3416-93-1

Basic information

• Product Name: Benzenamine, 2-(4,5-dihydro-2-oxazolyl)-
• Synonyms: BEN354
• CAS NO: 3416-93-1
• Molecular Formula: C9H10N2O
• Molecular Weight: 162.191
• Mol File: 3416-93-1.mol

Chemical Properties

• Melting Point: 55-56 °C (decomp)
• Boiling Point: 324.8±25.0 °C(Predicted)
• Density: 1.26±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Benzenamine, 2-(4,5-dihydro-2-oxazolyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 2-(4,5-dihydro-2-oxazolyl)-(3416-93-1)
• EPA Substance Registry System: Benzenamine, 2-(4,5-dihydro-2-oxazolyl)-(3416-93-1)

Safety Data

• Hazardous Substances Data: 3416-93-1(Hazardous Substances Data)

Upstream product

• 88186-34-9 4,5-dihydro-2-(2-nitrophenyl)oxazole 
• 49667-81-4 2-amino-N-(2-hydroxyethyl)benzamide 
• 3770-67-0 N-[2-(4,5-dihydrooxazol-2-yl)phenyl]-4-methylbenzenesulfonamide 
• 118-48-9 isatoic anhydride 
• 141-43-5 ethanolamine 
• 870-24-6 2-chloroethanamine hydrochloride 
• 63004-24-0 2-nitro-benzoic acid-(2-bromo-ethylamide) 
• 610-14-0 2-nitrobenzyl chloride 
• 1885-29-6 anthranilic acid nitrile 
• 1570134-74-5 N-(2-(4,5-dihydrooxazol-2-yl)phenyl)-3-fluorobenzamide 
• 1570134-76-7 N-(2-(4,5-dihydrooxazol-2-yl)phenyl)-4-fluorobenzamide 
• 1570134-82-5 4-bromo-N-(2-(4,5-dihydrooxazol-2-yl)phenyl)benzamide 
• 1570134-84-7 N-(2-(4,5-dihydrooxazol-2-yl)phenyl)-2-(trifluoromethyl)benzamide 
• 1570134-86-9 N-(2-(4,5-dihydrooxazol-2-yl)phenyl)-4-(trifluoromethyl)benzamide 

Downstream Products

• 100135-35-1 [2-(4,5-dihydro-oxazol-2-yl)-phenyl]-carbamic acid ethyl ester 
• 3770-67-0 N-[2-(4,5-dihydrooxazol-2-yl)phenyl]-4-methylbenzenesulfonamide 
• 3416-96-4 N-[2-(4,5-dihydro-thiazol-2-yl)-phenyl]-toluene-4-sulfonamide 
• 101350-98-5 [2-(4,5-dihydro-oxazol-2-yl)-phenyl]-carbamic acid phenyl ester 
• 1204319-30-1 C₁₈H₁₇N₃O₂ 
• 1448644-13-0 5,6-diphenyl-3-[2-(4,5-dihydro-1,3-oxazol-2-yl)phenyl]amino-1,2,4-triazine 
• 21900-42-5 2,4-dimethylbenzoyl chloride 
• 1711-05-3 m-anisoyl chloride 
• 100-07-2 4-methoxy-benzoyl chloride 
• 14002-51-8 4-biphenyl-carboxylic acid chloride 
• 879-18-5 naphthalene-1-carbonic acid chloride 
• 393-52-2 2-Fluorobenzoyl chloride 
• 1711-07-5 3-fluorobenzoyl chloride 
• 403-43-0 4-fluorobenzoyl chloride 

Relevant articles and documents

Rhodium(III)-catalyzed chemodivergent annulations between phenyloxazoles and diazos via C–H activation

Acid-controlled, chemodivergent and redox-neutral annulations for the synthesis of isocoumarins and isoquinolinones have been realized via Rh(III)-catalyzed C[sbnd]H activation. Diazo compounds act as a carbene precursor, and coupling occurs in one-pot process, where adipic acid and trimethylacetic acid promote chemodivergent cyclizations.

