138724-53-5

Basic information

• Product Name: 1-(4,6-dimethoxypyrimidin-2-yl)-1-[3-(ethylsulfonyl)pyridin-2-yl]urea
• Synonyms: RimsulfuronImpurity1;N-(4,6-dimethoxy-2-pyrimidinyl;N-(4,6-dimethoxy-2-pyrimidinyl)-N-[3-(ethylsulfonyl)-2-pyridinyl]urea;Urea, N-(4,6-dimethoxy-2-pyrimidinyl)-N-[3-(ethylsulfonyl)-2-pyridinyl]-
• CAS NO: 138724-53-5
• Molecular Formula: C₁₄H₁₇N₅O₅S
• Molecular Weight: 367.38
• Mol File: 138724-53-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 656.8°C at 760 mmHg
• Flash Point: 351°C
• Density: 1.408g/cm³
• Vapor Pressure: 3.99E-17mmHg at 25°C
• Refractive Index: 1.589
• CAS DataBase Reference: 1-(4,6-dimethoxypyrimidin-2-yl)-1-[3-(ethylsulfonyl)pyridin-2-yl]urea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4,6-dimethoxypyrimidin-2-yl)-1-[3-(ethylsulfonyl)pyridin-2-yl]urea(138724-53-5)
• EPA Substance Registry System: 1-(4,6-dimethoxypyrimidin-2-yl)-1-[3-(ethylsulfonyl)pyridin-2-yl]urea(138724-53-5)

Safety Data

• Hazardous Substances Data: 138724-53-5(Hazardous Substances Data)

Usage

Description

1-(4,6-dimethoxypyrimidin-2-yl)-1-[3-(ethylsulfonyl)pyridin-2-yl]urea is a chemical compound with a complex molecular structure. It is characterized by the presence of a urea group, a pyrimidinyl group, and a pyridinyl group, all of which contribute to its unique properties and potential applications.

Uses

Used in Pharmaceutical Industry:
1-(4,6-dimethoxypyrimidin-2-yl)-1-[3-(ethylsulfonyl)pyridin-2-yl]urea is used as a pharmaceutical compound for its potential therapeutic effects. The compound's structure suggests that it may interact with various biological targets, making it a candidate for the development of new drugs.
Used in Pesticide Industry:
1-(4,6-dimethoxypyrimidin-2-yl)-1-[3-(ethylsulfonyl)pyridin-2-yl]urea is used as an impurity in the production of Rimsulfuron (R423500), a pesticide. Its presence in the manufacturing process may affect the overall efficacy and safety of the final product, making it an important consideration in the development and regulation of this pesticide.

Upstream product

• 122931-48-0 rimsulfuron 

Relevant articles and documents

Adsorption and degradation of rimsulfuron on Al hectorite

A study was carried out to examine the interactions between a smectite (hectorite) saturated with Al3+ and a sulfonylurea herbicide, rimsulfuron [N-((4,6-dimethoxypyrimidin-2-yl)aminocarbonyl)-3-(ethylsulfonyl)-2- pyridinesulfonamide]. As rimsulfuron is extremely unstable in water, to evaluate the role of the clay surface in decomposing the herbicide, the experiments were carried out in chloroform solution. The coordination of the C=O group is initially involved in the adsorption as revealed by FT-IR analysis. The adsorbed rimsulfuron decomposes initially into N-(4,6 dimethoxypyrimidin-2-yl)-N-((3-(ethylsulfonyl)-2-pyridinyl)urea (metabolite 367). This metabolite is adsorbed onto a clay surface by coordination of the C=O group and protonation of the pyrimidine ring. Successively, this metabolite decomposes on a clay surface to N-[(3-ethylsulfonyl)-2-pyridinyl]-4,6-dimethoxy-2-pyrimidineamine (metabolite 324). This second metabolite remains adsorbed by protonation of its pyrimidine ring.

Intramolecular and bimolecular nucleophilic substitutions of rimsulfuron sulfonylurea

The sulfonylurea herbicide rimsulfuron 1 (N-((4,6-dimethoxypyrimidin-2-yl)aminocarbonyl)-3-(ethylsulfonyl)-2-pyridinesulfonamide) in aqueous solutions of KOH, NaOH, NH4OH, or dilute HCl, and thermally (rimsulfuron or monomethylated rimsulfuron at the sulfonamide hydrogen) was transformed by SO2 extrusion and intramolecular nucleophilic substitution into 2-(N-(4,6-dimethoxy)pyrimidin-2-yl)amino-3-ethylsulfonylpyridine 3.In mild methanol + HCl conditions, the intermediate rearranged urea N-(4,6-dimethoxypyrimidin-2-yl)-N-(3-(ethylsulfonyl)-2-pyridinyl)urea 2 was isolated.In concentrated hydrochloric acid, rimsulfuron 1 was transformed by bimolecular nucleophilic substitution successively into 2-chloro-3-ethylsulfonylpyridine 6 and 2-hydroxy-3-ethylsulfonylpyridine 4.Sodium sulfite transformed rimsulfuron 1 into a mixture of 2-sodiumsulfonate-3-ethylsulfonylpyridine 7 and amine 3.