736-40-3

Basic information

• Product Name: 4-(Benzoylamino)benzoic acid ethyl ester
• Synonyms: 4-(Benzoylamino)benzoic acid ethyl ester;Ethyl 4-benzamidobenzoate
• CAS NO: 736-40-3
• Molecular Formula: C₁₆H₁₅NO₃
• Molecular Weight: 269.32
• Mol File: 736-40-3.mol
• Article Data: 36

Chemical Properties

• Boiling Point: 341.7°C at 760 mmHg
• Flash Point: 160.4°C
• Appearance: /
• Density: 1.209g/cm³
• Vapor Pressure: 7.92E-05mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: 4-(Benzoylamino)benzoic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Benzoylamino)benzoic acid ethyl ester(736-40-3)
• EPA Substance Registry System: 4-(Benzoylamino)benzoic acid ethyl ester(736-40-3)

Safety Data

• Hazardous Substances Data: 736-40-3(Hazardous Substances Data)

Usage

Uses

Agricultural chemical.

Hazard

Moderately toxic by ingestion.

InChI:InChI=1/C16H15NO3/c1-2-20-16(19)13-8-10-14(11-9-13)17-15(18)12-6-4-3-5-7-12/h3-11H,2H2,1H3,(H,17,18)

Upstream product

• 101137-69-3 tert-butyl benzoyl(phenyl)carbamate 
• 94-09-7 p-aminoethylbenzoate 
• 7476-79-1 4-nitrosobenzoic acid ethyl ester 
• 611-73-4 Benzoylformic acid 
• 150-13-0 4-amino-benzoic acid 
• 64-17-5 ethanol 
• 68688-78-8 N-(4-carbamoylphenyl)benzamide 
• 98-91-9 thiobenzoic acid 
• 130872-52-5 ethyl 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)benzoate 
• 85-44-9 phthalic anhydride 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 7508-68-1 ethyl 4-phenylazobenzoate 
• 7250-68-2 4,4'-bis(ethoxycarbonyl)azobenzene 

Downstream Products

• 146305-29-5 N-[4-(hydrazinylcarbonyl)phenyl]benzamide 
• 1201835-64-4 phenyl(2-((4-ethoxycarbonylphenyl)amino)phenyl)methanone 
• 1258550-43-4 4-benzamido-N-(3-nitro-4-(2-(phenylthio)ethylamino)phenylsulfonyl)benzamide 
• 582-80-9 p-benzamidobenzoic acid 
• 101734-46-7 3-(4-benzoylamino-phenyl)-3-oxo-propionic acid ethyl ester 
• 1094201-00-9 ethyl 2-phenylbenzo[d]oxazole-6-carboxylate 
• 52807-34-8 4-{[1-Chloro-1-phenyl-meth-(Z)-ylidene]-amino}-benzoic acid ethyl ester 
• 885886-44-2 N-[4-(5-sulfanyl-1,3,4-thiadiazol-2-yl)phenyl]benzamide 
• 1608151-12-7 C₃₀H₂₀N₆O₄S 
• 1608151-05-8 N-(4-{5-[(1,4-benzodioxan-2-yl)methylsulfanyl]-1,3,4-thiadiazol-2-yl}phenyl)benzamide 
• 1608151-04-7 N-(4-{5-[(1,4-benzodioxan-2-yl)methylsulfanyl]-1,3,4-oxadiazol-2-yl}phenyl)benzamide 
• 1608151-10-5 N-{4-[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]phenyl}benzamide 
• 893657-12-0 N-{4-[5-(benzylsulfanyl)-1,3,4-oxadiazol-2-yl]phenyl}benzamide 
• 944779-51-5 N-{4-[(3,5-dimethyl-1H-pyrazol-1-yl)carbonyl]phenyl}benzamide 

Relevant articles and documents

Design, synthesis, and biological activity evaluation of 2-(benzo[b]thiophen-2-yl)-4-phenyl-4,5-dihydrooxazole derivatives as broad-spectrum antifungal agents

To discover antifungal compounds with broad-spectrum and stable metabolism, a series of 2-(benzo[b]thiophen-2-yl)-4-phenyl-4,5-dihydrooxazole derivatives was designed and synthesized. Compounds A30-A34 exhibited excellent broad-spectrum antifungal activity against Candida albicans with MIC values in the range of 0.03–0.5 μg/mL, and against Cryptococcus neoformans and Aspergillus fumigatus with MIC values in the range of 0.25–2 μg/mL. In addition, compounds A31 and A33 showed high metabolic stability in human liver microsomes in vitro, with the half-life of 80.5 min and 69.4 min, respectively. Moreover, compounds A31 and A33 showed weak or almost no inhibitory effect on the CYP3A4 and CYP2D6. The pharmacokinetic evaluation in SD rats showed that compound A31 had suitable pharmacokinetic properties and was worthy of further study.

Buchwald-Hartwig cross-coupling of amides (transamidation) by selective N-C(O) cleavage mediated by air- And moisture-stable [Pd(NHC)(allyl)Cl] precatalysts: Catalyst evaluation and mechanism

The Pd-NHC-catalyzed acyl-type Buchwald-Hartwig cross-coupling of amides by N-C(O) cleavage (transamidation) provides a valuable alternative to the classical methods for amide synthesis. Herein, we report a combined experimental and computational study of the Buchwald-Hartwig cross-coupling of amides using well-defined, air- and moisture-stable [Pd(NHC)(allyl)Cl] precatalysts. Most crucially, we present a comprehensive evaluation of a series of distinct Pd(ii)-NHC precatalysts featuring different NHC scaffolds and throw-away ligands for the synthesis of functionalized amides that are not compatible with stoichiometric transition-metal-free transamidation methods. Furthermore, we present evaluation of the catalytic cycle by DFT methods for a series of different Pd(ii)-NHC precatalysts. The viability of accessing NHC-supported acyl-palladium(ii) amido complexes will have implications for the design and development of cross-coupling methods involving stable amide electrophiles.

3,6-Di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) catalysed metal-free amide bond formation from thioacids and amines at room temperature

A 3,6-di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) catalysed efficient, mild and metal-free method has been developed for direct amide bond synthesis from simple thioacids and amines as starting materials. This methodology is useful for aromatic, aliphatic, and heteroaromatic thioacids as well as primary, secondary, heterocyclic, and even functionalized amines. A wide substrates scope, operationally mild conditions, and acylation of amines without affecting other functional groups such as alcohols, esters, carbodithioates, among others make this strategy very attractive and practical.