34125-84-3

Usage

Uses

Used in Pharmaceutical Industry:
CHLOROMETHYL P-TOLYL SULFIDE is used as a synthetic intermediate for the production of various pharmaceuticals, contributing to the development of new drugs and improving existing ones.
Used in Organic Synthesis:
CHLOROMETHYL P-TOLYL SULFIDE is used as a key component in the synthesis of organic compounds, playing a crucial role in the creation of a wide range of chemical products.
Used in Agricultural Chemical Production:
CHLOROMETHYL P-TOLYL SULFIDE is used as an intermediate in the manufacturing process of agricultural chemicals, helping to develop effective solutions for crop protection and enhancement.
Used in Dye Production:
CHLOROMETHYL P-TOLYL SULFIDE is utilized in the production of dyes, contributing to the creation of vibrant and stable colorants for various applications in industries such as textiles, plastics, and printing.

InChI:InChI=1/C8H9ClS/c1-7-2-4-8(5-3-7)10-6-9/h2-5H,6H2,1H3

Upstream product

• 17988-39-5 p-tolylthiotrimethylsilylmethane 
• 934-72-5 Methyl p-tolyl sulfoxide 
• 10486-08-5 sodium p-thiocresolate 
• 98-59-9 p-toluenesulfonyl chloride 
• 74-97-5 chlorobromomethane 
• 106-45-6 para-thiocresol 
• 50-00-0 formaldehyd 
• 623-13-2 4-methylphenyl methylsulfide 

Downstream Products

• 6873-73-0 dithiophosphoric acid O,O'-diethyl ester-S-(p-tolylsulfanyl-methyl ester) 
• 110057-56-2 dithiocarbonic acid O-ethyl ester-S-(p-tolylsulfanyl-methyl ester) 
• 77748-22-2 diethyl S-(4-methylphenylthio)methyl phosphorothiolate 
• 3238-95-7 1,2-bis(p-tolylthio)ethane 
• 7569-26-8 chloromethyl p-tolylsulfone 
• 95249-69-7 3,6-dibromo-9-<(phenylthio)methyl>carbazole 
• 143552-09-4 {3-[(1R,2R,3S)-2-(4-Chloro-phenyl)-3-p-tolylsulfanyl-cyclopropanecarbonyl]-phenyl}-[(1R,2R,3S)-2-(4-chloro-phenyl)-3-p-tolylsulfanyl-cyclopropyl]-methanone 
• 143517-50-4 {6-[(1R,2R,3S)-2-(4-Chloro-phenyl)-3-p-tolylsulfanyl-cyclopropanecarbonyl]-pyridin-2-yl}-[(1R,2R,3S)-2-(4-chloro-phenyl)-3-p-tolylsulfanyl-cyclopropyl]-methanone 
• 143517-26-4 ((1R,2R,3S)-2-{4-[(1R,2R,3S)-2-(4-Ethoxy-benzoyl)-3-p-tolylsulfanyl-cyclopropyl]-phenyl}-3-p-tolylsulfanyl-cyclopropyl)-(4-ethoxy-phenyl)-methanone 
• 143517-21-9 ((1R,2R,3S)-2-{3-[(1R,2R,3S)-2-(4-Ethoxy-benzoyl)-3-p-tolylsulfanyl-cyclopropyl]-phenyl}-3-p-tolylsulfanyl-cyclopropyl)-(4-ethoxy-phenyl)-methanone 
• 143517-46-8 {4-[(1R,2R,3S)-2-(2,4-Dichloro-phenyl)-3-p-tolylsulfanyl-cyclopropanecarbonyl]-phenyl}-[(1R,2R,3S)-2-(2,4-dichloro-phenyl)-3-p-tolylsulfanyl-cyclopropyl]-methanone 
• 17241-04-2 bis(p-tolylthio)methane 
• 85460-13-5 4-Benzyl-6-methyl-2H-benzo[e][1,3]thiazine 
• 85460-11-3 6-Methyl-4-phenyl-2H-benzo[e][1,3]thiazine 

Relevant academic research and scientific papers

Studies on the synthesis, stability and conformation of 2-sulfonyl-oxetane fragments

