41252-96-4

Usage

Uses

Used in Chemical Synthesis:
3-CHLORO-4-IODONITROBENZENE is used as a key intermediate in the production of 3-chloro-4-trifluoromethylaniline. This synthesis involves a two-step reaction process, where trifluoromethylcopper reacts with 3-CHLORO-4-IODONITROBENZENE, leading to the formation of the desired product.
In the Chemical Industry:
3-CHLORO-4-IODONITROBENZENE is utilized as a starting material for the synthesis of various organic compounds, including pharmaceuticals, dyes, and other specialty chemicals. Its unique structure allows for further functionalization and modification, making it a versatile building block in the chemical industry.
In the Pharmaceutical Industry:
As an intermediate, 3-CHLORO-4-IODONITROBENZENE plays a crucial role in the development of new drugs and pharmaceuticals. Its derivatives can be used to target specific biological pathways or receptors, potentially leading to the discovery of novel therapeutic agents for various diseases and medical conditions.

InChI:InChI=1/C6H3ClINO2/c7-5-3-4(9(10)11)1-2-6(5)8/h1-3H

Upstream product

• 121-87-9 2-Chloro-4-nitroaniline 
• 99-54-7 3,4-dichloronitrobenzene 
• 24616-42-0 2-chloro-4-nitro-benzenediazonium; chloride 
• 401631-87-6 C₁₀H₁₃ClN₄O₂ 
• 615-41-8 2-iodochlorobenzene 
• 7697-37-2 nitric acid 
• 121-73-3 3-Nitrochlorobenzene 
• 97-02-9 2,4-Dinitroanilin 

Downstream Products

• 179687-02-6 (2-chloro-4-nitrophenyl)(pyridin-2-yl)methanol 
• 1033931-97-3 4-(2-chloro-4-nitrophenyl)-butan-2-one 
• 1150633-66-1 C₁₄H₁₀ClN₃O₂ 
• 934668-59-4 N-(benzo[d][1,3]dioxol-5-yl)-2-((2-chloro-4-nitrophenyl)thio)benzamide 
• 1041514-81-1 C₁₃H₈ClNO₄S 
• 1785-34-8 4-Chlor-2-nitro-9-oxo-fluoren 
• 193902-80-6 tert-butyl 4-(2-chloro-4-nitro-phenyl)piperazine-1-carboxylate 
• 55435-71-7 4-(2-chloro-4-nitrophenyl)morpholine 

Relevant academic research and scientific papers

IMIDAZOLE BIARYL COMPOUNDS AS S-NITROSOGLUTATHIONE REDUCTASE INHIBITORS

The present disclosure is directed to compounds of formula (Ie) and pharmaceutically acceptable salts thereof, wherein A, B, R1, R2, m, n, X1, X2, X3 and X4 are as defined herein, which are active as inhibitors of S-Nitrosoglutathione reductase (GSNOR). These compounds prevent, inhibit, or suppress the action of GSNOR and are therefore useful in the treatment of GSNOR mediated diseases, disorders, syndromes or conditions such as, e.g., pulmonary hypertension, acute respiratory distress syndrome (ARDS), asthma, bronchospasm, cough, pneumonia, pulmonary fibrosis, interstitial lung diseases, cystic fibrosis and chronic obstructive pulmonary disease (COPD).

Quinolone carboxylic acids as a novel monoketo acid class of human immunodeficiency virus type 1 integrase inhibitors

Human immunodeficiency virus type 1 (HIV-1) integrase is a crucial target for antiretroviral drugs, and several keto - enol acid class (often referred to as diketo acid class) inhibitors have clinically exhibited-marked antiretroviral activity. Here, we show the synthesis and the detailed structure - activity relationship of the quinolone carboxylic acids as a novel monoketo acid class of integrase inhibitors. 6-(3-Chloro-2-fluorobenzyl)-1-((2S)-1-hydroxy-3,3- dimethylbutan-2-yl)-7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 51, which showed an IC50 of 5.8 nMin the strand transfer assay and an ED50 of 0.6 nMin the antiviral assay, and 6-(3-chloro-2-fluorobenzyl) -1-((2S)-1-hydroxy-3-methylbutan-2-yl)-7-methoxy-4-oxo-1,4-dihydroquinoline-3- carboxylic acid 49, which had an IC50 of 7.2 nMand an ED50 of 0.9 nM, were the most potent compounds in this class. The monoketo acid 49 was much more potent at inhibiting integrasecatalyzed strand transfer processes than 3′-processing reactions, as is the case with the keto - enol acids. Elvitegravir 49 was chosen as a candidate for further studies and is currently in phase 3 clinical trials.

2-Methoxy-4-nitrobenzenediazonium salt as a practical diazonium-transfer agent for primary arylamines via tautomerism of 1,3-diaryltriazenes: Deaminative iodination and arylation of arylamines without direct diazotization

1,3-Diaryltriazenes, prepared from a 2-methoxy-4-nitrobenzenediazonium salt and primary arylamines, exist as "azo-transfer" tautomers in which the 2-methoxy-4-nitrophenyl group is present on the saturated nitrogen atom and forms a hydrogen bond between the 2-methoxy group and the N-H moiety. The synthetic utility of the diazonium salt as a practical diazonium-transfer agent for primary arylamines via tautomerism of the 1,3-diaryltriazenes has been demonstrated by the deaminative iodination and arylation of the arylamines without direct diazotization. The starting 2-methoxy-4-nitrophenylamine can be easily recovered after the reactions.

1-Aryl-3,3-dialkyltriazenes: A convenient synthesis from dry arenediazonium o-benzenedisulfonimides - A high yield break down to the starting dry salts and efficient conversions to aryl iodides, bromides and chlorides

This research comprises three parts. The first part regards the synthesis of 1-aryl-3,3-dialkyltriazenes 3 by reaction of dry arenediazonium o-benzenedisulfonimides 1, also coming from weakly basic aromatic amines with dimethylamine or diethylamine in aqueous solution at 0-5 °C. Yields were usually greater than 90% and there was the possibility of recovering the o-benzenedisulfonimide (5), which could be reused to prepare the salts 1. In the second part it was demonstrated that there is the possibility of reconverting the triazenes 3 into the starting stable dry salts 1 by using 5 as acid. The reactions were carried out in glacial acetic acid at 50-55 °C and normally afforded salts 1 in yields of around 90-99%. The third part concerns the setting up of two procedures for the conversion of 3 to aryl iodides 9, bromides 10 and chlorides 11. Procedure A used the corresponding aqueous hydrogen halides in acetonitrile at r.t. or 60 °C, sometimes in the presence of aqueous HBF4, sometimes Cu powder (25 examples, yields 65%-88%). Procedure B usually used anhydrous methanesulfonic acid and tetraalkylammonium halides in anhydrous acetonitrile at temperatures varying from r.t. to 80 °C, sometimes in the presence of Cu (16 examples, yields 65-88%).