39536-36-2

Basic information

• Product Name: Benzenecarboximidamide, 4-chloro-N-phenyl-
• CAS NO: 39536-36-2
• Molecular Formula: C13H11ClN2
• Molecular Weight: 230.697
• Mol File: 39536-36-2.mol
• Article Data: 24

Chemical Properties

• CAS DataBase Reference: Benzenecarboximidamide, 4-chloro-N-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenecarboximidamide, 4-chloro-N-phenyl-(39536-36-2)
• EPA Substance Registry System: Benzenecarboximidamide, 4-chloro-N-phenyl-(39536-36-2)

Safety Data

• Hazardous Substances Data: 39536-36-2(Hazardous Substances Data)

Upstream product

• 623-03-0 4-Cyanochlorobenzene 
• 62-53-3 aniline 
• 1227858-66-3 C₂₀H₁₄ClN₃O₃ 
• 72923-09-2 3-Methyl-5-phenyl-4-(4-chlorophenyl)-2-(4-methylphenyl)-1,5-diazapenta-1,3-diene 
• 98-95-3 nitrobenzene 
• 2362-79-0 N-(4-chlorobenzylidene)aniline 
• 96127-08-1 1,3-Dichloro-3-methyl-5-phenyl-4-(4-chlorophenyl)-2-(4-methylphenyl)-1,5-diazapenta-1,4-diene 
• 19563-04-3 p-chlorobenzamidine 
• 98-80-6 phenylboronic acid 

Downstream Products

• 4826-00-0 3-(4-chloro-phenyl)-1-(toluene-4-sulfonylamino)-1λ⁴-benzo[1,2,4]thiadiazine 
• 2622-73-3 1-phenyl-2-(4-chlorophenyl)-1H-benzo[d]imidazole 
• 1210045-68-3 2-(4-chlorophenyl)-1,4-diphenyl-1H-imidazole 
• 20029-05-4 1-benzenesulfonylamino-3-(4-chloro-phenyl)-1λ⁴-benzo[1,2,4]thiadiazine 
• 1315314-54-5 4-methyl-2-(4-chlorophenyl)-quinazoline 
• 758640-21-0 N-Benzylaniline 
• 619-56-7 4-chlorobenzamide 

Relevant articles and documents

Photoredox synthesis of functionalized quinazolinesviacopper-catalyzed aerobic oxidative Csp2-H annulation of amidines with terminal alkynes

We have developed a visible light-induced photo-redox copper-catalyzed oxidative Csp2-H annulation (Friedel-Crafts-type cyclization) of amidines with terminal alkynes at room temperature to synthesize functionalized quinazolines. We report copp

Direct, Late-Stage Mono-N-arylation of Pentamidine: Method Development, Mechanistic Insight, and Expedient Access to Novel Antiparastitics against Diamidine-Resistant Parasites

A selective mono-N-arylation strategy of amidines under Chan-Lam conditions is described. During the reaction optimization phase, the isolation of a mononuclear Cu(II) complex provided unique mechanistic insight into the operation of Chan-Lam mono-N-arylation. The scope of the process is demonstrated, and then applied to access the first mono-N-arylated analogues of pentamidine. Sub-micromolar activity against kinetoplastid parasites was observed for several analogues with no cross-resistance in pentamidine and diminazene-resistant trypanosome strains and against Leishmania mexicana. A fluorescent mono-N-arylated pentamidine analogue revealed rapid cellular uptake, accumulating in parasite nuclei and the kinetoplasts. The DNA binding capability of the mono-N-arylated pentamidine series was confirmed by UV-melt measurements using AT-rich DNA. This work highlights the potential to use Chan-Lam mono-N-arylation to develop therapeutic leads against diamidine-resistant trypanosomiasis and leishmaniasis.

Base-Mediated Amination of Alcohols Using Amidines

Novel and efficient base-mediated N-alkylation and amidation of amidines with alcohols have been developed, which can be carried out in one-pot reaction conditions, which allows for the synthesis of a wide range of N-alkyl amines and free amides in good to excellent yields with high atom economy. In contrast to borrowing hydrogen/hydrogen autotransfer or oxidative-type N-alkylation reactions, in which alcohols are activated by transition-metal-catalyzed or oxidative aerobic dehydrogenation, the use of amidines provides an effective surrogate of amines. This circumvents the inherent necessity in N-alkylation of an oxidant or a catalyst to be stabilized by ligands.