2-(Arylsulfonyl)oxetanes have been prepared as new structural motifs of interest for medicinal chemistry. These are designed to fit within fragment space and be suitable for screening in fragment based drug discovery, as well as being suitable for further elaboration or incorporation into drug-like compounds. The oxetane ring is constructed through an efficient C-C bond forming cyclisation which allows the incorporation of a wide range of aryl-sulfonyl groups. Furthermore, biaryl-containing compounds can be accessed through Suzuki-Miyaura coupling from halogenated derivatives. With a number of oxetane containing fragment compounds available, their pH stability was assessed, indicating good half-life values for mono-substituted aryl sulfonyl oxetanes across the pH range (1 to 10). Solubility and metabolic stability data is also reported. Finally, the conformation of the fragments is assessed computationally, providing an indication of possible binding orientations.

2-(Aryl-sulfonyl)oxetanes as designer 3-dimensional fragments for fragment screening: Synthesis and strategies for functionalisation

2-Sulfonyl-oxetanes have been prepared, affording non-planar structures with desirable physicochemical properties for fragment based drug discovery. The oxetane motif was formed by an intramolecular C-C bond formation. The fragments were further functionalised via organometallic intermediates at the intact oxetane and aromatic rings. the Partner Organisations 2014.

On the synthesis of α-amino sulfoxides

A synthetic study on the preparation of N-Boc α-amino sulfoxides has revealed an unexpected instability which is believed to be due to α-elimination of the sulfoxide to give an iminium ion. Full synthetic details are reported on two main synthetic routes: lithiation and sulfinate trapping of N-Boc heterocycles and oxidation of N-Boc α-amino sulfides. Six novel α-amino sulfoxides were successfully prepared and isolated. It is speculated that four other α-amino sulfoxides were synthesised but could not be isolated due to their propensity to α-eliminate the sulfoxide. Ultimately, a stable, cyclic N-Boc α-amino sulfoxide was prepared and this successful synthesis relied on the α-amino sulfoxide being part of a bicyclic [3.1.0] fused ring system that could not undergo α-elimination of the sulfoxide. the Partner Organisations 2014.

Deoxygenation of sulfoxides to sulfides with thionyl chloride and triphenylphosphine: Competition with the Pummerer reaction

Although a number of methods have been developed to reduce sulfoxides to sulfides, many of these processes are limited by side reactions, low yields, poorly available reagents, or harsh reaction conditions. We recently studied the reaction of various sulfoxides with SOCl2 and Ph3P. We were able to obtain the corresponding sulfides in excellent yields (>90%) when aliphatic and aromatic sulfoxides were treated with SOCl2 as a catalyst and Ph3P in THF at room temperature.

ELECTROPHILIC REAGENTS FOR MONOHALOMETHYLATION,THEIR PREPARATION AND THEIR USES

The invention provides a compound of formula A, B, C or D, methods for making them, intermediates therefor, and their use in making organic biologically active compounds: (Formula (A)). Wherein: ? X = F, CI, Br, I, sulfonate esters, phosphate esters or another leaving group ? R1, R2, R3, R4, R5, R6, R7, R8, R9, R1O are each individually selected from H, alkyl, aryl, alkynyl, alkenyl, cycloalkyl, cycloalkenyl, alkoxy, nitro, halogen or amino; or are selected from H, C1C10 alkyl, aryl, C1C10 alkynyl, C1C10 alkenyl, C1C10 cycloalkyl, C1C10 cycloalkenyl, C1C10 alkoxy, nitro, halogen or amino ? R11 = tetrafluoroborate, triflate, halogen, perclorate, sulfates, phosphates or carbonates ? Excluding the case when: X = F and R1= R2 = R3 = R4= R5 = H and R6 R8 = R9 = methyl, R10 = H and R11 = triflate or tetrafluoroborate; or (Formula (B)). Wherein: X = F, CI, Br, I, sulfonate esters, phosphate esters or other another leaving group; and R1, R2, R3, R4, R5 are each individually selected from H, alkyl, aryl, alkynyl, alkenyl, cycloalkyl, cycloalkenyl, alkoxy, nitro, halogen or amino; or are selected from H, C1C10 alkyl, aryl, C1C10 alkynyl, C1C10 alkenyl, C1C10 cycloalkyl, C1C10 cycloalkenyl, C1C10 alkoxy, nitro, halogen or amino and R11 = tetrafluoroborate, triflate, halogen, perclorate, sulfates, phosphates or carbonates; and R12 = resin, naphthalene or substituted naphthalene Excluding the case when: X = F and R1= R2 = R3 = R4= R5 = H and R6 = R7 = R8 = R9 = methyl, R10 = H and R11 = triflate or tetrafluoroborate and when X = F and R1= R2 = R3 = R4= R5 = H and R12 = poly(styrene-co- divinylbenzene) and R11 = triflate or tetrafluoroborate; or (Formula (C)). Wehrein ? X = F, CI, Br, I, sulfonate esters, phosphate esters or another leaving group ? R13 = naphthalene or substituted naphthalene ? R6, R7, R8, R9, R10 are each individually selected from H, alkyl, aryl, alkynyl, alkenyl, cycloalkyl, cycloalkenyl, alcoxy, nitro, halogen or amino; or are selected from H, C1C10 alkyl, aryl, C1C10 alkynyl, C1C10 alkenyl, C1C10 cycloalkyl, C1C10 cycloalkenyl, C1C10 alkoxy, nitro, halogen or amino ? R11 = tetrafluoroborate, triflate, halogen, perclorate, sulfates, phosphates or carbonates: or (Formula (D)) X = F, CI, Br, I, sulfonate esters, phosphate esters or another leaving group R13 = naphthalene or substituted naphthalene R11 = tetrafluoroborate, triflate, halogen, perclorate, sulfates, phosphates carbonates R12 = resin, naphthalene or substituted naphthalene.

