10130-87-7

Basic information

• Product Name: 2-METHOXYBENZENESULFONYL CHLORIDE
• Synonyms: AKOS BB-9465;2-METHOXYBENZENESULFONYL CHLORIDE;5-Methoxybenzenesulfonyl chloride;2-Methoxybenzene-1-sulfonyl chloride;2-(Methyloxy)benzenesulfonyl chloride;2-Methoxyphenylsulfonyl chloride;o-Methoxybenzenesulfonyl chloride
• CAS NO: 10130-87-7
• Molecular Formula: C₇H₇ClO₃S
• Molecular Weight: 206.65
• Mol File: 10130-87-7.mol

Chemical Properties

• Melting Point: 50-54°C
• Boiling Point: 305.1 °C at 760 mmHg
• Flash Point: 138.3 °C
• Appearance: /
• Density: 1.376
• Vapor Pressure: 0.00152mmHg at 25°C
• Refractive Index: 1.535
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: 2-METHOXYBENZENESULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHOXYBENZENESULFONYL CHLORIDE(10130-87-7)
• EPA Substance Registry System: 2-METHOXYBENZENESULFONYL CHLORIDE(10130-87-7)

Safety Data

• Hazard Codes: Xi
• Statements: 34-43
• Safety Statements: 26-36/37/39-36/37
• RIDADR: 3261
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• Hazardous Substances Data: 10130-87-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Methoxybenzenesulfonyl chloride is used as a synthetic intermediate for the preparation of sulfonamide derivatives of thiazolidin-4-ones. These derivatives have potential pharmacological properties and are being evaluated for their therapeutic effects.
Used in Organic Synthesis:
2-Methoxybenzenesulfonyl chloride is used as a reagent in various organic synthesis processes. Its unique functional groups allow it to participate in a range of chemical reactions, making it a valuable component in the synthesis of complex organic molecules.
For example, 5-Bromo-2-methoxybenzenesulfonyl chloride is a specific derivative of 2-Methoxybenzenesulfonyl chloride that is used for the synthesis and pharmacological evaluation of sulfonamide derivatives of thiazolidin-4-ones. This application highlights the importance of 2-Methoxybenzenesulfonyl chloride and its derivatives in the development of new pharmaceutical agents.

InChI:InChI=1/C7H7ClO3S/c1-11-6-4-2-3-5-7(6)12(8,9)10/h2-5H,1H3

Upstream product

• 13165-78-1 ortho-methoxybenzenesulfinic acid 
• 3425-23-8 2-methoxybenzenediazonium chloride 
• 68516-52-9 2-methoxyphenylmagnesium chloride 
• 90-04-0 2-methoxy-phenylamine 
• 578-57-4 2-bromoanisole 
• 100-66-3 methoxybenzene 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 7217-59-6 2-Methoxybenzenethiol 

Downstream Products

• 23038-47-3 1-benzenesulfonyl-2-methoxy-benzene 
• 62533-37-3 N-Cyclohexyl-2-methoxy-benzenesulfonamide 
• 134479-38-2 C₃₂H₃₀N₈O₈S₅ 
• 34256-00-3 4-methoxyphenyl-3-sulfonic acid 
• 107775-84-8 bis-(2-methoxy-phenyl)-sulfone 
• 160878-46-6 2-methoxy-N-phenylbenzenesulfonamide 
• 426819-95-6 1-(2-methoxy-benzenesulfonyl)-2-octyl-4-trityl-piperazine 
• 616884-28-7 N,N-diethyl-2-methoxybenzenesulfonamide 
• 681439-88-3 1-(2-methoxy-benzenesulfonyl)-pyrrolidine 
• 501411-82-1 1-(2-methoxy-benzenesulfonyl)-piperidine 
• 681439-96-3 1-(2-methoxy-benzenesulfonyl)-1H-pyrrole 
• 681439-93-0 (S)-2-(2-Methoxy-benzenesulfonylamino)-3-phenyl-propionic acid methyl ester 
• 681439-90-7 2-methoxy-N-(1-phenyl-ethyl)-benzenesulfonamide 
• 681439-92-9 2-methoxy-N-phenethyl-benzenesulfonamide 

Relevant articles and documents

Sulfonyl halide synthesis by thiol oxyhalogenation using NBS/NCS – iPrOH

A rapid and facile method provides a general route to sulfonyl bromides/chlorides by the oxidation of thiols using NXS – ROH (X?=?Br,Cl, R?=?iPr) as an oxyhalogenation reagent. Control experiments suggest that the alcohol component is the source of oxygen. The proposed method enable the access to structurally diverse sulfonyl bromides and chlorides including challenging examples, inaccessible by other synthetic methods.

