13334-71-9

Usage

Chemical Properties

clear colourless liquid

InChI:InChI=1/C8H9ClO/c1-6-5-7(10-2)3-4-8(6)9/h3-5H,1-2H3

Upstream product

• 644961-50-2 3-chloro-6-methoxy-2-methyl-aniline 
• 59-50-7 4-Chloro-3-methylphenol 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 100-84-5 1-methoxy-3-methyl-benzene 
• 578-58-5 2-methylmethoxybenzene 
• 5345-42-6 1-methoxy-3-methyl-2-nitro-benzene 
• 861792-41-8 4-chloro-3-methyl-2-nitro-anisole 
• 108-39-4 3-methyl-phenol 
• 616-38-6 carbonic acid dimethyl ester 

Downstream Products

• 857229-77-7 4-(5-chloro-2-methoxy-4-methyl-phenyl)-4-oxo-butyric acid 
• 855950-68-4 chloromethyl-(4-chloro-3-methyl-phenyl)-ether 
• 263554-77-4 5,2'-dichloro-2-hydroxy-4-methyl-benzophenone 
• 6280-89-3 2-chloro-5-methoxybenzoic acid 
• 13719-61-4 2-chloro-5-methoxybenzaldehyde 
• 41317-15-1 4-phenylamino-3-methyl-1-methoxybenzene 
• 82128-14-1 3-chloro-6-methoxy-2-methylbenzaldehyde 
• 102-50-1 2-methyl-4-methoxyaniline 
• 1377451-41-6 2-{[(4-methoxy-2-methylphenyl)methyl]carbamoyl}benzoic acid 
• 21883-14-7 (4-methoxy-2-methylphenyl)methanamine 
• 59-50-7 4-Chloro-3-methylphenol 
• 889939-48-4 5-chloro-2-methoxy-4-methylbenzene-1-sulfonyl chloride 
• 1449569-28-1 N²-((5-chloro-2-methoxy-4-methylphenyl)sulphonyl)glutamine 
• 1449569-29-2 N²-((5-chloro-2-methoxy-4-methylphenyl)sulphonyl)-N⁵-phenylglutamine 

Relevant academic research and scientific papers

Preparation method of 5-halo-2-alkyloxy-4-toluene sulfochloride

The invention relates to the technical field of chemical material intermediate synthesis, in particular to a preparation method of 5-halo-2-alkyloxy-4-toluene sulfochloride. The 5-halo-2-alkyloxy-4-toluene sulfochloride is formed by taking cheap and avail

Selective Halogenation Using an Aniline Catalyst

Electrophilic halogenation is used to produce a wide variety of halogenated compounds. Previously reported methods have been developed mainly using a reagent-based approach. Unfortunately, a suitable "catalytic" process for halogen transfer reactions has yet to be achieved. In this study, arylamines have been found to generate an N-halo arylamine intermediate, which acts as a highly reactive but selective catalytic electrophilic halogen source. A wide variety of heteroaromatic and aromatic compounds are halogenated using commercially available N-halosuccinimides, for example, NCS, NBS, and NIS, with good to excellent yields and with very high selectivity. In the case of unactivated double bonds, allylic chlorides are obtained under chlorination conditions, whereas bromocyclization occurs for polyolefin. The reactivity of the catalyst can be tuned by varying the electronic properties of the arene moiety of catalyst.

Selective O-methylation of phenols and benzyl alcohols in simple pyridinium based ionic liquids

Synthesis of pyridinium based ionic liquids were reported and applied as catalyst for the selective O-methylation of phenols and benzyl alcohols. The reactions were carried out by using dimethylcarbonate (DMC) as the methylating agent. High selectivity, high yield and recyclability of the ionic liquids are important features of the reactions.

A continuous base-catalyzed methylation of phenols with dimethyl carbonate

We have found that the use of a conventional, heated, standard 316 stainless steel or steel-braided PTFE tube reactor is a good and easily scalable alternative to the use of continuous microwave-heated reactors. The heat-up is almost as fast as with microwave heating, and the reactors can easily be scaled towards large-scale production. The transfer of the reported microwave procedure to the continuous flow method went very smoothly, and we found that we could further optimize the reaction to a catalytic procedure where only 10 mol % of DBU is needed with only 3 equiv of DMC. The reaction can be run neat in cases where the starting material is soluble in DMC as phenol is, or with a small amount of DMF (2-3 vol). The reaction is efficient for different types of phenols, giving a clean reaction in high yields.

A continuous methylation of phenols and N, H -heteroaromatic compounds with dimethyl carbonate

The methylation of phenolic substrates has been reevaluated using sulfolane as solvent instead of DMF. The change of solvent gave in all cases cleaner production of the anisole products in very good yields. The reaction requires 0.1 equiv of DBU, 2-3 equiv of DMC, and 2-5 vols of sulfolane depending on the substrate. At 220 C the reaction time is 10 min. Sulfolane is completely stable under the reaction conditions, excluding unwanted impurities from the solvent. The reaction could also be extended to NH-indole and NH-imidazole derivatives utilizing 0.1 equiv of DBU and 2-3 equiv of DMC in 2 vols of sulfolane. All NH-heteroaromatic compounds gave clean N-methylation.

A simple and practical halogenation of activated arenes using potassium halide and oxone in water-acetonitrile medium

A simple and practical halogenation of activated arenes using a reagent combination of potassium halide and oxone in water-acetonitrile medium is presented. The halogenated products were obtained with good yields and in high purity.

Chemical and in vitro syntheses of brominated and chlorinated 3,4′-dihydroxybibenzyls (halogenated lunularins)

Ten halogenated lunularins 16, 17, 26, 27, 30, 31, 36, 37, 42 and 43 as model substances for a new class of halometabolites isolated from bryophytes are prepared by chemical total syntheses according to a Wittig-protocol using halogenated aldehydes and ph

Chemoselective O-methylation of phenols under non-aqueous condition

Chemoselective O-methylation of substituted phenols takes place in dry. tetrahydrofuran (THF) in the presence of LiOH.H2O and dimethylsulfate (DMS). Quantitative methyl transfer from DMS preserves the atom economy.

Selective aromatic chlorination of activated arenes with sodium chlorite, (salen)manganese(III) complex, and alumina in dichloromethane

The reaction of alkyl phenyl ethers with sodium chlorite in dichloromethane in the presence of a (salen)manganese(III) complex and alumina preloaded with a small amount of water afforded monochlorination products with unusually high para selectivities under mild conditions. The NaClO2-based biphasic system can also be successfully used for the regioselective monochlorination of substituted anisoles and polymethoxybenzenes.

SULFONYLAMINOPYRIMIDINES

A compound of the formula STR1 wherein R 1 to R, R a, R. sup.b X, Y, Z, m and n have the significance given in the description, can be used as medicaments, especially for the treatment and prophylaxix of conditions which are associated with endothelin activities.