61349-99-3

Basic information

• Product Name: 2-Pyridinecarboxamide, N-(4-nitrophenyl)-
• Synonyms: N-4-nitro-Ph-2-picolinamide;pyridine-2-carboxylic acid 4-nitrophenylamide
• CAS NO: 61349-99-3
• Molecular Formula: C12H9N3O3
• Molecular Weight: 243.222
• Mol File: 61349-99-3.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 2-Pyridinecarboxamide, N-(4-nitrophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyridinecarboxamide, N-(4-nitrophenyl)-(61349-99-3)
• EPA Substance Registry System: 2-Pyridinecarboxamide, N-(4-nitrophenyl)-(61349-99-3)

Safety Data

• Hazardous Substances Data: 61349-99-3(Hazardous Substances Data)

Upstream product

• 39901-94-5 2-picolinoyl chloride hydrochloride 
• 100-01-6 4-nitro-aniline 
• 110-86-1 pyridine 
• 1984-23-2 p-nitrophenyl isocyanide 
• 66933-56-0 N-(4-Nitro-phenyl)-pyridine-2-carboximidoyl chloride; hydrochloride 
• 1003-03-8 Cyclopentamine 
• 532-32-1 sodium benzoate 
• 98-98-6 2-Picolinic acid 
• 623-73-4 diazoacetic acid ethyl ester 

Downstream Products

• 728889-05-2 tris(N-(4-nitrophenyl)picolinamido)ruthenium(III) 
• 244011-24-3 dichloro[2-(N-p-NO₂-phenylcarbamoyl)pyridine]bis(dimethylsulfoxide)ruthenium(II) 
• 1220653-20-2 (η⁶-benzene)RuCl(C5H4NC(O)NC6H4NO2) 
• 1220653-14-4 [Ru(η⁶-p-cymene)(C5H4NC(O)NC6H4NO2)Cl] 
• 1266682-98-7 (CH₃)Al(C₅H₄N(CO)NC₆H₄NO₂)2 
• 1373759-08-0 C₂₄H₁₇Cl₂N₆O₆Rh 
• 1373759-10-4 C₂₄H₁₈ClN₆O₇Rh 
• 121-01-7 4-nitro-2-trifluoromethyl-aniline 
• 1372892-90-4 N-(4-((3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)amino)phenyl)picolinamide 
• 491839-49-7 N-(4-aminophenyl)pyridine-2-carboxamide 
• 1313610-43-3 Ir(2-phenylpyridine)2(C₅H₄NCONC₆H₄NO₂) 
• 1075281-42-3 [IrH₂(PPh₃)2(N-(4-nitrophenyl)picolinamide(-1H))] 
• 1075281-28-5 [IrHCl(PPh₃)2(N-(4-nitrophenyl)picolinamide(-1H))] 
• 1004265-92-2 [RuH(CO)(O₂NC₆H₄NC(O)C₅H₄N)(P(C₆H₅)3)2] 

Relevant articles and documents

A metal-free picolinamide assisted electrochemical ortho-trifluoromethylation of arylamines

An eco-friendly and effective electrochemical process was developed for the ortho-trifluoromethylation of arylamines using CF3SO2Na as the trifluoromethyl source, affording the desired products in moderate to good yields with high regioselectivity under mild reaction conditions. Importantly, the requirement for both transition metals and oxidants utilized in previous methods were avoided. A radical mechanism was proposed on the basis of various control experiments.

Iron-catalyzed: Ortho trifluoromethylation of anilines via picolinamide assisted photoinduced C-H functionalization

A convenient, oxidant-free protocol was developed for the ortho trifluoromethylation of aniline via picolinamide assisted Fe-promoted C-H functionalization under ultraviolet irradiation. In this transformation acetone essentially acted as both a solvent to dissolve reactants and a low-cost radical initiator to efficiently generate a CF3 radical from Langlois' reagent. A broad substrate scope was tolerated and picolinamide bearing strong electron withdrawing groups also could be transformed into the corresponding products with acceptable yields. Furthermore, the value of this method has been highlighted via the efficient synthesis of the nonsteroidal anti-inflammatory drug floctafenine.

Highly efficient aerobic epoxidation of cyclic olefins in mild conditions by a novel binuclear manganese(II) complex containing N-(4-nitrophenyl)picolinamide ligand

A novel binuclear Mn(II) complex based on a para-nitro substituted amidic ligand (N-(4-nitrophenyl)picolinamide) has been synthesized and characterized by X-ray crystallography. This complex shows a high degree of conversion and epoxide selectivity in Mukaiyama aerobic epoxidation reactions of cyclic olefins in mild conditions.