Preparation method of 3-acetylindole BRPF1 inhibitor and use of 3-acetylindole BRPF1 inhibitor

The invention relates to a 3-acetylindole compound of a novel structure shown in a formula (I), a pharmaceutically acceptable salt thereof, a prodrug thereof, a hydrate or a solvate thereof, a preparation method of the compound, a pharmaceutical composition containing a therapeutically effective dose of the compound, and use thereof as a protein tyrosine kinase inhibitor, especially as a bromine-containing area PHD zinc finger protein 1 (BRPF1) inhibitor, in the prevention or treatment of disease benefited from the inhibition of BRPF1.

Conversion of thiols into sulfonyl halogenides under aerobic and metal-free conditions

An environmentally benign, metal-free synthesis of sulfonyl chlorides and bromides from thiols in the presence of ammonium nitrate, an aqueous solution of HCl and HBr and oxygen as a terminal oxidant was developed. The reactivity of various substituted thiophenols, benzylic-, aliphatic- and heteroaromatic thiols was examined. Ammonium nitrate served as a source of nitrogen oxides (NO/NO2), which are the crucial players in a redox-catalytic cycle. Sulfonyl chlorides and bromides were isolated without extraction and "filtered" over a short pad of silica gel; the use of solvents was greatly reduced in comparison with traditional isolation and purification. A "one-pot" protocol for the conversion of thiol into sulfonamide is also demonstrated. Scale-up experiments on the preparation of sulfonyl chloride and bromide are shown. A possible reaction pathway is discussed.

Synthesis of aryl sulfonamides via palladium-catalyzed chlorosulfonylation of arylboronic acids

A palladium-catalyzed method for the preparation of sulfonamides is described. The process exhibits significant functional group tolerance and allows for the preparation of a number of arylsulfonyl chlorides and sulfonamides under mild conditions.

Phenylenediamine urotensin-II receptor antagonists and CCR-9 antagonists

The present invention relates to urotensin II receptor antagonists, CCR-9 antagonists, pharmaceutical compositions containing them and their use.

ortho-anisylsulfonyl as a protecting group for secondary amines: Mild Ni0-catalyzed hydrodesulfonylation

A potentially good alternative to the tosyl group (Ts) as a protecting group for amines is N-ortho-anisylsulfonyl (Ans), which is readily cleaved under mild, Ni0-catalyzed reductive conditions (see scheme, acac = acetylacetonate). N-Anisylation of primary amines followed by alkylation and deprotection provides a route to a range of secondary amines.

Process for functionalising a phenolic compound carrying an electron-donating group

The invention concerns a method for functionalizing a phenolic compound bearing an electron-donor group, in said group para position, inter alia a method for the amidoalkylation of a phenolic compound bearing an electron-donor group, and more particularly, a phenolic compound bearing an electron-donor group preferably, in the hydroxyl group ortho position. The method for functionalizing in para position with respect to an electron-donor group carried by a phenolic compound is characterised in that the phenolic compound bearing an electron-donor group is subjected to the following steps: a first step which consists of protecting the hydroxyl group in the form of a sulphonic ester function; a second step which consists in reacting the protected phenolic compound with an electrophilic reagent; optionally, a third step deprotecting the hydroxyl group.

Facile one-pot synthesis of aromatic and heteroaromatic sulfonamides

A series of arene and heteroarene sulfonamides were prepared in one vessel from aryl and heteroaryl bromides via conversion into the corresponding Grignard reagents using either magnesium or isopropylmagnesium chloride and subsequent reaction with sulfur dioxide, sulfuryl chloride, and an amine.

Structure-activity relationships in platelet-activating factor (PAF). 11-From PAF-antagonism to phospholipase A2 inhibition: Syntheses and structure-activity relationships in 1-arylsulfamido-2-alkylpiperazines

1-Benzoyl-2-alkyl piperazines are strong inhibitors of Group I and II secreted PLA2s. An improvement of their activity was obtained by replacing the amide function by a sulfamide and by introduction of electrodonor substituents on the para position of the benzenesulfonyl moiety. Neither the position on one of the carbon of the piperazine ring nor the absolute configuration of this carbon have an effect on the affinity for one or the other group of PLA2, but the lipophilicity remains for these series an essential parameter. In addition structure-activity relationships allow new hypothesis on interaction of these piperazine derivatives with the catalytic site of PLA2s.

N-(?1, 2, 4! triazoloazinyl) benzenesulfonamide and pyridinesulfonamide compounds and their use as herbicides

N-(Triazoloazinyl)arylsulfonamide compounds, such as 2,6-dimethoxy-N-(8-chloro-5-methoxy?1,2,4!-triazolo?1,5-c!pyrimidin-2-yl)benzenesulfonamide, 2-methoxy-4-(trifluoromethyl)-N-(5,8-dimethoxy?1,2,4!-triazolo?1,5-c!pyrimidin-2-yl)pyridine-3-sulfonamide, a