5202-86-8

Usage

Synthesis Reference(s)

Synthetic Communications, 21, p. 1917, 1991 DOI: 10.1080/00397919108021782

InChI:InChI=1/C9H10ClNO/c1-6-5-8(10)3-4-9(6)11-7(2)12/h3-5H,1-2H3,(H,11,12)

Upstream product

• 507-40-4 tert-butylhypochlorite 
• 120-66-1 N-(2-methylphenyl)acetamide 
• 5152-76-1 N-chloro-2'-methylacetanilide 
• 75-36-5 acetyl chloride 
• 95-69-2 4-chloro-2-methylbenzeneamine 
• 75-15-0 carbon disulfide 
• 7791-25-5 sulfuryl dichloride 
• 7647-01-0 hydrogenchloride 
• 7732-18-5 water 
• 64-19-7 acetic acid 
• 7782-50-5 chlorine 
• 88-72-2 1-methyl-2-nitrobenzene 
• 108-24-7 acetic anhydride 
• 95-53-4 o-toluidine 

Downstream Products

• 62790-50-5 4-chloro-2-methyl-6-nitrophenylamine 
• 61655-97-8 2,4-dichloro-6-methylacetanilide 
• 230303-11-4 p,N-dichloro-2'-methylacetanilide 
• 635-21-2 5-chloroanthranilic acid 
• 5202-87-9 2-acetamido-5-chlorobenzoic acid 
• 19655-50-6 6-chloro-8-methylquinoline 
• 6164-98-3 chlordimeform 
• 34649-00-8 N-(2-methyl-4-chloro-5-nitrophenyl)acetamide 
• 34649-01-9 2-acetylamino-5-chloro-4-nitrobenzoic acid 
• 34649-02-0 2-amino-5-chloro-4-nitrobenzoic acid 
• 95-69-2 4-chloro-2-methylbenzeneamine 
• 27527-95-3 6-chloro-8-methyl-5-nitroquinoline 
• 857616-95-6 acetic acid-(4-chloro-2-methyl-6-nitro-anilide) 

Relevant academic research and scientific papers

Method for synthesizing P-chloroO-toluidine

The invention discloses a method for synthesizing p-chloroo-toluidine, which comprises the following steps: synthesizing o-toluidine and a protective agent in an organic solvent to obtain an amino-protected intermediate. The amino protected intermediate is added into hydrochloric acid, an oxidant is added for chlorination reaction, and a chlorination product is obtained. The chlorinated product is removed and the amino protecting group is removed to give p-chloroo-toluidine. The method for synthesizing p-chloroo-toluidine provided by the invention is high in yield, simple to operate, less in three wastes, high in product content and good in quality, and can be suitable for industrial mass production.

Single step regioselective cyclization and chlorination of hydroxyamino-N-(2-methylphenyl)acetamide to 5-chloro-7-methylindoline-2,3-dione

A one-pot process for the manufacture of 5-chloro-7-methylindoline-2,3-dione starting from 2-hydroxyimino-N-(2-methylphenyl)acetamide via tandem cyclization in sulfuric acid and acetic acid, followed by in-situ chlorination with sulfur dioxide and chlorine gas in high regioselectivity and yield.

Chemoselective reduction of nitroarenes, N-acetylation of arylamines, and one-pot reductive acetylation of nitroarenes using carbon-supported palladium catalytic system in water

Developing and/or modifying fundamental chemical reactions using chemical industry-favorite heterogeneous recoverable catalytic systems in the water solvent is very important. In this paper, we developed convenient, green, and efficient approaches for the chemoselective reduction of nitroarenes, N-acetylation of arylamines, and one-pot reductive acetylation of nitroarenes in the presence of the recoverable heterogeneous carbon-supported palladium (Pd/C) catalytic system in water. The utilize of the simple, effective, and recoverable catalyst and also using of water as an entirely green solvent along with relatively short reaction times and good-to-excellent yields of the desired products are some of the noticeable features of the presented synthetic protocols. Graphic abstract: [Figure not available: see fulltext.].

Electrochemical formation of: N, N ′-diarylhydrazines by dehydrogenative N-N homocoupling reaction

Hydrazines represent a class of compounds of high interest due to their applicability as versatile starting materials in many important transformations. Herein, we report a synthetic approach to hydrazine derivatives using commercially available anilines and an anodic dehydrogenative N-N coupling reaction as the key step.

Co3O4 nanoparticles prepared by oxidative precipitation method: an efficient and reusable heterogeneous catalyst for N-formylation of amines

Abstract: N-formylation of different amines was carried out with formic acid in the presence of the Co3O4 nanoparticles as an efficient, stable heterogeneous catalyst to give the corresponding formamides under solvent-free conditions. This method has advantages over the reported methods such as high yields, mild conditions, easy work-up and short reaction times. The catalyst was characterized by different techniques such as XRD, SEM and FT-IR spectroscopy. Graphical Abstract: [Figure not available: see fulltext.]

Synthesis of 2-methylbenzoxazoles directly from: N -phenylacetamides catalyzed by palladium acetate

A method to synthesize 2-methylbenzoxazoles directly from N-phenylacetamides catalyzed by Pd(OAc)2 in the presence of K2S2O8 and TfOH has been developed. The desired products were obtained in moderate to excellent yields. This approach provides a facile procedure to prepare benzoxazoles with available substrates. It is found that TfOH is the key factor for this cyclization reaction. A plausible mechanism of the reaction is proposed according to the control reactions and the literature.

Phenyl [...] compound and its preparation method, pharmaceutical composition, drug use (by machine translation)

The invention provides a phenylurea coupling quinazoline compound or a pharmaceutically acceptable salt thereof represented by formula (I), wherein R1 represents H, represents Br, Cl or F, represents -CH3, -CH2-CH3, -CH2(CH3)2 or -CF3, represents -O-CH3, -O-CH2-CH3 or -O-CH2(CH3)2, or represents -C[triple bond]CH or -C[triple bond]N; n1 is 1, 2, 3, 4 or 5; one of R2 and R3 is a group represented by formula (II); R4 represents H, represents Br, Cl or F, represents -CH3, -CH2-CH3, -CH2(CH3)2 or -CF3, represents -O-CH3, -O-CH2-CH3 or -O-CH2(CH3)2, represents -NH2, or represents -NO2; n2 is 1, 2, 3, 4 or 5; and the other one of R2 and R3 represents H, -O-CH3, -O-CH2-CH3, -O-CH2(CH3)2, or the following groups.

Imidazolium Salt Catalyzed para -Selective Halogenation of Electron-Rich Arenes

A highly para-selective halogenation of arenes bearing coordinating groups in the presence of a dimidazolium salt as a catalyst is reported. A series of electron-rich p-haloarenes were prepared in good yields and good to excellent selectivities. We also propose a plausible mechanism for the catalytic reaction.

Oxidative chlorination of acetanilides with hydrogen chloride/m-chloroperbenzoic acid/N,N-dimethylformamide system

The reaction of acetanilides with relevant amounts of HCl and m-chloroperbenzoic acid in DMF at room temperature gave the desired chloro-substituted acetanilides in good yields.