88398-82-7

Basic information

• Product Name: 1H-Pyrazole-4-carboxylic acid, 5-(chlorosulfonyl)-1-methyl-, ethyl ester
• Synonyms: S647;ethyl 1-methyl-5-chlorosulfonylpyrazole-4-carboxylate;4-ethoxycarbonyl-1-methylpyrazole-5-sulfonylchloride;1-Methyl-4-ethoxy carbonyl pyrazole-5-sulfonyl chloride
• CAS NO: 88398-82-7
• Molecular Formula: C7H9ClN2O4S
• Molecular Weight: 252.678
• Mol File: 88398-82-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 95-97 °C(Press: 1 Torr)
• Density: 1.54±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 1H-Pyrazole-4-carboxylic acid, 5-(chlorosulfonyl)-1-methyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole-4-carboxylic acid, 5-(chlorosulfonyl)-1-methyl-, ethyl ester(88398-82-7)
• EPA Substance Registry System: 1H-Pyrazole-4-carboxylic acid, 5-(chlorosulfonyl)-1-methyl-, ethyl ester(88398-82-7)

Safety Data

• Hazardous Substances Data: 88398-82-7(Hazardous Substances Data)

Usage

General Description

1H-Pyrazole-4-carboxylic acid, 5-(chlorosulfonyl)-1-methyl-, ethyl ester is a chemical compound used in the synthesis of various biologically active molecules and pharmaceuticals. It is a derivative of pyrazole, a five-membered aromatic heterocyclic compound, and contains a chlorosulfonyl group, as well as a methyl and ethyl ester groups. 1H-Pyrazole-4-carboxylic acid, 5-(chlorosulfonyl)-1-methyl-, ethyl ester is commonly used in organic chemistry as a reagent for introducing the chlorosulfonyl functional group into other molecules, which can then be further modified for specific applications. Additionally, this compound can be used as a building block for the synthesis of new drug candidates and other biologically active compounds. Due to its functional groups and reactivity, 1H-Pyrazole-4-carboxylic acid, 5-(chlorosulfonyl)-1-methyl-, ethyl ester has the potential to be used in a variety of research and industrial applications.

Upstream product

• 88398-78-1 1-methyl-5-hydroxypyrazol-4-carboxylic acid ethyl ester 
• 85290-80-8 ethyl 1-methylpyrazole-4-carboxylate 
• 31037-02-2 ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate 

Downstream Products

• 93697-74-6 pyrazolsulfuron-ethyl 
• 93621-36-4 4-Hydroxy-2,7-dimethyl-1,1-dioxo-2,7-dihydro-1H-1λ⁶-pyrazolo[4,3-e][1,2]thiazine-3-carboxylic acid phenylamide 
• 88398-81-6 ethyl 1-methyl-5-sulfamoyl-1H-pyrazole-4-carboxylate 

Relevant articles and documents

Synthesis method of pyrazosulfuron-ethyl intermediate 4-ethoxycarbonyl-5-sulfamine-1-methylpyrazole

The invention discloses a synthesis method of a pyrazosulfuron-ethyl intermediate 4-ethoxycarbonyl-5-sulfamine-1-methylpyrazole. The method comprises the following steps: (1) performing condensation reaction on 4-ethoxycarbonyl-5-hydroxyl-1-methylpyrazole and dimethylthiocarbamoyl chloride to obtain 4-ethoxycarbonyl-5-dimethylthio carbamoyl oxy-1-methylpyrazole; (2) performing transposition rearrangement reaction on the 4-ethoxycarbonyl-5-dimethylthio carbamoyl oxy-1-methylpyrazole to obtain 4-ethoxycarbonyl-5-dimethyl carbamoyl sulfenyl-1-methylpyrazole; (3) performing chlorosulfonation reaction on the 4-ethoxycarbonyl-5-dimethyl carbamoyl sulfenyl-1-methylpyrazole and chlorine to obtain 4-ethoxycarbonyl-5-sulfonyl chloride-1-methylpyrazole; (4) performing ammoniation reaction on the 4-ethoxycarbonyl-5-sulfonyl chloride-1-methylpyrazole and ammonium hydroxide to obtain the 4-ethoxycarbonyl-5-sulfamine-1-methylpyrazole. The method is less in environment pollution, particularly high in product purity, and high in total yield.

Process for the preparation of sulfonylurea derivatives and intermediates for this process

The present invention relates to a novel process for preparing sulfonylurea derivatives of formula (I) in a high purity and a high yield characterized in that a sulfonylchloride of formula (V) is reacted with 2-amino-4,6-dimethoxypyrimidine of formula (VII) in the presence of a metal cyanate and an organic base catalyst or a compound of formula (VIII) is reacted with 2-amino-4,6-dimethoxypyrimidine of formula (VII): wherein R1 represents hydrogen, C1-C4 alkyl or phenyl, R2 represents hydrogen, C1-C4 alkyl, allyl or propargyl and R3 represents hydrogen, methyl, ethyl or phenyl, and to a process for preparing the sulfonylchloride compound of formula (V) above and the compound of formula (VIII) above, both of which are useful as an intermediate compound for preparing the sulfonylurea derivative of formula (I) and to a novel intermediate compound of formula (VIII) as defined above.

Synthesis of some pyrazolo[4,3-e][1,2]- and thiazolo[4,5-e][1,2]thiazine 1,1-dioxide derivatives

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