4025-67-6

Basic information

• Product Name: 4-HYDROXY-BENZENESULFONYL CHLORIDE
• Synonyms: 4-HYDROXY-BENZENESULFONYL CHLORIDE;4-(Chlorosulfonyl)phenol;4-Hydroxybenzenesulfonic acid chloride;H90104;p-Hydroxybenzenesulfonyl chloride;4-Hydroxybenzene-1-sulfonyl chloride
• CAS NO: 4025-67-6
• Molecular Formula: C₆H₅ClO₃S
• Molecular Weight: 192.6201
• Mol File: 4025-67-6.mol
• Article Data: 22

Chemical Properties

• Melting Point: 90-92℃
• Boiling Point: 324.9±25.0 °C(Predicted)
• Appearance: /
• Density: 1.546
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly)
• PKA: 7.56±0.26(Predicted)
• Stability: Hygroscopic, Moisture Sensitive
• CAS DataBase Reference: 4-HYDROXY-BENZENESULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-BENZENESULFONYL CHLORIDE(4025-67-6)
• EPA Substance Registry System: 4-HYDROXY-BENZENESULFONYL CHLORIDE(4025-67-6)

Safety Data

• Hazardous Substances Data: 4025-67-6(Hazardous Substances Data)

Usage

Description

4-Hydroxybenzenesulfonyl Chloride, also known as 4-Hydroxybenzenesulfonic Acid Chloride, is an organic compound with the chemical formula C6H5ClO3S. It is a white crystalline solid that is soluble in water and has a pungent odor. 4-HYDROXY-BENZENESULFONYL CHLORIDE is characterized by its reactivity, particularly in the formation of sulfonamide derivatives, and is widely used in the synthesis of various organic compounds.

Uses

Used in Pharmaceutical Industry:
4-Hydroxybenzenesulfonyl Chloride is used as a synthetic intermediate for the preparation of amino acid derivatives with anticancer activity. It plays a crucial role in the development of new pharmaceutical compounds that target cancer cells and inhibit their growth and proliferation.
Used in Chemical Synthesis:
In the field of organic chemistry, 4-Hydroxybenzenesulfonyl Chloride is used as a reagent for the synthesis of various organic compounds, including sulfonamides, which have a wide range of applications in the pharmaceutical, agrochemical, and chemical industries.
Used in Research and Development:
4-Hydroxybenzenesulfonyl Chloride is also utilized in research and development laboratories for the synthesis and study of novel compounds with potential applications in various fields, such as drug discovery, material science, and environmental chemistry.

Upstream product

• 825-90-1 sodium p-hydroxybenzenesulfonate 
• 98-67-9 p-hydoroxybenzenesulfonic acid 
• 3724-13-8 p-hydroxybenzenesulfinic acid 
• 1576-43-8 4-hydroxybenzenesulphonamide 

Downstream Products

• 134508-42-2 C₃₀H₂₆N₈O₈S₅ 
• 3724-13-8 p-hydroxybenzenesulfinic acid 
• 218628-94-5 4-Hydroxy-benzenesulfonic acid (4E,8E)-10-cyano-10-(2-ethoxy-ethoxy)-4,8-dimethyl-deca-4,8-dienyl ester 
• 3077-65-4 4-(morpholino-4-sulphonyl)phenol 

Relevant articles and documents

N-ARYL SULFONAMIDE DERIVATIVES AS VACCINE ADJUVANT

Bis-aryl sulfonamide compounds and methods of using those compounds, e.g., in a method of enhancing or prolonging an immune response, are provided. For example, the compounds may be employed with a vaccine and optionally at least one other adjuvant and/or one or more TLR ligands, at least one MAP kinase inhibitor, or any combination thereof.

SULFONYL-SUBSTITUTED BICYCLIC COMPOUND WHICH ACTS AS ROR INHIBITOR

Provided is a sulfonyl-substituted bicyclic compound (A) which acts as a RORγ inhibitor, said compound has good RORγ inhibitory activity and is expected to be used for treating diseases mediated by a RORγ receptor in mammals.

Nucleophilic Aromatic Substitutions of 2-Halo-5-(sulfamoyl)benzoic Acids and N, O-Bis-alkylation via Phase Transfer Catalysis: Synthesis of RoRγInverse Agonist GSK2981278A

GSK2981278A (1) is a RORγinverse agonist used as a potential topical nonsteroidal therapy for psoriasis. New synthesis of 1 was developed based on a SNAr reaction of (tetrahydro-2H-pyran-4-yl)methanol with an aryl halide intermediate, prepared from 2-halobenzoic acids. The dianion underwent in situ N,O-bis-isobutylation, followed by a reduction to provide 1. The new route eliminated a genotoxic tosylate of (tetrahydro-2H-pyran-4-yl)methanol and a difficult reductive amination from the original synthesis starting from methyl salicylate. A primary version of the route has been scaled up to deliver 125 kg of 1. However, the heating of a strong base in DMSO for an extended period during the bis-alkylation was found to be a safety concern for manufacturing. A safer and greener process was then developed utilizing a facile N,O-bis-alkylation, which was conducted under phase transfer conditions with mild bases such as potassium carbonate and in green solvents such as water. The concise four stage sequence from 2-halobenzoic acids to GSK2981278A (1) had an overall yield of 41%.