1986-61-4

Basic information

• Product Name: BENZENECARBOXIMIDAMIDE,N-(4-NITROPHENYL)-
• Synonyms: BENZENECARBOXIMIDAMIDE,N-(4-NITROPHENYL)-
• CAS NO: 1986-61-4
• Molecular Formula: C₁₃H₁₁N₃O₂
• Molecular Weight: 241.25
• Mol File: 1986-61-4.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: BENZENECARBOXIMIDAMIDE,N-(4-NITROPHENYL)-(CAS DataBase Reference)
• NIST Chemistry Reference: BENZENECARBOXIMIDAMIDE,N-(4-NITROPHENYL)-(1986-61-4)
• EPA Substance Registry System: BENZENECARBOXIMIDAMIDE,N-(4-NITROPHENYL)-(1986-61-4)

Safety Data

• Hazardous Substances Data: 1986-61-4(Hazardous Substances Data)

Upstream product

• 100-47-0 benzonitrile 
• 100-01-6 4-nitro-aniline 
• 636-98-6 p-nitrobenzene iodide 
• 1670-14-0 benzamidine monohydrochloride 
• 14212-87-4 1,1-bis(N-morpholinyl)ethylene 
• 61253-72-3 C₁₃H₁₀ClN₃O₂ 
• 785-81-9 4-nitro-N-(phenylmethylene)benzenamine 
• 30924-69-7 N-(4-nitro-benzenesulfonyl)-benzamidine 
• 618-39-3 benzamidin 
• 34918-79-1 N-(4-nitro-phenyl)-benzimidoyl chloride 

Downstream Products

• 61253-72-3 C₁₃H₁₀ClN₃O₂ 
• 89060-64-0 1,5-diphenyl-3-methoxycarbonal-1,2,4-triazole 
• 74668-98-7 3-(4-Nitro-phenyl)-2-phenyl-5-(phenyl-hydrazono)-3,5-dihydro-imidazol-4-one 
• 100-01-6 4-nitro-aniline 
• 104-04-1 N-(4-Nitrophenyl)acetamide 
• 1459721-83-5 1,3,7-triphenyl-1,4-dihydro[1,3]oxazolo[4,5-g][1,2,4]benzotriazin-4-yl 
• 1459722-05-4 8-n-hexyl-1,3,7-triphenyl-4,8-dihydro-1H-imidazo[4,5-g][1,2,4]benzotriazin-4-yl 
• 1459721-97-1 1,3,7,8-tetraphenyl-4,8-dihydro-1H-imidazo[4,5-g][1,2,4]benzotriazin-4-yl 
• 1459721-94-8 N′-n-hexyl-N-(1,7-dihydro-7-oxo-1,3-diphenylbenzo[e]-[1,2,4]triazin-6-yl)benzimidamide 
• 1459721-84-6 N-(1,7-dihydro-7-oxo-1,3-diphenylbenzo[e][1,2,4]triazin-6-yl)-N′-phenylbenzimidamide 
• 1459721-91-5 N′-(4-nitrophenyl)-N-(1,7-dihydro-7-oxo-1,3-diphenylbenzo[e][1,2,4]triazin-6-yl)benzimidamide 
• 1449576-64-0 2-[5-imino-1-(4-nitrophenyl)-2-phenyl-1H-imidazol-4(5H)-ylidene]malononitrile 
• 1449612-17-2 N′-(4-nitrophenyl)-N-(1,2,2-tricyanovinyl)benzamidine 

Relevant articles and documents

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.

Synthesis and structure of aroylamidines and N-arylbenzamidines hydrochlorides

Aroylamidines can be obtained as salts in a reaction of the corresponding arylcarbonitriles with anhydrous ethanol in the presence of dry HCl followed by treating intermediate imidoesters with alcoholic solution of ammonia. N-Arylbenzamidines are obtained by reacting benzonitrile with arylamines in the presence of AlCl3. The structure of arylamines and the reaction conditions signifi cantly affect the yield of the target product, and sometimes the very possibility of its preparation. Pleiades Publishing, Ltd., 2012.

Reinvestigating the synthesis of N-arylbenzamidines from benzonitriles and anilines in the presence of AlCl3

The preparation of N-phenylbenzamidine 3a from the reaction between benzonitrile Ia and aniline in the presence of AId3 is reinvestigated with respect to mode of reagent addition, reaction temperature and Lewis acid catalysis. Pre-forming the nitrile-Lewis acid complex prior to the addition of aniline allows for milder reaction conditions, allowing for the higher yielding synthesis of N-phenylbenzamidine 3a (83%). Using these modified conditions several N-(4-substituted phenyl)benzamidines can be prepared including the N-(4-methoxyphenyl)benzamidine 3b (93%) and the previously unobtainable 2-amino-N-(4-methoxyphenyl)benzamidine 31(56%). All new compounds are fully characterised.