349-64-4

Usage

Uses

Used in Dye Industry:
3-Amino-4-fluorobenzenesulfonic acid is utilized as a dye intermediate for the production of azo dyes. These dyes are extensively used in the textile and printing industries due to their colorfastness and vibrant color range.
Used in Pharmaceutical and Agrochemical Industries:
3-Amino-4-fluorobenzenesulfonic acid serves as a chemical intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its unique functional groups make it a valuable building block for the development of new drugs and agricultural chemicals.
Safety Considerations:
Due to its corrosive and toxic properties, 3-Amino-4-fluorobenzenesulfonic acid is classified as a hazardous substance. It is essential to exercise proper precautions during its handling, storage, and disposal to ensure the safety of personnel and the environment.

InChI:InChI=1/C6H6FNO3S/c7-5-2-1-4(3-6(5)8)12(9,10)11/h1-3H,8H2,(H,9,10,11)

Upstream product

• 348-54-9 2-Fluoroaniline 
• 399-31-5 N-(2-fluorophenyl)acetamide 
• 1493-27-2 ortho-nitrofluorobenzene 
• 462-06-6 fluorobenzene 

Relevant academic research and scientific papers

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.