3712-57-0

Basic information

• Product Name: Benzenecarboximidoyl chloride, 4-nitro-N-(phenylmethyl)-
• CAS NO: 3712-57-0
• Molecular Formula: C14H11ClN2O2
• Molecular Weight: 274.707
• Mol File: 3712-57-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzenecarboximidoyl chloride, 4-nitro-N-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenecarboximidoyl chloride, 4-nitro-N-(phenylmethyl)-(3712-57-0)
• EPA Substance Registry System: Benzenecarboximidoyl chloride, 4-nitro-N-(phenylmethyl)-(3712-57-0)

Safety Data

• Hazardous Substances Data: 3712-57-0(Hazardous Substances Data)

Upstream product

• 122-04-3 4-nitro-benzoyl chloride 
• 100-46-9 benzylamine 
• 2585-26-4 4-nitro-N-benzylbenzamide 

Downstream Products

• 1430730-58-7 4-Benzyl-5-(β-D-glucopyranosyl)-3-(4-nitrophenyl)-1,2,4-triazole 
• 1430730-42-9 4-benzyl-5-(4-nitrophenyl)-3-(2',3',4',6'-tetra-O-benzoyl-β-D-glucopyranosyl)-1,2,4-triazole 
• 1609460-30-1 N-benzyl-4-nitro-N'-phenylbenzimidamide 
• 23982-89-0 1-benzyl-2-(4-nitrophenyl)-1H-benzo[d]imidazole 
• 84570-81-0 2-(4-nitrophenyl)-4-phenylquinazoline 
• 128463-51-4 ((4-Nitro-phenyl)-{[1-phenyl-meth-(E)-ylidene]-amino}-methyl)-triphenyl-phosphonium; chloride 
• 128463-53-6 ({[1-(4-Nitro-phenyl)-meth-(E)-ylidene]-amino}-phenyl-methyl)-triphenyl-phosphonium; chloride 
• 36783-80-9 4-(4-nitro-phenyl)-2,5-diphenyl-thiazole 
• 36783-79-6 2-(4-nitro-phenyl)-4,5-diphenyl-thiazole 

Relevant articles and documents

New synthesis of 3-(β-D-glucopyranosyl)-5-substituted-1,2,4-triazoles, nanomolar inhibitors of glycogen phosphorylase

O-Perbenzoylated 5-(β-D-glucopyranosyl)tetrazole was reacted with N-benzyl carboximidoyl chlorides to give the corresponding 4-benzyl-3-(β-D- glucopyranosyl)-5-substituted-1,2,4-triazoles. Removal of the O-benzoyl and N-benzyl protecting groups by base catalysed transesterification and catalytic hydrogenation, respectively, furnished a series of 3-(β-D-glucopyranosyl)- 5-substituted-1,2,4-triazoles with aliphatic, mono- and bicyclic aromatic, and heterocyclic substituents in the 5-position. Enzyme kinetic studies revealed these compounds to inhibit rabbit muscle glycogen phosphorylase b: best inhibitors were the 5-(4-aminophenyl)- (Ki 0.67 μM) and the 5-(2-naphthyl)-substituted (Ki 0.41 μM) derivatives. This study uncovered the C-glucopyranosyl-1,2,4-triazoles as a novel skeleton for nanomolar inhibition of glycogen phosphorylase.

Synthesis of bis(2,4-diarylimidazol-5-yl) diselenides from N-benzylbenzimidoyl isoselenocyanates

The reaction of N-benzylbenzamides 6 with SOCl2 under reflux gave the corresponding N-benzylbenzimidoyl chlorides 7. Further treatment with KSeCN in dry acetone yielded imidoyl isoselenocyanates 3 (Scheme 2). These compounds, obtained in satisfying yields, proved to be stable enough to be purified and analyzed. Reaction of 3 with morpholine in dry acetone led to the corresponding selenourea derivatives 8. On treatment with Et3N, the 4-nitrobenzyl derivatives of type 3 were transformed into bis(2,4-diarylimidazol-5-yl) diselenides 9 (Scheme 3). This transformation takes place only when the benzyl residue bears an NO2 group and the phenyl group is not substituted with a strong electron-donating group. A reaction mechanism for the formation of 9 is proposed in Scheme 4. The key structures have been established by X-ray crystallography.