86156-93-6

Usage

Uses

Used in Pharmaceutical Industry:
3-Fluoro-4-nitrobenzenesulfonyl chloride is used as a key intermediate for the synthesis of various drugs. Its ability to form sulfonamides, sulfonates, and sulfonamides makes it an essential component in the development of new pharmaceutical compounds.
Used in Agrochemical Industry:
In the agrochemical industry, 3-Fluoro-4-nitrobenzenesulfonyl chloride is utilized in the production of pesticides. Its reactivity with different functional groups allows for the creation of a wide range of agrochemical products.
Used in Dye and Pigment Synthesis:
3-Fluoro-4-nitrobenzenesulfonyl chloride is also used as a reagent in the synthesis of dyes and pigments. Its unique chemical properties contribute to the development of new colorants for various applications.
Safety Precautions:
Due to its hazardous nature, 3-Fluoro-4-nitrobenzenesulfonyl chloride should be handled and stored with extreme caution. Proper safety measures, including the use of personal protective equipment and adherence to safety protocols, are essential to minimize the risk of exposure and potential harm.

InChI:InChI=1/C6H3ClFNO4S/c7-14(12,13)4-1-2-6(9(10)11)5(8)3-4/h1-3H

Upstream product

• 2369-13-3 3-fluoro-4-nitroaniline 

Downstream Products

• 937397-44-9 {1-benzyl-3-[(3-fluoro-4-nitro-benzenesulfonyl)-isobutyl-amino]-2-hydroxy-propyl}-carbamic acid hexahydro-furo[2,3-b]furan-3-yl ester 
• 1450924-20-5 3-hydroxy-4-((2-methoxy-4-(trifluoromethyl)phenyl)amino)-N-(4-methoxybenzyl)-N-(thiazol-2-yl)benzenesulfonamide 
• 1450922-65-2 4-(2-methoxy-4-(trifluoromethyl)phenyl)-3-oxo-N-(thiazol-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-sulfonamide 
• 1450923-58-6 3-fluoro-N-(4-methoxybenzyl)-4-nitro-N-(thiazol-2-yl)benzenesulfonamide 
• 1450919-85-3 3-phenyl-N-(1,2,4-thiadiazol-5-yl)-4-(4-(trifluoromethyl)phenyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-sulfonamide 
• 1450919-81-9 4-phenyl-N-(1,2,4-thiadiazol-5-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-sulfonamide 

Relevant academic research and scientific papers

3-PHOSPHOGLYCERATE DEHYDROGENASE INHIBITORS AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same.

DIHYDROBENZOXAZINE AND TETRAHYDROQUINOXALINE SODIUM CHANNEL INHIBITORS

The present invention provides compounds of Formula I, or pharmaceutically acceptable salts thereof, that are inhibitors of voltage-gated sodium channels, in particular Nav 1.7. The compounds are useful for the treatment of diseases treatable by inhibition of sodium channels such as pain disorders. Also provided are pharmaceutical compositions containing compounds of the present invention.

BROADSPECTRUM SUBSTITUTED BENZIMIDAZOLE SULFONAMIDE HIV PROTEASE INHIBITORS

The present invention concerns the compounds having the formula (I), wherein N-oxides, salts, stereoisomeric forms, racemic mixtures, prodrugs, esters and metabolites thereof, wherein R1 and R8 each are H, optionally substituted C1-6alkyl, C2-6alkenyl, C3-7cycloalkyl, aryl, Het1, Het2; R1 may also be a radical of formula (R11aR11b)NC(R10aRl0b)CR9-; t is 0, 1 or 2; R2 is H or C1-6alkyl; L is -C(=O)-, -O-C(=O)-, -NR8-C(=O)-, -O-C1-6alkanediyl-C(=O)-, -NR8-C1-6alkanediyl-C(=O)-, -S(=O)2-, -O-S(=O)2-, -NR8-S(=O)2 ; R3 is C1-6alkyl, aryl, C3-7cycloalkyl, C3-7cycloalkylC1-4alkyl, or arylC1-4alkyl; R4 is H, C1-4alkylOC(=O), carboxyl, aminoC(=O), mono- or di(C1-4alkyl)aminoC(=O), C3-7cycloalkyl, C2-6alkenyl, C2-6alkynyl or optionally substituted C1-6alkyl; A is C1-6alkanediyl, -C(=O)-, -C(=S)-, -S(=O)2-, C1-6alkanediyl-C(=O)-, C1-6 alkanediyl-C(=S)- or C1-6alkanediyl-S(=O)2-; R5 is H, OH, C1-6alkyl, Het1C1-6alkyl, Het2C1-6 alkyl, optionally substituted amino--C1-6alkyl; R6 is C1-6alkylO, Het1, Het1O, Het2, Het2O, aryl, arylO, C1-6 alkyloxy-carbonylamino or amino; and in case _A- is other than C1-6alkanediyl then R6 may also be C1-6alkyl, Het1C1-4alkyl, Het1OC1-4alkyl, Het2C1-4alkyl, Het2OC1-4alkyl, arylC1-4alkyl, arylOC1-4alkyl or aminoC1-4alkyl; whereby each of the amino groups in the definition of R6 may optionally be substituted; R5 and _A-R6 taken together with the nitrogen atom to which they are attached may also form Het1 or Het2, R12 , is H, - NH2, _NR5AR6, - C1-6alkyl or alkyl-W-R14 , wherein said alkyl is optionally substituted with halogen, hydroxy, aryl, heteroaryl, Het1, Het2, or amino wherein said amino is optionally mono- or di-substituted with C1-4alkyl and R13 is H, C1-6-alkyl, optionally substituted by aryl, Het1, Het2, hydroxy, halogen, amino whereby the amino group may be optionally be mono- or di-substituted with C1-4alkyl.

Syntheses of Sulfonated Derivatives of 2-Fluoroaniline

Synthesis of 4-amino-3-fluorobenzenesulfonic acid (3) was achieved in two ways: reaction of 2-fluoroaniline (1) with amidosulfonic acid and by first conventionally converting 4-nitro-3-fluoroaniline (8) to 4-nitro-3-fluorobenzenesulfonyl chloride (9) followed subsequently by hydrolysis to 3-fluoro-4-nitrobenzenesulfonic acid (10) and reduction.Hydrogenolysis of 3 gave sulfanilic acid (7).Both, sulfonation of fluorobenzene (6) to 4-fluorobenzenesulfonic acid (11) followed by nitration and sulfonation of 1-fluoro-2-nitrobenzene (12) led to 4-fluoro-3-nitrobenzenesulfonic acid (13).Reduction of 13 gave the isomeric 3-amino-4-fluorobenzenesulfonic acid (4), which was also obtained both by sulfonation of 1 and by sulfonation of o-fluoroacetanilide (14) followed by hydrolysis.Selective hydrogenolyses of 2-amino-5-bromo-3-fluorobenzenesulfonic acid (15), prepared by reaction of 4-bromo-2-fluoroaniline (16) with amidosulfonic acid, and of 4-amino-2-bromo-5-fluorobenzenesulfonic acid (20), obtained by sulfonation of 5-bromo-2-fluoroaniline (19) yielded the isomers 2-amino-3-fluorobenzenesulfonic acid (5) and 3, respectively.The fourth isomer, 3-amino-2-fluorobenzenesulfonic acid (2), was synthesized by sulfur dioxide treatment of the diazonium chloride derived from 2-fluoro-3-nitroaniline (21) to 2-fluoro-3-nitrobenzenesulfonyl chloride (22), followed by hydrolysis to 2-fluoro-3-nitrobenzenesulfonic acid (23) and final Bechamp-reduction.