2091-61-4

Usage

InChI:InChI=1/C12H8ClNO3/c13-11-3-1-2-4-12(11)17-10-7-5-9(6-8-10)14(15)16/h1-8H

Upstream product

• 17186-79-7 2-chlorophenyl methanesulfonate 
• 586-78-7 para-nitrophenyl bromide 
• 350-46-9 4-Fluoronitrobenzene 
• 636-98-6 p-nitrobenzene iodide 
• 95-57-8 2-monochlorophenol 
• 100-00-5 4-chlorobenzonitrile 

Downstream Products

• 95-57-8 2-monochlorophenol 
• 100-16-3 4-nitrophenylhydrazone 
• 56705-85-2 4-(2-chlorophenoxy)aniline 

Relevant academic research and scientific papers

Novel cobalt-valine catalyzed O-arylation of phenols with electron deficient aryl iodides

Abstract: A Novel cobalt-catalyzed O-arylation of phenols with electron deficient aryl iodides is described. The reaction employs cheap and easy-to-handle cobalt acetate tetrahydrate as the catalyst precursor and naturally occurring l-valine as the ligand without the use of any transmetallating or reducing agents. The new protocol offers a wide scope for a variety of phenols towards O-arylation with moderate to excellent yields with electron deficient aryl iodides.

CsF/clinoptilolite: An efficient solid base in SNAr and copper-catalyzed Ullmann reactions

CsF/clinoptilolite was found to be an efficient solid base catalyst for both SNAr and Ullmann ether reactions. A general and efficient one-step procedure was developed for the synthesis of biaryl ethers via direct coupling of electron-deficient aryl halides to phenols using CsF/clinoptilolite. The protocol was also applied to electron-rich aryl halides by addition of a catalytic amount of copper oxide nanoparticles. Both SNAr and Ullmann reactions were rapid and provided good to excellent yields.

Potassium fluoride supported on natural nanoporous zeolite: A new solid base for the synthesis of diaryl ethers

An efficient and inexpensive synthesis of diaryl ethers has been developed. The process involves the nucleophilic aromatic substitution of electron-deficient aryl halides and phenols and is mediated by potassium fluoride/Clinoptilolite (KF/CP) in dimethyl sulfoxide (DMSO). The approach affords good to excellent yields of the arylated products without the need for additional cation capture. The solid base is also efficient in the Ullmann ether synthesis. A new, inexpensive solid base for the synthesis of diaryl ethers has been developed. Clinoptilolite, a natural zeolite with a high tendency for cation capture, combined with potassium fluoride, provides an efficientsolid base for the deprotonation of phenols in nucleophilic reactions. The same solid base acts as a reliable base for the copper-catalyzed synthesis of diaryl ethers. Copyright

Discovery of novel and potent aryl diamines as leukotriene A4 hydrolase inhibitors

The synthesis and biological evaluation of a series of aryl diamines as inhibitors of LTA4-h inhibitors are described. The optimization which led to the identification of the optimal para-substitution on the diphenyl ether moiety and diamine spacer is discussed. The resulting compounds such as 3l have excellent enzyme and cellular potency as well as desirable pharmacokinetic properties.

Microwave-assisted construction of diaryl ethers directly from arylmethanesulfonates as convenient latent phenols with aryl halides

The microwave-assisted synthesis of diaryl ethers directly from aryl halides and arylmethanesulfonates, which as latent phenols obviate a deprotection step prior to the SNAr reaction, in the presence of Cs2CO3 is described. The reaction time was very short (6-9-min), and good to excellent yields (53-90%) with the wide substrate scope were achieved without any catalyst. Copyright Taylor & Francis Group, LLC.

C(aryl)-O bond formation from aryl methanesulfonates via consecutive deprotection and SNAr reactions with aryl halides in an ionic liquid

An efficient K3PO4-mediated synthesis of unsymmetrical diaryl ethers using the ionic liquid [Bmim]BF4 (1-butyl-3-methylimidazolium tetrafluoroborate) as solvent has been developed. The procedure involves consecutive deprotection of aryl methanesulfonates and a nucleophilic aromatic substitution (SNAr) with activated aryl halides.

One-pot microwave-assisted tandem deprotection of arylmethanesulfonates / SNAr reaction for K2CO3-mediated C(aryl)-O bond formation

One-pot microwave-assisted tandem deprotection of arylmethanesulfonates / nucleophilic aromatic substitution reaction (SNAr) with activated aryl halides to synthesize asymmetrical diaryl ethers is described.

Derivatives of quinoline as inhibitors for MEK

1. A compound of formula (I) or a pharmaceutically acceptable salt thereof. wherein: n is 0-1; X and Y are independently selected from -NH-, -O-, -S-, or -NR8- where R8 is alkyl of 1-6 carbon atoms and X may additionally comprise a CH2 group; R7 is a group (CH2)mR9 where m is 0,or an integer of from 1-3 and R9 is a substituted aryl group, an optionally substituted cycloalkyl ring of up to 10 carbon atoms, or an optionally substituted heterocyclic ring or an N-oxide of any nitrogen containing ring; R6 is a divalent cycloalkyl of 3 to 7 carbon atoms, which may be optionally further substituted with one or more alkyl of 1 to 6 carbon atom groups; or is a divalent pyridinyl, pyimidinyl, or phenyl ring; wherein the pyridinyl, pyrimidinyl, or phenyl ring may be optionally further substituted with one or more specified groups; R1, R2, R3 and R4 are each independently selected from hydrogen or various specified organic groups. Compounds are useful as pharmaceuticals for the inhibition of MEK activity.

Microwave assisted aromatic nucleophilic substitution reaction under solventless condition

We report here microwave assisted aromatic nucleophilic substitution reaction of 1-chloro-4-nitrobenzene with different phenoxides.

CHLOROSULFONATION OF SOME DIPHENYL DERIVATIVES

Benzophenone (1), diphenyl sulfone, and 4-nitro-2'-chloro- and 4-nitro-2',6'-dichlorophenyl ethers (23,24) have been chlorosulfonated.The direct yield of benzophenone-3,3'-disulfonyl chloride (2) was low, the majority of product was the disulfonic acid.Diphenyl sulfone (11) with a large amount of chlorosulfonic acid (8 mols) at 140 deg gave the 3,3'-disulfonyl chloride (12).With less reagent (6 mols) at 90 deg a mixture of the 3-sulfonyl chloride (21) and diphenyl sulfone was formed.Subsequent reaction with sodium azide gave the 3-sulfonyl azide (22).The diphenyl ether sulfonyl chlorides (25,26) were very susceptible to hydrolysis, especially (26) which probably accounts for the low yield obtained (31percent).The various sulfonyl chlorides were characterized as amides, azides, hydrazides and hydrazones (Tables I-III) and their i.r., n.m.r., and mass spectral data are included.