68388-03-4

Basic information

• Product Name: N-(3-benzamidopropyl)benzamide
• CAS NO: 68388-03-4
• Molecular Formula: C₁₇H₁₈N₂O₂
• Molecular Weight: 282.342
• Mol File: 68388-03-4.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 588.7°Cat760mmHg
• Flash Point: 229°C
• Density: 1.14g/cm³
• CAS DataBase Reference: N-(3-benzamidopropyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3-benzamidopropyl)benzamide(68388-03-4)
• EPA Substance Registry System: N-(3-benzamidopropyl)benzamide(68388-03-4)

Safety Data

• Hazardous Substances Data: 68388-03-4(Hazardous Substances Data)

Upstream product

• 65616-97-9 1,2-bisbenzoylpyrazolidine 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 109-76-2 Trimethylenediamine 
• 10513-96-9 1,3-diphthalimidopropane 
• 85-44-9 phthalic anhydride 
• 23405-15-4 benzoic acid N-hydroxysuccinimide ester 
• 10364-94-0 1-benzoylimidazole 
• 10517-44-9 1,3-diaminopropane dihydrochloride 
• 618-39-3 benzamidin 
• 25099-77-8 2-phenyl-1,4,5,6-tetrahydropyrimidine 
• 848417-68-5 3,6-dibenzoyloxy-1,2-pyridazine 
• 98-88-4 benzoyl chloride 
• 871902-67-9 1-benzoylamino-3-dibenzoylamino-propane 

Downstream Products

• 15937-64-1 1,3-dibenzoylhexahydropyrimidine 
• 21600-82-8 N,N'-dinitroso-N,N'-propanediyl-bis-benzamide 
• 93-58-3 benzoic acid methyl ester 
• 65-85-0 benzoic acid 
• 201996-36-3 1-benzoyl-2-phenyl-1,4,5,6-tetrahydropyrimidine 
• 10239-34-6 N,N'-dibenzyl-1,3-diaminopropane 
• 70011-90-4 N,N'-1,3-propanediyl bisthiobenzamide 
• 93300-57-3 C₁₉H₂₂N₂O₂ 
• 25099-77-8 2-phenyl-1,4,5,6-tetrahydropyrimidine 

Relevant articles and documents

Palladium-Catalyzed Direct Synthesis of Phenanthridones from Benzamides through Tandem N–H/C–H Arylation

We report a palladium-catalyzed method for the direct synthesis of phenanthridones from benzamides in a single step. Unlike previous reports, the current protocol does not need any directing groups or any harsh conditions. This methodology has a wide functional group tolerance therefore a series of phenanthridones were synthesized with a yield up to 87 %. The efficacy of this protocol was further explored by synthesizing some important naturally occurring amaryllidaceae alkaloids in a single step with very good yields.

One-step synthesis of dicarboxamides through Pd-catalysed aminocarbonylation with diamines as N-nucleophiles

An efficient one-step synthetic strategy was used to prepare a set of dicarboxamides through palladium-catalysed aminocarbonylation of iodoalkenyl and iodoaryl compounds, with use of various alkyl- and aryldiamines as N-nucleophiles. The isolated yields of the dicarboxamides depended significantly on the iodo substrate and diamine structures, as well as on the reaction conditions, the best one (ca. 70%) being achieved with 1-iodocyclohexene as substrate and 1,4-diaminobutane as nucleophile, at 100°C and 30 bar of CO. When iodobenzene was used as model aryl halide, the highest yield of the target dibenzamides (ca. 65%) was obtained with 1,4-diaminobenzene as coupling amine, at 100°C and 10 bar of CO. Preliminary studies on their in vitro cytotoxicity against human lung carcinoma A549 cells showed N,N′(butane-1,4-diyl)dibenzamide and androst-16-ene-based dicarboxamides to be the most efficient cytotoxic agents, with IC50 values of approximately 40 μM.