1576-43-8

Basic information

• Product Name: 4-Hydroxybenzenesulfonamide
• Synonyms: 4-HYDROXYBENZENESULFONAMIDE;4-HYDROXYPHENYLSULFONAMIDE;P-PHENOLSULFONAMIDE;4-hydroxy-benzenesulfonamid;Hydroxybenzenesulfonamide;p-hydroxybenzenesulphonamide;4-Hydroxybenzenesulphonamide;4-Hyroxybenzene sulphonamide
• CAS NO: 1576-43-8
• Molecular Formula: C₆H₇NO₃S
• Molecular Weight: 173.19
• EINECS: 216-408-9
• Product Categories: SULFONAMIDE
• Mol File: 1576-43-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 174°C
• Boiling Point: 397.5°C at 760 mmHg
• Flash Point: 194.2°C
• Appearance: Yellow/Crystalline Powder
• Density: 1.482g/cm³
• Vapor Pressure: 6.89E-07mmHg at 25°C
• Refractive Index: 1.614
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 7.81±0.15(Predicted)
• CAS DataBase Reference: 4-Hydroxybenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxybenzenesulfonamide(1576-43-8)
• EPA Substance Registry System: 4-Hydroxybenzenesulfonamide(1576-43-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 1576-43-8(Hazardous Substances Data)

Usage

General Description

4-Hydroxybenzenesulfonamide, also known as 4-Hydroxybenzenesulfonic acid, is a chemical compound with the molecular formula C6H7NO3S. It is a derivative of sulfonamide and is used as an intermediate in the production of various pharmaceuticals, dyes, and pigments. The compound has antifungal and antibacterial properties and is used in the synthesis of some antimicrobial agents. Additionally, 4-Hydroxybenzenesulfonamide is also used as a precursor for the production of corrosion inhibitors and UV stabilizers. However, it is important to handle this compound with care, as it can cause irritation to the skin, eyes, and respiratory system, and should be used in a well-ventilated area with appropriate personal protective equipment.

InChI:InChI=1/C6H7NO3S/c7-11(9,10)6-3-1-5(8)2-4-6/h1-4,8H,(H2,7,9,10)

Upstream product

• 63-74-1 sulfanilamide 
• 138-41-0 4-(aminosulfonyl)-benzoic acid 

Downstream Products

• 874495-07-5 4-(4-methyl-pyrimidin-2-yloxy)-benzenesulfonic acid amide 
• 684283-62-3 4-hydroxy-benzenesulfonic acid-(4-methyl-pyrimidin-2-ylamide) 
• 858500-01-3 4-(4,6-dimethyl-pyrimidin-2-yloxy)-benzenesulfonic acid amide 
• 857428-75-2 4-(2,6-dimethyl-pyrimidin-4-yloxy)-benzenesulfonic acid amide 
• 875840-43-0 benzoyl-(4-benzoyloxy-benzenesulfonyl)-amine 
• 69728-92-3 4-acetyloxybenzenesulfonamide 
• 98996-50-0 4-(allyloxy)benzenesulfonamide 
• 62489-65-0 4-(8-Oxo-7-propionyl-decyloxy)-benzenesulfonamide 
• 83373-45-9 4-Guanidinomethyl-cyclohexanecarboxylic acid 4-sulfamoyl-phenyl ester; hydrochloride 
• 38688-55-0 4-(Benzyloxycarbonylamino-methyl)-cyclohexanecarboxylic acid 4-sulfamoyl-phenyl ester 
• 497066-08-7 4-(2-fluoroethoxy)benzenesulfonamide 
• 109098-84-2 4-(2-bromo-allyloxy)-benzenesulfonic acid amide 
• 99180-15-1 4-(2,3-dibromo-propoxy)-benzenesulfonic acid amide 

Relevant articles and documents

Decarboxylative Hydroxylation of Benzoic Acids

Herein, we report the first decarboxylative hydroxylation to synthesize phenols from benzoic acids at 35 °C via photoinduced ligand-to-metal charge transfer (LMCT)-enabled radical decarboxylative carbometalation. The aromatic decarboxylative hydroxylation is synthetically promising due to its mild conditions, broad substrate scope, and late-stage applications.

Method for catalytic synthesis of N-benzyl benzene sulfonamide compounds by boric acid/oxalic acid catalytic system under microwave radiation

The invention discloses a method for catalytic synthesis of N-benzyl benzene sulfonamide compounds by a boric acid/oxalic acid catalytic system under microwave radiation. The method includes: adoptingbenzyl alcohol and derivatives thereof and benzene sulfonamide derivatives as raw materials, adopting the boric acid/oxalic acid system as a catalyst, and adopting fluorobenzene as a solvent; performing reaction in a microwave reactor under certain temperature and power conditions, performing vacuum concentration after reaction for a period of time, and subjecting a product to column chromatographic purification to realize efficient catalytic preparation of the N-benzyl benzene sulfonamide compounds. Compared with the prior art, the method has advantages of evidently higher reaction speed than that of conventional heating, mild reaction conditions, simplicity in operation, high yield, safety, low cost and environmental friendliness.

Radiosynthesis of 1-(4-(2-[18F] fluoroethoxy)benzenesulfonyl)-3-butyl urea: A potential β-cell imaging agent

Tolbutamide (1) is a sulfonurea agent used to stimulate insulin secretion in type 2 diabetic patients. Its analogue 1-(4-(2-[18F]fluoroethoxy)benzenesulfonyl)-3-butyl urea (3) was synthesized in overall radiochemical yields of 45% as a potential β-cell imaging agent. Compound 3 was synthesized by 18F-fluoroalkylation of the corresponding hydroxy precursor (2) with 2-[18F]fluoroethyltosylate in DMF at 120°C for 10 min followed by purification with HPLC in a synthesis time of 50 min. Insulin secretion experiments of the authentic 19F-standard compound on rat islets showed that the compound has a similar stimulating effect on insulin secretion as that of tolbutamide (1). The partition coefficient of compound 3 between octanol/water was determined to be 1.3 × 0.3 (n = 5). Copyright