Methoxyphenyl)Methyl]aMino]-2-[(2S)-2-(hydroxyMethyl)- 1-pyrrolidinyl]--->4-Chloro-2-(methylthio)pyrimidine-5-carboxaldehyde-->4-Hydroxy-2-(methylthio)pyrimidine-5-carboxylic acid
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate(5909-24-0).msds
Hazard InformationBack Directory
[Chemical Properties]

off white to light yellow solid
[Uses]

A pyrimidine derivative as inhibitor of Streptococcus faecium, Lactobacillus casei, and Pediococcus cerevisiae
[Synthesis]

1,4-DIHYDRO-2-(METHYLTHIO)-4-OXO-5-PYRIMIDINE-CARBOXYLATE ACID ETHYL ESTER

53554-29-3

Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate

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
Spectrum DetailBack Directory
[Spectrum Detail]

Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate(5909-24-0)MS
Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate(5909-24-0)1HNMR
Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate(5909-24-0)IR1
Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate(5909-24-0)IR2
Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate(5909-24-0)Raman
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

Ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate, 98%(5909-24-0)
[Sigma Aldrich]

5909-24-0(sigmaaldrich)
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