76016-34-7

Upstream product

• 22751-23-1 (2-nitrophenyl)acetyl chloride 
• 124-40-3 dimethyl amine 
• 18925-69-4 N,N-dimethyl-2-phenylacetamide 
• 3740-52-1 2-(2-nitrophenyl)acetic acid 
• 98-95-3 nitrobenzene 
• 15722-62-0 N-Methyl-sarkosin-trimethylamid-Kation 
• 175658-07-8 N,N-dimethyl-thioglycolamide 

Downstream Products

• 86162-63-2 2-(2-{[1-(2,4-Dinitro-phenyl)-meth-(E)-ylidene]-amino}-phenyl)-N,N-dimethyl-acetamide 
• 86162-62-1 N,N-Dimethyl-2-(2-{[1-(4-nitro-phenyl)-meth-(E)-ylidene]-amino}-phenyl)-acetamide 
• 75117-26-9 N,N-dimethyl-2-(2-vinylphenyl)acetamide 
• 86162-60-9 2-(2-amino-phenyl)-N,N-dimethyl-acetamide 
• 86162-64-3 N,N-Dimethyl-2-(2-{[1-(2,4,6-trinitro-phenyl)-meth-(E)-ylidene]-amino}-phenyl)-acetamide 

Relevant academic research and scientific papers

Vicarious nucleophilic substitution of hydrogen proceeding via heterocyclic ring opening

Carbanions of five-membered S-heterocycles react with nitroarenes via the ring-opening VNS reaction or oxidative nucleophilic substitution of hydrogen. The reaction course is affected by rigidity of the ring.

Base-mediated reaction of quaternary ammonium salts with nitroarenes - Their useful functionalization via vicarious nucleophilic substitution (VNS)

Ammonium ylides generated from ammonium salt 1a-e with a base react with derivatives of 3-nitropyridine 2a-c and 2-nitrothiophene (3) to form products of vicarious nucleophilic substitution (VNS) 7, 8, or 9 respectively. The products of VNS 10, 11, or 12 are also produced from the corresponding ammonium salts, a base and 4-chloro-nitrobenzene (4), nitrobenzene (5), or 1-nitronaphthalene (6), respectively. In a few products, an exchange of alkoxy group 7c or substitution of chlorine by alkoxyl 8a,b occured.

Experiments on the Chaperon effect in the nitration of aromatics

A nitro group may be effectively delivered to the ortho position of alkylbenzenes, provided that a suitable chaperon function is located in α- position and a dilute of HNO3 in CH2Cl2 is used. The carbonyl function of an aldehyde or ketone is the best choice, but a carboxyl, alkoxycarbonyl, and amide groups all work well. The ether function showed a less pronounced ortho orientation effect, whereas the hydroxyl group was too prone to oxidation. Side reactions were minimal under the conditions employed. A para chaperon effect was seemingly at work in the CH2Cl2 nitration of benzenepropanenitrile. All the results were compared with the corresponding classical nitration in H2SO4.

Ring-Chain Tautomerism in Anions Derived from Substituted (Arylideneamino)toluenes and (Arylideneamino)oxindoles

Intramolecular nucleophilic attack by carbon and nitrogen anions on imine and enone double bonds, respectively, has been investigated as a synthetic route to fused five-membered azacycles.In both (arylideneamino)toluenes and (arylideneamino)oxindoles, cyc

Process for preparation of o-(2,6-dichloroanilino)phenylacetic acid and novel intermediate for use in preparation of the same

Disclosed is a process for the preparation of o-(2,6-dichloroanilino)phenylacetic acid (Diclofenac) or its pharmacologically acceptable acid addition salt, which comprises hydrolyzing an N,N-disubstituted-o-(2,6-dichloroanilino)phenylacetamide derivative with an alkali. Also a novel intermediate for use in the preparation of Diclofenac, that is, an N,N-disubstituted-o-halogenophenylacetamide in which the halogen is iodine or bromine, is disclosed.