15421-92-8

Basic information

• Product Name: N1-Benzylbenzenecarboxamidine
• Synonyms: N1-Benzylbenzenecarboxamidine;N-Benzylbenzamidine
• CAS NO: 15421-92-8
• Molecular Formula: C₁₄H₁₄N₂
• Molecular Weight: 210.27436
• Mol File: 15421-92-8.mol
• Article Data: 21

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N1-Benzylbenzenecarboxamidine(CAS DataBase Reference)
• NIST Chemistry Reference: N1-Benzylbenzenecarboxamidine(15421-92-8)
• EPA Substance Registry System: N1-Benzylbenzenecarboxamidine(15421-92-8)

Safety Data

• Hazardous Substances Data: 15421-92-8(Hazardous Substances Data)

Upstream product

• 5333-86-8 ethyl benzimidate hydrochloride 
• 100-46-9 benzylamine 
• 7471-86-5 methyl benzimidate 
• 100-47-0 benzonitrile 
• 92-29-5 (E,E)-1,3,5-triphenyl-2,4-diazapenta-1,4-diene 
• 4115-15-5 3,5-diphenyl-[1,2,4]thiadiazole 
• 55-21-0 benzamide 
• 92-29-5 hydrobenzamide 
• 35848-87-4 N'-benzyl-N-benzylidenebenzamidine 
• 618-39-3 benzamidin 
• 780-25-6 N-benzylidene benzylamine 

Downstream Products

• 493-77-6 2,4,6-triphenyl-1,3,5-triazine 
• 100-47-0 benzonitrile 
• 100-46-9 benzylamine 
• 1240504-50-0 methyl 2-[(1-benzyl-5-oxo-4-trifluoromethyl-2-phenyl-4,5-dihydroimidazol-4-yl)amino]-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylate 
• 1240504-52-2 methyl 2-[(1-benzyl-5-oxo-2-phenyl-4-trifluoromethyl-4,5-dihydroimidazol-4-yl)amino]-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 
• 1240504-54-4 2-[(1-benzyl-5-oxo-2-phenyl-4-trifluoromethyl-4,5-dihydroimidazol-4-yl)amino]-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carbonitrile 
• 1359955-88-6 ethyl 1-n-butyl-2-phenyl-1,6-dihydropyrimidine-5-carboxylate 
• 1359955-78-4 ethyl 1-butyl-4-dimethylamino-2-phenyl-1,4,5,6-tetrahydropyrimidine-5-carboxylate 
• 1359955-72-8 1-dimethylamino-3-phenyl-2,4-diaza-1,3-octadiene 

Relevant articles and documents

Novel N1-(benzyl)cinnamamidine derived NR2B subtype-selective NMDA receptor antagonists.

Novel (E)-N(1)-(benzyl)cinnamamidines were prepared and evaluated as NR2B subtype NMDA receptor ligands. Excellent affinity was achieved by appropriate substitution of either phenyl ring. The 2-methoxybenzyl compound 1h had approximately 1,000-fold lower IC(50) in NR2B than NR2A-containing cells. Replacement of the styryl unit by 2-naphthyl was well tolerated.

Synthesis of aminoisoquinolines via Rh-catalyzed [4 + 2] annulation of benzamidamides with vinylene carbonate

A new strategy is developed for the synthesis of 1-aminoisoquinoline derivatives. This Rh(III)-catalyzed [4 + 2] annulation reaction employs benzamidines as efficient directing groups and the vinylene carbonate as an acetylene surrogate. Additionally, the reaction features broad substrate scopes and good yields, only producing carbonate anion as byproduct.

Nickel(ii) and nickel(0) complexes as precursors of nickel nanoparticles for the catalytic hydrogenation of benzonitrile

The use of the nickel(ii) complex [(TEEDA)NiCl2] (1; TEEDA= N,N,N′,N′-tetraethyl-ethylendiamine) and nickel(0) complex [Ni(COD)2] (5) as pre-catalysts in the additive-free catalytic hydrogenation of benzonitrile (BN) is reported. In the presence of 1 (1 mol%), BN was hydrogenated under relatively mild reaction conditions (100 °C, 120 psi H2, 72 h) to the corresponding secondary imine, N-benzylidenebenzylamine (BBA), in very good yield (83%). As a counterpart, 5 (1 mol%) selectively hydrogenated BN to benzylamine (BA) in excellent yield (96%) under similar reaction conditions (80 °C, 120 psi H2, 24 h). In both cases, nickel nanoparticles (Ni-NPs) were identified as the catalytically active species. These Ni-NPs were formed in situ from 1 and 5 without external additives or additional stabilizers. The use of complex 5 was extended to the hydrogenation of different (hetero) aromatic and aliphatic nitriles.

Base-promoted formal [4?+?1+1] annulation of aldehyde, N-benzyl amidine and DMSO toward 2,4,6-triaryl pyrimidines

A base-promoted formal [4 + 1+1] annulation of aldehyde, N-benzyl amidine and DMSO was developed, leading to a series of 2,4,6-triaryl pyrimidines in moderate to good yields. Notably, DMSO served as a methine source, which was activated by base rather than either Lewis acid or electrophile. Molecular O2 was the sole eco-friendly oxidant during this procedure.