49584-26-1

Basic information

• Product Name: 4-CYANOBENZENESULFONYL CHLORIDE 97
• Synonyms: 4-CYANOBENZENESULFONYL CHLORIDE 97;4-Cyanobenzenesulphonyl chloride;p-Cyanobenzenesulfonyl chloride;paraCyanobenzene Sulfonyl Chloride;p-Cyanobenzenesulphonylchloride;4-(Chlorosulfonyl)-benzonitrile;C-Nitrile, S-chloride;4-Cyanobenzenesulfonyl chloride
• CAS NO: 49584-26-1
• Molecular Formula: C₇H₄ClNO₂S
• Molecular Weight: 201.63016
• EINECS: 240-079-0
• Product Categories: Phenyls & Phenyl-Het;Sulphonyl Chlorides;Benzenesulfonyl chloride;Phenyls & Phenyl-Het;Sulphonyl Chlorides;Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds
• Mol File: 49584-26-1.mol

Chemical Properties

• Melting Point: 107-111 °C(lit.)
• Boiling Point: 333.855 °C at 760 mmHg
• Flash Point: 155.71 °C
• Appearance: /
• Density: 1.535 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.6
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: Moisture Sensitive
• BRN: 777939
• CAS DataBase Reference: 4-CYANOBENZENESULFONYL CHLORIDE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CYANOBENZENESULFONYL CHLORIDE 97(49584-26-1)
• EPA Substance Registry System: 4-CYANOBENZENESULFONYL CHLORIDE 97(49584-26-1)

Safety Data

• Hazard Codes: C
• Statements: 34-43-29-20/21/22-14
• Safety Statements: 26-36/37/39-45-30-22-8
• RIDADR: UN 3261 8/PG 3
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 49584-26-1(Hazardous Substances Data)

Usage

Chemical Properties

Light orange solid

InChI:InChI=1/C7H4ClNO2S/c8-12(10,11)7-3-1-6(5-9)2-4-7/h1-4H

Upstream product

• 138-41-0 4-(aminosulfonyl)-benzoic acid 
• 98555-79-4 4-(trichlorophosphoranylidene-sulfamoyl)-benzoyl chloride 
• 623-00-7 4-bromobenzenecarbonitrile 
• 10026-13-8 phosphorus pentachloride 
• 873-74-5 4-Aminobenzonitrile 
• 36801-01-1 4-cyanobenzenethiol 
• 623-03-0 4-Cyanochlorobenzene 
• 150993-53-6 4-(benzylsulfanyl)benzonitrile 
• 127-65-1 chloroamine-T 
• 3058-39-7 4-iodobenzonitrile 

Downstream Products

• 227935-30-0 4-(piperidine-1-sulfonyl)-benzonitrile 
• 10254-89-4 4-(morpholine-4-sulfonyl)benzonitrile 
• 691894-79-8 4-cyano-benzenesulfonic acid thiazol-2-ylamide 
• 91494-09-6 4-cyano-N-pyridin-2-yl-benzenesulfonamide 
• 874523-23-6 4-cyano-benzenesulfonic acid-(4-methyl-thiazol-2-ylamide) 
• 875843-56-4 4-cyano-benzenesulfonic acid-(4,6-dimethyl-pyrimidin-2-ylamide) 
• 56768-51-5 4-cyano-N-(4-methylphenyl)benzenesulfonamide 
• 74670-75-0 4-cyano-N-ethylbenzenesulfonamide 
• 10252-86-5 4-cyano-N,N-dipropylbenzenesulfonamide 
• 7717-85-3 4-cyano-benzenesulfonic acid diphenylamide 
• 781660-23-9 N-allyl-4-cyanobenzenesulfonamide 
• 941185-81-5 4-cyano-benzenesulfonic acid m-toluidide 
• 56236-82-9 4-cyano-N-methylbenzenesulfonamide 
• 751481-58-0 4-cyano-benzenesulfonic acid-(4-cyano-anilide) 

Relevant articles and documents

HETEROCYCLIC COMPOUNDS WITH AN ROR(GAMMA)T MODULATING ACTIVITY

The present invention relates to a compound that may have an ROR(gamma)t modulating activity and can thus be useful in the treatment of cancer.

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.

