16764-17-3

Usage

General Description

2-(4-chloro-2-nitrophenyl)ethan-1-ol is a chemical compound with the molecular formula C8H8ClNO3. It is a white to yellow crystalline solid that is used in the synthesis of various pharmaceuticals and agrochemicals. 2-(4-chloro-2-nitrophenyl)ethan-1-ol is a highly reactive intermediate in organic chemistry and is primarily used as a building block in the production of other chemicals. It is important to handle 2-(4-chloro-2-nitrophenyl)ethan-1-ol with care, as it may pose a health hazard if not used properly. Additionally, it is important to consider the environmental impact of this chemical and take appropriate measures to minimize its release into the environment.

Upstream product

• 89-59-8 4-chloro-2-nitrotoluene 
• 100-85-6 N-benzyl-trimethylammonium hydroxide 
• 50-00-0 formaldehyd 

Downstream Products

• 17422-33-2 6-chloroindole 
• 124043-86-3 2-(2-amino-4-chlorophenyl)ethan-1-ol 
• 52536-97-7 4-chloro-1-(2-chloroethyl)-2-nitro-benzene 
• 179691-26-0 2-(4-chloro-2-nitrophenyl)ethoxycarbonyl chloride 
• 199122-95-7 2-(4-chloro-2-nitrophenyl)ethylsulfonyl chloride 
• 620964-75-2 1-(2-bromo-ethyl)-4-chloro-2-nitro-benzene 
• 69111-49-5 2-nitro-4-chlorophenylacetaldehyde 
• 807639-73-2 1-butanol,4-[2-(4-chloro-2-nitrophenyl)ethoxy]-, acetate(ester) 

Relevant academic research and scientific papers

Synthesis of Fused Indoline-Cyclobutanone Derivatives via an Intramolecular [2+2] Cycloaddition

A serendipitously-discovered process for the synthesis of heterocyclic products containing a novel fused indoline-cyclobutanone ring system is reported. This process is believed to take place through in situ generation of a ketene intermediate, followed b

Enantioselective Copper-Catalyzed Intramolecular N?H Bond Insertion: Synthesis of Chiral 2-Carboxytetrahydroquinolines

The first highly enantioselective intramolecular N?H bond insertion was realized by using copper catalysts modified with chiral spirobisoxazoline ligands, which provides a novel strategy for the synthesis of chiral 2-carboxytetrahydroquinolines. This reaction features fast reaction rate, high yield, high enantioselectivity, and mild reaction conditions. (Figure presented.).

Synthesis of indolines via a SmI2 promoted domino nitro reduction-intramolecular aza-Michael reaction

A simple and straightforward synthesis of substituted indolines based on a domino nitro reduction intramolecular aza-Michael reaction is described. The reaction employs Samarium diiodide under mild conditions for the addition of dibromoacetic acid to substituted 2-(2-nitrophenyl) acetaldehyde derivatives and their subsequent cyclization upon nitro group reduction to provide corresponding indoline heterocycles in good yields. This "one pot" strategy also permitted the expeditious synthesis of a 1,2,3,4-tetrahydroquinoline, whereas the seven-membered 2,3,4,5-tetrahydrobenzoazepines compounds were not formed under these reaction conditions.

[1,4]DIAZOCINO [7,8,1-hi]INDOLE DERIVATIVES AS ANTIPSYCHOTIC AND ANTIOBESITY AGENTS

Compounds of formula (1) are provided: (1) where R1 through R7 are defined herein. The compounds of formula (I) are 5HT2c agonists or partial agonists, and are useful for treating a variety of disorders.

Nucleoside derivatives with photolabile protective groups

The invention relates to nucleoside derivatives having photolabile protective groups of the general formula (I) STR1 in which R1 =H, NO2, CN, OCH3, halogen or alkyl or alkoxyalkyl having 1 to 4 C atoms R2 =H, OCH3 R3 =H, F, Cl, Br, NO2 R4 =H, halogen, OCH3, or an alkyl radical having 1 to 4 C atoms R5 =H or a usual functional group for preparing oligonucleotides R6 =H, OH, halogen or XR8, where X=O or S and R8 represents a protective group usual in nucleotide chemistry, B=adenine, cytosine, guanine, thymine, uracil, 2,6-diaminopurin-9-yl, hypoxanthin-9-yl, 5-methylcytosin-1-yl, 5-amino-4-imidazolcarboxamid-1-yl, or 5-amino-4-imidazolcarboxamid-3-yl, where in the case of B=adenine, cytosine or guanine, the primary amino function optionally exhibits a permanent protective group. These derivatives may be used for the light-controlled synthesis of oligonucleotides on a DNA chip.

New photolabile protecting groups in nucleoside and nucleotide chemistry - Synthesis, cleavage mechanisms and applications

New photolabile protecting groups have been found in the 2-(2- nitrophenyl)ethoxycarbonyl and the 2-(2-nitrophenyl)ethylsulfonyl group, respectively. The influence of substituents at the phenyl ring as well as the side-chain has been investigated regarding the photolysis rates on irradiation at 365 mn. β-Branching in the side-chain leads to highly increased rates of photodeprotection. A new type of photocleavage mechanism consisting of a photoinduced β-elimination process is proposed.

Ruthenium-Catalyzed Dehydrogenative N-Heterocyclization: Indoles from 2-Aminophenethyl Alcohols and 2-Nitrophenethyl Alcohols

Indole derivatives 3 were readily obtained from 2-aminophenethyl alcohols 1 in the presence of 2 mol percent (based on 1) of RuCl2(PPh3)3 under reflux in toluene.Indole (3a) was afforded from 2-aminophenethyl alcohol (1a) quantitatively.Other indoles (3) were also obtained in 73-99percent isolated yields from the corresponding 1, which were easily prepared by condensation between the corresponding 2-nitrotoluenes and aldehydes followed by reduction.During the reaction, a stoichiometric amount of hydrogen was spontaneously evolved into the gas phase.With a heterogeneous and homogeneous binary catalyst system, indoles were afforded in one pot from 2-nitrophenethyl alcohols 2 under a hydrogen atmosphere.