38275-47-7

Basic information

• Product Name: 5-Chloro-2-(methylsulfonyl)pyrimidine
• Synonyms: 5-Chloro-2-(methylsulfonyl)pyrimidine;2-(Methylsulfonyl)-5-chloropyrimidine;5-Chloro-2-methanesulfonylpyrimidine
• CAS NO: 38275-47-7
• Molecular Formula: C₅H₅ClN₂O₂S
• Molecular Weight: 192.6234
• Mol File: 38275-47-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 371.2±34.0 °C(Predicted)
• Appearance: /
• Density: 1.486±0.06 g/cm3(Predicted)
• PKA: -4.78±0.22(Predicted)
• CAS DataBase Reference: 5-Chloro-2-(methylsulfonyl)pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-2-(methylsulfonyl)pyrimidine(38275-47-7)
• EPA Substance Registry System: 5-Chloro-2-(methylsulfonyl)pyrimidine(38275-47-7)

Safety Data

• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 38275-47-7(Hazardous Substances Data)

Usage

Description

5-Chloro-2-(methylsulfonyl)pyrimidine is a chlorinated pyrimidine derivative with the molecular formula C5H5ClN2O2S, featuring a methylsulfonyl functional group. It serves as a versatile building block in organic synthesis, widely utilized in the pharmaceutical and agricultural industries for the production of various compounds.

Uses

Used in Pharmaceutical Industry:
5-Chloro-2-(methylsulfonyl)pyrimidine is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs. Its unique structure allows it to be a key component in the creation of molecules with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 5-Chloro-2-(methylsulfonyl)pyrimidine is utilized as an intermediate in the synthesis of agrochemicals, playing a crucial role in the development of pesticides and other agricultural chemicals that are essential for crop protection and yield enhancement.
Used in Cancer Treatment Research:
5-Chloro-2-(methylsulfonyl)pyrimidine has been studied for its potential use in the treatment of cancer due to its demonstrated ability to inhibit the growth of certain cancer cell lines. It is explored as a possible therapeutic agent, contributing to advancements in oncology and cancer treatment options.

Upstream product

• 38275-34-2 5-chloro-2-(methylsulfonyl)-4-pyrimidinecarboxylic acid 
• 100-52-7 benzaldehyde 
• 61727-33-1 5-chloro-2-(methylthio)pyrimidine-4-carboxylic acid 
• 38275-42-2 2-methylthio-5-chloropyrimidine 

Downstream Products

• 38275-56-8 5-chloropyrimidine-2-carbonitrile 
• 69033-89-2 5-chloro-2-(4-methoxy-phenylsulfanyl)-pyrimidine 
• 69033-95-0 methyl 2-[2-(5-chloro-2-pyrimidyloxy)-4-chlorophenoxy] propionate 
• 76660-32-7 2-(4-aminophenoxy)-5-chloropyrimidine 
• 1801862-02-1 3-chloro-2-[3-(difluoromethyl)isoxazol-5-yl]phenyl 5-chloropyrimidin-2-yl ether 

Relevant articles and documents

PROCESS FOR SYNTHESIS OF A 2-THIOALKYL PYRIMIDINE

A method for preparing a compound of Formula 1 and compounds therefrom, comprising treating a compound of Formula 2 with a compound of Formula 3 and reacting the resulting intermediate of Formula 4 with a compound of Formula 5 (or a salt thereof). The compound of Formula 1, prepared by the above method, can be used to prepare a compound of Formula 8 wherein R2, R3, R4, m and r are as defined in the specification.

INHIBITORS OF THE RENAL OUTER MEDULLARY POTASSIUM CHANNEL

The present invention provides compounds of Formula I and the pharmaceutically acceptable salts thereof, which are inhibitors of the ROMK (Kir1.1) channel. The compounds may be used as diuretic and/or natriuretic agents and for the therapy and prophylaxis of medical conditions including cardiovascular diseases such as hypertension, heart failure and chronic kidney disease and conditions associated with excessive salt and water retention.

Decarboxylation in the synthesis of 4-alkyl-, 4-alkenyl- and 4-acylpyrimidines

Decarboxylation of allylic esters of 4-carboxypyrimidines in toluene at 111°C in the presence of a Pd(0) catalyst, gives a mixture of a 4-alkenylpyrimidine and a pyrimidine unsubstituted in the 4-position. If the decarboxylation is carried out in the presence of benzaldehyde, then benzaldehyde is added to the 4-position. Decarboxylation of 4-carboxypyrimidines in the presence of different electrophiles, results in incorporation of the electrophile into the 4-position together with a pyrimidine unsubstituted in the 4-position. Use of microwave irradiation enhances the rate of the decarboxylations.