77116-69-9

Basic information

• Product Name: 4-Pyridinamine, N-(triphenylphosphoranylidene)-
• CAS NO: 77116-69-9
• Molecular Formula: C23H19N2P
• Molecular Weight: 354.391
• Mol File: 77116-69-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 4-Pyridinamine, N-(triphenylphosphoranylidene)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pyridinamine, N-(triphenylphosphoranylidene)-(77116-69-9)
• EPA Substance Registry System: 4-Pyridinamine, N-(triphenylphosphoranylidene)-(77116-69-9)

Safety Data

• Hazardous Substances Data: 77116-69-9(Hazardous Substances Data)

Upstream product

• 504-24-5 4-aminopyridine 
• 113964-86-6 Triphenyl<4-(triphenylphosphoranylidenamino)-2-pyridyl>phosphonium-trifluormethansulfonat 
• 113964-72-0 triphenyl(pyridin-4-yl)phosphonium trifluoromethanesulfonate 
• 603-35-0 triphenylphosphine 
• 39910-67-3 4-azidopyridine 
• 110-86-1 pyridine 
• 1034-39-5 dibromotriphenylphosphorane 

Downstream Products

• 104938-53-6 1-Methyl-4-triphenylphosphoranylidenamino-pyridinium-iodid 
• 1241957-57-2 3-isopropoxy-2-phenyl-1-phenylethynyl-4-(4-pyridyl)iminocyclobut-2-en-1-ol 
• 1241957-45-8 3-isopropoxy-2-phenyl-4-(N-(4-pyridyl)imino)cyclobut-2-en-1-one 
• 54231-15-1 p-Nitrobenzyliden-4-aminopyridin 
• 93674-40-9 [(E)-3-(4-Nitro-phenyl)-prop-2-en-(E)-ylidene]-pyridin-4-yl-amine 

Relevant articles and documents

Tetrathiafulvalene-imine-pyridine assemblies for Pb2+ recognition

A series of donor-π-acceptor systems incorporating a tetrathiafulvalene moiety as the donating unit have been designed and synthesized. The efficiency of the imine (-C=N-) bond as a conjugated π-linker in promoting intramolecular charge transfer is demons

Powerful bispyridinylidene organic reducing agents with iminophosphorano π-donor substituents

Four members of a new family of powerful bispyridinylidene organic reducing agents have been prepared, which exploit iminophosphorano (-N=PR3; R=Ph, Cy) π-donor substituents. Electrochemical studies show exceptionally high oxidation potentials, ranging from 1.30 to 1.51 V versus SCE. These new reductants were shown to effectively convert 1-bromonaphthalene to naphthalene under mild reaction conditions. From the redox potentials, substituent constants (σp+) for the iminophosphorano groups Ph3P=N- (-1.82) and Cy3P=N- (-2.21) were determined, demonstrating their superior π-donating properties compared to traditional amino substituents. Extra push: Iminophosphorano groups are utilized to significantly increase the reducing power in a new class of neutral, ground state, organic reducing agents (2; see scheme). In comparative reductions involving reductants of type 1 and 2, the latter allow for shorter reaction times and milder conditions. The superb π-donating properties of the studied iminophosphorano groups were quantified by the determination of their Hammett substituent constants.

Synthesis of 6H-indolo[2,3-b][1,6]naphthyridines and related compounds as the 5-aza analogues of ellipticine alkaloids

Treatment of 2-(1-alkynyl)phenyl isocyanates 6 with the iminophosphorane 14 produced in situ the benzoenynyl carbodiimides 15. Thermolysis of 15 under refluxing p-xylene furnished the 6H-indolo[2,3-b][1,6]naphthyridines 5, which could be regarded as the 5-aza analogues of ellipticine alkaloids. Similarly, condensation of 6 with the iminophosphorane 20 led to the formation of the 6H-indolo[2,3-b][1,5]naphthyridines 25 as the major isomer and the 10H-indolo[2,3-b][1,7]naphthyridines 26 as the minor isomer. The indolonaphthyridines 32, 33, and 34 having a methoxyl substituent were likewise synthesized. Treatment of the diisocyanate 43 with 2 equiv of the iminophosphorane 7 furnished 45 having two indoloquinoline units incorporated in a seven-fused-ring system.