Aminoxidation of Arenethiols to N-Chloro-N-sulfonyl Sulfinamides

A simple and efficient method to synthesize N-chloro-N-sulfonylsulfinamides by the direct aminoxidation of arenethiols under aqueous and mild conditions is disclosed, geminally installing the oxo and amino groups on the sulfur atom of arenethiols. The products have been primarily developed as sulfinylation reagents to convert Grignard reagents into sulfoxides, and as amination reagents to convert secondary amines into hydrazine derivatives.

Preparation of arylsulfonyl chlorides by chlorosulfonylation of in situ generated diazonium salts using a continuous flow reactor

A new flow procedure for the preparation of arylsulfonyl chlorides from aniline starting materials is described. The reaction conditions are mild, requiring no added acid and are amenable to continuous flow processing, in a safe, easily scalable and less labour intensive way than the corresponding batch method.

Aqueous process chemistry: The preparation of aryl sulfonyl chlorides

The use of aqueous acidic conditions for the preparation of arylsulfonyl chlorides from diazonium salts in the presence of copper salts, preferably CuCl, together with thionyl chloride as the sulfur dioxide source, has considerable advantages over recommended literature procedures, whereby reactions are carried out in acetic acid with minimisation of water content of the solvent. The method has been shown to be successful for a wide range of electron-deficient and electron-neutral aryl substrates. The sulfonyl chlorides are protected from hydrolysis by their low solubility in water, which results in their direct precipitation from the reaction mixture in good yields (>70%) and high strength (>98% w/w). The aqueous process, which is additionally safer and more robust, can be readily scaled up and has significant environmental benefits.

PHOTOINITIATORS HAVING TRIARYLSULFONIUM AND ARYLSULFINATE IONS

Compositions are provided that include a photoinitiator system for free radical polymerization reactions. More specifically, the photoinitiator includes an arylsulfinate ion and a triarylsulfonium ion. Polymerization methods are also provided those include the photoinitiator in a photopolymerizable composition. Additionally, triarylsulfonium arylsulfinate salts are disclosed.

Effect of para substitution on dissociation of N-phenylbenzenesulfonamides

The reaction of substituted anilines and benzenesulfonyl chlorides has been used to prepare 49 substituted N-phenylbenzenesulfonamides of general formula 4-X-C6H4SO2NHC6H4-Y- 4′. Their purity was checked by elemental analysis. The substituents X and Y include H, CH3, CH3O, Cl, Br, CN, and NO2. The dissociation constants of all compounds were determined by potentiometric titration in methanol, acetonitrile, N,N-dimethylformamide, and pyridine. The obtained dissociation constants, pKHA, were correlated with various sets of substituent constants. It was found that the effects of substituents X and Y on the dissociation are best described by using the Hammett equation with σp constants and the Yukawa-Tsuno equation with σp- and σp constants, respectively. This result confirms the direct conjugation of Y substituent with the reaction centre. The explained variability using the additive model was above 96% in all the solvents used. The data also provided information about the transmission effect of the SO2 group. The average dissociation constants were further processed by the latent variables methods, principal components and conjugated deviations analyses.

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.

Process for preparing aromatic or heteroaromatic sulfonyl halides

The present invention is directed to a process for preparing an aromatic or heteroaromatic sulfonyl halide represented by the formula (3), the process comprising halogenating an aromatic or heteroaromatic methyl sulfide represented by the formula (1) or an aromatic or heteroaromatic methyl sulfoxide represented by the formula (2) with a halogenating agent in the presence of water wherein Ar is an aromatic ring or a heteroaromatic ring which is unsubstituted or which has an optional substituent or substituents, X and Y are halogen atoms, m is an integer of 0 to 3 and n is 1 or 2. According to the present invention, aromatic or heteroaromatic sulfonyl halides can be produced industrially cheaply and easily.

Sulphonamides containing a tetrazolyl radical

The present invention provides sulphonamides of the general formula: STR1 wherein R is a hydrogen or halogen arom, a cyano group or a C1 -C6 -alkyl or trifluoromethyl radical, n is 1, 2 or 3, m is 0 or 1 to 5, X is a valency bond, an oxygen atom, a carbonyl group or a --CHOH-- group, A is a valency bond or a carbonyl group and B is a valency bond or an --NH-- group; the physiologically acceptable salts thereof with inorganic and organic acids, as well as the optical isomers thereof. The present invention also provides processes for the preparation of these compounds and pharmaceutical compositions containing them.