Lewis-acid-promoted cyclization reaction: Synthesis of N3-chloroethyl and N3-thiocyanatoethyl quinazolinones

A Lewis-acid-promoted cyclization reaction of benzoyl chlorides with 2-(4,5-dihydrooxazol-2-yl)anilines, which can offer a series of N3-chloroethyl quinazolinones, is disclosed. The reaction is compatible with the functional groups of the substrates; environment-friendly AlCl3 is probably the chloride source. Moreover, the addition of NH4SCN can also produce a range of N3-thiocyanatoethyl quinazolinones in moderate-to-good yields.

Cu-Catalyzed C-H Alkenylation of Benzoic Acid and Acrylic Acid Derivatives with Vinyl Boronates

An efficient Cu-catalyzed C-H alkenylation with acyclic and cyclic vinyl boronates was realized for the first time under mild conditions. The scope of the vinyl borons and the compatibility with functional groups including heterocycles are superior than Pd-catalyzed C-H coupling with vinyl borons, providing a reliable access to multisubstituted alkenes and dienes. Subsequent hydrogenation of the product from the internal vinyl borons will lead to installation of secondary alkyls.

Base-promoted Lewis acid catalyzed synthesis of quinazoline derivatives

A one-pot protocol has been developed for the synthesis of quinazolinones from amide-oxazolines with TsCl via a cyclic 1,3-azaoxonium intermediate and 6π electron cyclization in the presence of a Lewis acid and base. The process is operationally simple and has a broad substrate scope. This method provides a unique strategy for the construction of quinazolinones.

Synthesis of quinazoin-4-ones through an acid ion exchange resin mediated cascade reaction

An interesting cascade reaction of N-(2-(4,5-dihydrooxazol-2-yl)phenyl)benzamide in the presence of an acid ion exchange resin is described. In this reaction, a range of substrates bearing various substituent groups are well compatible. This work provides a green and atom-economical alternative approach for the synthesis of quinazolin-4-ones in good yields.

Copper mediated C(sp2)-H amination and hydroxylation of phosphinamides

Copper mediated C(sp2)-H amination and hydroxylation of arylphosphinic acid are accomplished by adopting phosphinamide as the directing group. This method is distinguished by its wide substrate scope and excellent functional group tolerance, th

Cu-Mediated C-H Thioetherification of Arenes at Room Temperature

Cu-mediated C-H thioetherification of arenes with ethylene sulfide has been developed using a readily removable directing group. The reaction proceeded at room temperature, and a variety of sensitive functional groups including chloro, bromo, and vinyl were well tolerated. The thiolated products could be converted to the seven-membered benzoxathiepinones derivatives by a sequence of hydrolysis-lactonization reactions.

Palladium-Catalyzed Electrochemical C-H Bromination Using NH4Br as the Brominating Reagent

The palladium-catalyzed electrochemical C-H bromination of benzamide derivatives under divided cells is developed, in which NH4Br serves as a brominating reagent and electrolyte. The protocol avoids the use of chemical oxidants and provides an alternative method for the synthesis of aryl bromides.

Synthesis of quinazolin-4(1 H)-ones via amination and annulation of amidines and benzamides

Quinazolinones have broad applications in the biological, pharmaceutical and material fields. Studies on the synthesis of these compounds are therefore widely conducted. Herein, a novel and highly efficient copper-mediated tandem C(sp2)-H amination and annulation of benzamides and amidines for the synthesis of quinazolin-4(1H)-ones is proposed. This synthetic route can be useful for the construction of quinazolin-4(1H)-one frameworks.

Amide-Oxazoline Directed ortho-C–H Nitration Mediated by CuII

A CuII-mediated ortho-C–H nitration using amide-oxazoline as the directing group has been developed. The reactions utilize sodium nitrite as the source of the nitro group under O2 atmosphere and proceed smoothly. The desired products can be obtained in yields of 26–94 %.