108086-37-9

Basic information

• Product Name: 2-CHLORO-N-(2-CHLORO-5-NITROPHENYL)ACETAMIDE
• Synonyms: 2-CHLORO-N-(2-CHLORO-5-NITROPHENYL)ACETAMIDE;2-chloro-N-(2-chloro-5-nitrophenyl)acetamide(SALTDATA: FREE);2-chloro-N-(2-chloro-5-nitro-phenyl)ethanamide;Acetamide,2-chloro-N-(2-chloro-5-nitrophenyl)-
• CAS NO: 108086-37-9
• Molecular Formula: C₈H₆Cl₂N₂O₃
• Molecular Weight: 249.05
• Mol File: 108086-37-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 422.3°C at 760 mmHg
• Flash Point: 209.2°C
• Appearance: /
• Density: 1.579g/cm³
• Vapor Pressure: 2.44E-07mmHg at 25°C
• Refractive Index: 1.639
• CAS DataBase Reference: 2-CHLORO-N-(2-CHLORO-5-NITROPHENYL)ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-N-(2-CHLORO-5-NITROPHENYL)ACETAMIDE(108086-37-9)
• EPA Substance Registry System: 2-CHLORO-N-(2-CHLORO-5-NITROPHENYL)ACETAMIDE(108086-37-9)

Safety Data

• Hazardous Substances Data: 108086-37-9(Hazardous Substances Data)

Usage

General Description

2-CHLORO-N-(2-CHLORO-5-NITROPHENYL)ACETAMIDE, also known as nitrochlorobenzacetamide, is a chemical compound with the molecular formula C8H7Cl2N3O3. It is a chlorinated acetamide derivative with a nitrophenyl group. 2-CHLORO-N-(2-CHLORO-5-NITROPHENYL)ACETAMIDE is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It has been studied for its potential as a herbicide and has also been used in the production of dyes and pigments. 2-CHLORO-N-(2-CHLORO-5-NITROPHENYL)ACETAMIDE can be synthesized by reacting 2-chloroacetamide with 2-chloro-5-nitroaniline in the presence of a base.

InChI:InChI=1/C8H6Cl2N2O3/c9-4-8(13)11-7-3-5(12(14)15)1-2-6(7)10/h1-3H,4H2,(H,11,13)

Upstream product

• 6283-25-6 H₂NC₆H₃(Cl)NO₂ 
• 79-04-9 chloroacetyl chloride 

Downstream Products

• 449760-70-7 2'-chloro-5'-nitro-2-pyrrolidinoacetanilide 
• 449760-73-0 2'-chloro-5'-nitro-2-[2-(1,2,3,4-tetrahydroisoquinolyl)]acetanilide 
• 449760-84-3 4-methyl-7-nitro-3,4-dihydro-1H-quinoxalin-2-one 
• 449760-69-4 2'-chloro-2-dimethylamino-5'-nitroacetanilide 
• 1393710-19-4 (2Z,5Z)-2-(2-chloro-5-nitrophenylimino)-5-(4-methylbenzylidene)thiazolidin-4-one 
• 1393710-20-7 (2Z,5Z)-2-(2-chloro-5-nitrophenylimino)-5-(4-methoxybenzylidene)thiazolidin-4-one 
• 1393710-21-8 (2Z,5Z)-2-(2-chloro-5-nitrophenylimino)-5-(4-nitrobenzylidene)thiazolidin-4-one 
• 1393710-22-9 (2Z,5Z)-5-(4-chlorobenzylidene)-2-(2-chloro-5-nitrophenylimino)thiazolidin-4-one 
• 1393710-23-0 (2Z,5Z)-2-(2-chloro-5-nitrophenylimino)-5-(thiophen-2-ylmethylidene)thiazolidin-4-one 
• 1393710-32-1 (2Z,5Z)-2-(2-chloro-5-nitrophenylimino)-5-[(dimethylamino)methylidene]thiazolidin-4-one 
• 1393484-99-5 (2Z,5Z)-2-(2-chloro-5-nitrophenylimino)-5-[(dimethylamino)methylidene]-3-methylthiazolidin-4-one 
• 1393710-18-3 (2Z,5Z)-5-benzylidene-2-(2-chloro-5-nitrophenylimino)thiazolidin-4-one 
• 125983-18-8 (2-Chloro-5-nitro-phenylamino)-oxo-dithioacetic acid methyl ester 
• 122734-26-3 (2-Chloro-5-nitro-phenylamino)-oxo-dithioacetic acid; compound with triethyl-amine 

Relevant articles and documents

NOVEL COMPOUNDS

The present invention relates substituted N-biphenyl-3-acetylamino-benzamides and N-[3-(acetylamino)phenyl]-biphenyl-carboxamides of general formula (I) as described and defined herein, to methods of preparing said compounds, to intermediate compounds useful for preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of a hyper-proliferative disorder, as a sole agent or in combination with other active ingredients.

4-Thiazolidinones in heterocyclic synthesis: Synthesis of novel enaminones, azolopyrimidines and 2-arylimino-5-arylidene-4-thiazolidinones

The 4-thiazolidinones 3a-d were used as a key intermediates for the synthesis of 2-arylimino-5-arylidene-4-thiazolidinones derivatives 7a-p via nucleophilic addition reactions with the arylidene malononitrile. Moreover the 4-thiazolidinones 3a and 3c condensed with the DMF-DMA to form the corresponding enamines 8 and 9 depending on the reaction conditions. Otherwise the 4-thiazolidinone 3b reacts regioselectively with DMF-DMA to afford the enaminones 10 and 11, respectively. The latter reacts with many heterocyclic amines affording polyfunctionally substituted fused pyrimidine derivatives 13-18. The enamine 8b was also reacted with the 3-amino-1,2,4-triazole to afford the acyclic product 19, which could not be further cyclized to the corresponding tricyclic system 20. Moreover the 4-thiazolidinone 3c reacted with the benzenediazonium chloride to afford the arylhydrazones 12. The X-ray single crystal technique was employed in this study for structure elucidation and Z/E potential isomerism configuration determination. The X-ray crystallographic analyses of eight products could be obtained, thus establishing with certainty the structures proposed in this work.

Monoamine Oxidase and Succinate Dehydrogenase Inhibitory and Anticonvulsant Activities of Some 3-(N-Arylcarboxamidomethyl)-4-quinazolones

3-(N-Arylcarboxamidomethyl)-4-quinazolones (IIIa-k), prepared from N-aryl-2-chloroacetamides (IIa-k) and 4-quinazolones (I), possess ALD50 values from 500-1000 mg/kg and found to inhibit rat brain monoamine oxidase (MAO) (30-65percent) and succinate dehydrogenase (SDH) (10-80percent) in vitro at a concentration of 5*10-4 M and provide 30-50percent protection against pentylenetetrazole-induced convulsions in mice.