Sulfur containing compounds

This invention is directed to novel and known stufur containing compounds and pharmaceutically acceptable salts thereof that have utility as antifungals and as antiproliferative agents against mammalian cells, in particular cancer cells and most particularly leukemia-derived cells. The invention provides a method for synthesizing certain of the sulfur containing compounds that is more efficient than previously known methods.

A new synthesis for antifungal α-sulfone disulfides

An α-ester disulfide is shown to be a useful precursor for the preparation of several α-sulfone disulfides. These new α-sulfone disulfides are all fungitoxic against Aspergillus niger and Aspergillus flavus. CSIRO 1999.

Desilylative Pummerer-like Rearrangement of α-Trimethylsilyl-substituted Sulphoxides and Sulphides: Formation of α-Acyloxy and α-Halogeno Sulphides

α-Trimethylsilyl-substituted sulphoxides and sulphides undergo rearrangement with loss of the silyl group when treated respectively with trifluoroacetic anhydride and with N-halogenosuccinimide in the presence of trifluoroacetic acid, giving α-acyloxy sulphides and α-halogeno sulphides.

Monomethylation of Aromatic Rings by Friedel-Crafts Reaction with Chloromethyl Sulfide

A novel method for the introduction of a methyl group into aromatic rings is described.Friedel-Crafts reactions of ethyl α-(chloromethylthio)acetate (3k) and α-chloromethylthio-γ-butyrolactone (3m) with an arene in the presence of stannic chloride gave ethyl α-(arylmethylthio)acetate (6) and α-arylmethylthio-γ-butyrolactone (7), respectively, which were easily converted to the corresponding methylated arene (8) by reductive desulfurization with Raney nickel or zinc dust-acetic acid.Keywords - monomethylation; ethyl α-(chloromethylthio)acetate Friedel-Crafts reaction; α-chloromethylthio-γ-butyrolactone Friedel-Crafts reaction; ethyl α-(arylmethylthio)acetate; α-arylmethylthio-γ-butyrolactone; methylated arene; reductive desulfurization; Raney nickel; zinc dust-acetic acid

SYNTHESIS AND CONFIGURATIONAL STUDIES OF ARYL CYCLOPROPYL SULFONES

The cycloaddition of arylthiocarbenes to styrene gave stereospecifically cis-1-(arylthio)-2-phenylcyclopropanes, which were subsequently oxidized to the corresponding sulfones.The cyclopropanation of α,β-unsaturated sulfones with dimethylsulfonium methylide yielded stereoselectively trans-1-(arylsulfonyl)-2-arylcyclopropanes.The configurational assignments of these compounds have been arrived at on the basis of IR and PMR spectral data.Chemical shifts for ring protons and other substituents reveal that all the substituents tend to cause protons cis to them to appear at higher fields than those trans to them.This has been used as a criterion to distinguish between cis and trans aryl cyclopropyl sulfones.