102151-33-7

Usage

Uses

Used in Pharmaceutical Industry:
3-Chloro-4-methoxybenzonitrile is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Chloro-4-methoxybenzonitrile is employed as a precursor in the production of agrochemicals, contributing to the development of effective pesticides and other agricultural products.
Used in Organic Synthesis:
3-Chloro-4-methoxybenzonitrile is utilized as a building block in organic synthesis, particularly for the production of specialty chemicals. Its reactivity and functional groups make it a valuable component in creating complex organic molecules for various applications.
Due to its potential toxicity and reactivity, 3-Chloro-4-methoxybenzonitrile is typically handled and stored in a controlled environment to ensure safety and stability during its use in various industries.

InChI:InChI=1/C8H6ClNO/c1-11-8-3-2-6(5-10)4-7(8)9/h2-4H,1H3

Upstream product

• 89978-93-8 3-chloro-4-methoxy-benzoic acid amide 
• 2315-81-3 2-chloro-4-cyanophenol 
• 74-88-4 methyl iodide 
• 4920-79-0 2-chloro-4-nitroanisole 
• 143-33-9 sodium cyanide 
• 137042-63-8 C₉H₁₀ClNO₂ 
• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 
• 5345-54-0 3-chloro-4-methoxyaniline 
• 7677-24-9 trimethylsilyl cyanide 
• 766-51-8 2-Chloroanisole 
• 330660-35-0 silver cyanide 
• 86164-70-7 2-methyl-2-phenylmalononitrile 
• 50638-47-6 4-bromo-2-chloro-1-methoxybenzene 
• 3964-56-5 4-bromo-2-chlorophenol 

Downstream Products

• 189297-37-8 3-chloro-4-methoxy-N-[4-(methylsulfonyl)phenyl]benzenecarboximidamide 
• 168010-83-1 3-(2-chloro-6-fluorophenyl)-5-(3-chloro-4-methoxyphenyl)-1-methyl-1H-1,2,4-triazole 
• 41965-95-1 (3-chloro-4-methoxyphenyl)methylamine hydrogen chloride 
• 2315-81-3 2-chloro-4-cyanophenol 
• 1409950-49-7 3-(3-chloro-4-methoxyphenyl)-6-methoxyisoquinolin-1-ol 
• 1409950-48-6 1-chloro-3-(3-chloro-4-methoxyphenyl)-6-methoxyisoquinoline 
• 1333152-96-7 C₉H₈ClN₃O 
• 1333151-61-3 (Z)-isopropyl 3-(3-(3-chloro-4-methoxyphenyl)-1H-1,2,4-triazol-1-yl)acrylate 
• 102151-35-9 3-chloro-4-methoxybenzimidine 
• 102976-53-4 2-Bromo-1-(3-chloro-4-methoxy-phenyl)-propan-1-one 
• 177661-55-1 1-[4-(methylsulfonyl)phenyl]-2-(4-methoxy-3-chlorophenyl)-4-trifluoromethyl-4-hydroxy-4,5-dihydro-1H-imidazole 
• 177661-25-5 1-[4-(methylsulfonyl)phenyl]-2-(4-methoxy-3-chlorophenyl)-4-trifluoromethyl-1H-imidazole 
• 4394-54-1 1-(3'-chloro-4'-methoxyphenyl)-1-propanone 

Relevant academic research and scientific papers

The application of NCTS (N-cyano-N-phenyl-p-toluenesulfonamide) in palladium-catalyzed cyanation of arenediazonium tetrafluoroborates and aryl halides

Using NCTS (N-cyano-N-phenyl-p-toluenesulfonamide) as an electrophilic cyanation reagent, palladium-catalyzed cyanation of arenediazonium tetrafluoroborates and aryl halides was achieved under mild conditions. The method allowed the effective synthesis of various aryl nitriles in suitable yields via a coupling reaction.

The element effect in nucleophilic aromatic photosubstitution (S N2Ar*)

Photoreactions of 4-nitroanisole and the 2-halo-4-nitroanisoles (halogen == F, Cl, Br, I) with NaCN have been investigated. 4-Nitroanisole gave a novel, stable nitronate ion adduct (74%) with cyanide. For the five compounds, we report product distributions, Stern-Volmer kinetic plots, triplet lifetimes, and triplet yields, which afford rate constants for attack by the cyanide ion. Cyanide attack on the fluoride is diffusion controlled; the relative rates for attack at F, Cl, Br, and I are 27:2:2:1, respectively.

