1694-92-4

Usage

Uses

Used in Organic Chemistry:
2-Nitrobenzenesulfonyl chloride is used as a reagent for the formation of 2-nitrobenzenesulfonyl derivatives of alcohols and amines, which are important intermediates in the synthesis of various organic compounds.
Used in Selective Cleavage:
It is employed in the selective cleavage with thiophenol, a process that does not involve the displacement of the nitro group, making it a valuable tool in organic synthesis.
Used in Pharmaceutical Industry:
2-Nitrobenzenesulfonyl chloride is used in the preparation of renin inhibitors, which are crucial in the development of medications for treating hypertension and other cardiovascular diseases.
Used as an Anticonvulsant:
In addition to its applications in organic chemistry and the pharmaceutical industry, 2-Nitrobenzenesulfonyl chloride also finds use as an anticonvulsant, helping to control seizures and other neurological conditions.

InChI:InChI=1/C6H4ClNO4S/c7-13(11,12)6-4-2-1-3-5(6)8(9)10/h1-4H

Upstream product

• 1155-00-6 bis(2-nitrophenyl)disulfide 
• 119-66-4 2-nitrobenzenediazonium chloride 
• 7732-18-5 water 
• 7782-50-5 chlorine 
• 7647-01-0 hydrogenchloride 
• 7697-37-2 nitric acid 
• 22057-44-9 1-(benzylsulfanyl)-2-nitrobenzene 
• 7664-93-9 sulfuric acid 
• 98-09-9 benzenesulfonyl chloride 
• 7669-54-7 2-nitrobenzenesulfenyl chloride 
• 3058-47-7 methyl 2-nitrophenyl sulfide 
• 365-33-3 2-nitrobenzenediazonium tetrafluoroborate 
• 88-73-3 2-Chloronitrobenzene 
• 88-74-4 2-nitro-aniline 

Downstream Products

• 173945-01-2 N-(2-nitrophenyl) pyrimidin-2-amine 
• 137127-87-8 2-nitro-benzenesulfonic acid-[2]pyridylamide 
• 103273-91-2 2-nitro-benzenesulfonic acid-(4-methyl-thiazol-2-ylamide) 
• 117561-97-4 N-(2-methoxyphenyl)-2-nitrobenzenesulfonamide 
• 91395-13-0 (2,4-dichlorophenyl)-2-nitrobenzenesulfonamide 
• 63228-66-0 N-(4'-methylphenyl)-2-nitrobenzenesulfonamide 
• 63228-67-1 N-(4-chlorophenyl)-2-nitrobenzenesulfonamide 
• 56519-43-8 2-Nitrophenylsulfonylguanidin 
• 854706-91-5 N,N'-bis-(2-nitro-benzenesulfonyl)-guanidine 
• 100137-30-2 2-nitro-N'-(2-nitrophenyl)benzenesulfonohydrazide 
• 71971-35-2 N-(3,5-dimethyl-isoxazol-4-yl)-2-nitro-benzenesulfonamide 
• 57052-24-1 1L-O⁵-(O⁵-acetyl-O²,O³-cyclohexane-1,1-diyl-β-D-ribofuranosyl)-N¹-benzyloxycarbonyl-O⁶-[2,6-bis-benzyloxycarbonylamino-O³-(2-nitro-benzenesulfonyl)-α-D-2,6-dideoxy-glucopyranosyl]-N³,O⁴-carbonyl-2-deoxy-streptamine 
• 53673-59-9 N-(2-Amino-propyl)-2-nitro-benzenesulfonamide 
• 67591-26-8 (+)-β(4-Acetoxy-3,5-dichlorophenylic)-lactic Acid Methylester O-o-nitrobenzene sulfonate 

Related news

Oxidative Decarboxylation of Arylacetic Acids Mediated by Peroxysulfur Intermediate Generated from 2-Nitrobenzenesulfonyl chloride (cas 1694-92-4) and Superoxide09/25/2019

The oxidative decarboxylation of aryl, α,α-diaryl, or arylalkylacetic acids has been achieved by a 2-nitrobenzenesulfonyl peroxy radical intermediate (I) generated by the reaction of 2-nitrobenzenesulfonyl chloride with potassium superoxide at -20°C in dry acetonitrile.detailed

Relevant academic research and scientific papers

MYELINATION STIMULATOR COMPOUNDS, AND METHODS OF TREATMENT

The invention is directed towards compounds, methods of stimulating myelination, stimulating proliferation of oligodendrocytes (OLs) or stimulating oligodendrocyte precursor cells and methods of treating diseases, disorders or symptoms thereof.