Ni-Catalyzed Reductive Cyanation of Aryl Halides and Phenol Derivatives via Transnitrilation

Herein, we report a Ni-catalyzed reductive coupling for the synthesis of benzonitriles from aryl (pseudo)halides and an electrophilic cyanating reagent, 2-methyl-2-phenyl malononitrile (MPMN). MPMN is a bench-stable, carbon-bound electrophilic CN reagent that does not release cyanide under the reaction conditions. A variety of medicinally relevant benzonitriles can be made in good yields. Addition of NaBr to the reaction mixture allows for the use of more challenging aryl electrophiles such as aryl chlorides, tosylates, and triflates. Mechanistic investigations suggest that NaBr plays a role in facilitating oxidative addition with these substrates.

Ligand-Promoted Non-Directed C?H Cyanation of Arenes

This article reports the first example of a 2-pyridone accelerated non-directed C?H cyanation with an arene as the limiting reagent. This protocol is compatible with a broad scope of arenes, including advanced intermediates, drug molecules, and natural products. A kinetic isotope experiment (kH/kD=4.40) indicates that the C?H bond cleavage is the rate-limiting step. Also, the reaction is readily scalable, further showcasing the synthetic utility of this method.

Direct C-H Cyanation of Arenes via Organic Photoredox Catalysis

Methods for the direct C-H functionalization of aromatic compounds are in demand for a variety of applications, including the synthesis of agrochemicals, pharmaceuticals, and materials. Herein, we disclose the construction of aromatic nitriles via direct C-H functionalization using an acridinium photoredox catalyst and trimethylsilyl cyanide under an aerobic atmosphere. The reaction proceeds at room temperature under mild conditions and has proven to be compatible with a variety of electron-donating and -withdrawing groups, halogens, and nitrogen- and oxygen-containing heterocycles, as well as aromatic-containing pharmaceutical agents.

Room temperature C(sp2)-H oxidative chlorination: Via photoredox catalysis

Photoredox catalysis has been developed to achieve oxidative C-H chlorination of aromatic compounds using NaCl as the chlorine source and Na2S2O8 as the oxidant. The reactions occur at room temperature and exhibit exclusive selectivity for C(sp2)-H bonds over C(sp3)-H bonds. The method has been used for the chlorination of a diverse set of substrates, including the expedited synthesis of key intermediates to bioactive compounds and a drug.

Silver-catalyzed nitrogenation of alkynes: A direct approach to nitriles through C≡C bond cleavage

Three in one blow! A novel direct transformation of alkynes into nitriles by a silver-catalyzed nitrogenation reaction through C≡C bond cleavage has been developed. This research provides both a new application for alkynes in organic synthesis, and valuable mechanistic insights into nitrogenation chemistry. Copyright

Ruthenium-catalyzed intramolecular selective halogenation of O-methylbenzohydroximoyl halides: A new route to halogenated aromatic nitriles

The intramolecular halogenation of O-methylbenzohydroximoyl halides in the presence of a Ru catalyst and the ligand diphenylacetylene afforded halo substituted aromatic nitriles in a highly regioselective manner. Further, substituted nitriles were converted into substituted tetrazole derivatives in the presence of NaN3 and I2.

NUCLEAR TRANSPORT MODULATIORS AND USES THEREOF

The invention generally relates to the field of nuclear transport modulators, e.g., CRM1 inhibitors, and more particularly to new substituted-heterocyclic azole compounds, the synthesis and use of these compounds and their pharmaceutical compositions, e.g

SUBSTITUTED NAPHTHYRIDINES AND THEIR USE AS SYK KINASE INHIBITORS

The invention relates to new substituted naphthyridines of formula (1), as well as pharmacologically acceptable salts, diastereomers, enantiomers, racemates, hydrates or solvates thereof, wherein R1 is selected from among -O-R3 or -NR3R4, R3 is C1-6-alkyl which is substituted by R5 and R6 R5 is selected from hydrogen, branched or linear C1-6-alkyl, C2-6-alkenyl, -C1-6-alkylen-O-C1-3-alkyl, C1-3-haloalkyl, R6 is ring X wherein n is either 0 or 1, and Formula (I) is a either a single or a double bond and wherein A, B, D and E are each independently from one another selected from CH2, CH, C, N, NH, O or S and wherein ring X is attached to the molecule either via position A, B, D or E, wherein said ring X may optionally be further substituted by one, two or three residues each selected individually from the group consisting of -oxo, hydroxy, -C1-3-alkyl, -C1-3-haloalkyl, -O-C1-3-alkyl, -C1-3-alkanol and halogen, and wherein R4, R2, R7, R8, R9, R10, R11 and Q may have the meanings as given in claim 1, as well as pharmaceutical compositions containing these compounds.