Industrial production method of o-nitrobenzenesulfonyl chloride

The invention discloses an industrial production method of o-nitrobenzenesulfonyl chloride. The method comprises the following steps that o-nitrochlorobenzene and sodium methyl mercaptide are subjected to an etherification reaction, filtering is conducted, an obtained filter cake is subjected to recrystallization, and through centrifugation separation and drying, a dry product of o-nitrobenzene dimethyl sulfide is obtained; the dry product of o-nitrobenzene dimethyl sulfide is subjected to a chlorination reaction in batches to obtain a wet crude product, an appropriate amount of hydrochloric acid is added in a chlorination reaction system, the chlorination reaction is carried out in a hydrophilic organic acid solvent, and the mole ratio of the o-nitrobenzene dimethyl sulfide to water during the chlorination reaction is 1:(5-15); a finished product of o-nitrobenzenesulfonyl chloride is obtained through refining and drying. Through HPLC detection, the content of the o-nitrobenzenesulfonyl chloride synthesized by means of the method is 98-98.5%; the yield is 0.72-0.75, the acquisition rate is 0.97 or above, the turbidity (ppm) is 1.5-2, and the melting point is 66-67 DEG C. By adopting the hydrophilic organic acid solvent, the problems about large-scale production discharging, yield and quality are solved, and meanwhile the purposes of mixed application and post-treatment separation of large-scale production water-soluble solvents are achieved.

Pharmaceutical intermediates in the synthesis of ortho-nitrophenyl-sulfonyl chloride (by machine translation)

This invention relates to pharmaceutical intermediates in the synthesis of ortho-nitrophenyl-sulfonyl chloride method, comprises the following steps: in the reaction container by adding 5 - hydroxy - 6 - methyl nitrobenzene - sulfur, potassium chloride solution, raising the temperature of the solution, the reaction, then batches and join the trichloro acetic acid solution, the stirring speed is; in time in three batches and adding lauryl carbonyl iron, in raised in temperature, to continue to reaction, the temperature is lowered, separating solid, filtering, for sodium sulfate solution many times, triethylamine solution many times, nonane solution many times, in the alcohol solution to recrystallize, desiccant dehydration, to get finished ortho-nitrophenyl-sulfonyl chloride. (by machine translation)

Aromatic Chlorosulfonylation by Photoredox Catalysis

Visible-light photoredox catalysis enables the efficient synthesis of arenesulfonyl chlorides from anilines. The new protocol involves the convenient in situ preparation of arenediazonium salts (from anilines) and the reactive gases SO2and HCl (from aqueous SOCl2). The photocatalytic chlorosulfonylation operates at mild conditions (room temperature, acetonitrile/water) with low catalyst loading. Various functional groups are tolerated (e.g., halides, azides, nitro groups, CF3, SF5, esters, heteroarenes). Theoretical and experimental studies support a photoredox-catalysis mechanism.

2-Nitrobenzenesulfonyl chloride and synthetic method and application thereof

The invention discloses 2-nitrobenzenesulfonyl chloride and a synthetic method and application thereof; the synthetic method comprises the steps of (a) subjecting 2-nitrochlorobenzene and sodium thiomethoxide to etherification, filtering, recrystallizing the obtained filter cake, centrifugally separating, and drying to obtain dried 2-nitrophenyl sulfur ether; (b) chlorinating the dried 2-nitrophenyl sulfur ether to obtain a wet crude product; refining, and drying to obtain the finished 2-nitrobenzenesulfonyl chloride. By modifying the prior art, it is possible to eliminate the intermediate product, disulfides, with the turbidity of the product fully controlled to 2 and below, and the requirement of liquid crystal materials for the turbidity is met; compared with the prior art, the 2-nitrobenzenesulfonyl chloride and the synthetic method and application thereof have the advantages that the process cost is low and the more applications of 2-nitrobenzenesulfonyl chloride are available in the field of liquid crystal materials and other fields.

Syntheses, biological activities and SAR studies of novel carboxamide compounds containing piperazine and arylsulfonyl moieties

A series of novel carboxamide compounds 19a-19j, 20a-20j and 22a-22d containing piperazine and arylsulfonyl moieties have been synthesized. The bioassay results showed that some compounds exhibited favorable herbicidal activities against dicotyledonous plants and many of them possessed excellent antifungal activities. Among 24 novel compounds, some showed superiority over the commercial fungicides Chlorothalonil, Dimethomorph, Thiophanate-methyl, Iprodione, and Zhongshengmycin at 500 mg/L concentration. Some compounds also exhibited high KARI inhibitory activity at 100 γ1/4g/mL concentration and could be used as new KARI lead inhibitors for further studies. Moreover, SAR of these new compounds were comprehensively investigated using different computational methods in which 3D-QSAR model obtained provided useful information for further structural optimization for the discovery of new fungicides. The results of this research will contribute to explore comprehensive biological activities of piperazine-containing compounds in different areas of chemistry.

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.

Process for the preparation of aromatic or heteroaromatic sulphonyl chlorides

Aromatic or heteroaromatic sulphonyl chlorides of the general formula I in which X may be a C or N, R1may be fluorine, chlorine, bromine, nitro, methoxy, fluoromethoxy, difluoromethoxy, trifluoromethoxy, C1-C4alkyl or phenyl, R2may be H, fluorine, chlorine, bromine, OH, C1-C4alkyl, are prepared by diazotization of the compounds of the general formula II in which X, R1and R2are as defined for formula (I), and decomposition of the resulting diazonium salts in the presence of sulphur dioxide and a copper catalyst, where the compounds of the formula (II) are treated, in a mixture with one or more organic solvents, sulphur dioxide and a copper catalyst, with hydrogen chloride and alkyl nitrite at temperatures of from ?20 to +60° C.