35710-05-5

Basic information

• Product Name: N-BENZYLISATOIC ANHYDRIDE
• Synonyms: 1-Benzyl-2H-3,1-benzoxazine-2,4(1H)-dione;N-BENZYLISATOIC ANHYDRIDE;1-benzyl-1H-benzo[d][1,3]oxazine-2,4-dione
• CAS NO: 35710-05-5
• Molecular Formula: C₁₅H₁₁NO₃
• Molecular Weight: 253.25
• Mol File: 35710-05-5.mol
• Article Data: 29

Chemical Properties

• Melting Point: 136 °C
• Boiling Point: 419.5°Cat760mmHg
• Flash Point: 207.5°C
• Appearance: /
• Density: 1.335g/cm³
• Vapor Pressure: 3.03E-07mmHg at 25°C
• Refractive Index: 1.64
• CAS DataBase Reference: N-BENZYLISATOIC ANHYDRIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BENZYLISATOIC ANHYDRIDE(35710-05-5)
• EPA Substance Registry System: N-BENZYLISATOIC ANHYDRIDE(35710-05-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 35710-05-5(Hazardous Substances Data)

Usage

General Description

N-Benzylisatoic anhydride is a chemical compound with the molecular formula C17H15NO3. It is a white to off-white crystalline powder that is insoluble in water but soluble in organic solvents. N-Benzylisatoic anhydride is commonly used as a reagent in organic synthesis, particularly for the acylation of amines and alcohols. It is also used in the production of pharmaceuticals and agrochemicals. N-BENZYLISATOIC ANHYDRIDE is known for its strong acylating properties and is often used in the preparation of various pharmaceutical intermediates. Its reactivity and versatility in organic reactions make it a valuable tool in chemical synthesis.

InChI:InChI=1/C15H11NO3/c17-14-12-8-4-5-9-13(12)16(15(18)19-14)10-11-6-2-1-3-7-11/h1-9H,10H2

Upstream product

• 75-44-5 phosgene 
• 6622-55-5 N-benzylanthranilic acid 
• 118-48-9 isatoic anhydride 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 
• 758640-21-0 N-Benzylaniline 
• 201230-82-2 carbon monoxide 
• 1217-89-6 1-benzylisatin 
• 118-92-3 anthranilic acid 
• 124-38-9 carbon dioxide 
• 76464-99-8 N-benzyl-2-iodoaniline 
• 91-73-6 N,N-dibenzylaniline 

Downstream Products

• 59103-54-7 1-Benzyl-2,1-benzothiazol-3(1H)-one 
• 108202-09-1 9-Benzyl-1,2,3,9-tetrahydro-pyrrolo[2,3-b]quinolin-4-one 
• 143884-48-4 10-Benzyl-3,4-dihydro-2H,10H-1-thia-10-aza-anthracen-9-one 
• 108202-15-9 11-Benzyl-1,2,3,4,5,11-hexahydro-azepino[2,3-b]quinolin-6-one 
• 117838-14-9 Benzyl-{2-[5-(4-methoxy-phenyl)-[1,3,4]oxadiazol-2-yl]-phenyl}-amine 
• 117838-06-9 4-Methoxy-benzoic acid N'-(2-benzylamino-benzoyl)-hydrazide 
• 117838-12-7 Benzyl-[2-(5-phenyl-[1,3,4]oxadiazol-2-yl)-phenyl]-amine 
• 117838-04-7 Benzoic acid N'-(2-benzylamino-benzoyl)-hydrazide 
• 73480-61-2 2-Benzylamino-N-(2-hydroxy-butyl)-benzamide 
• 117838-15-0 N-benzyl-2-(5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl)aniline 
• 117838-07-0 4-Nitro-benzoic acid N'-(2-benzylamino-benzoyl)-hydrazide 
• 111396-13-5 1-(o-benzylaminophenyl) cyclopentanol 
• 111396-21-5 1-(o-benzylaminophenyl) cyclohexanol 
• 87296-79-5 2-Benzylamino-benzoic acid N',N'-dimethyl-hydrazide 

Relevant articles and documents

Palladium-Catalyzed Multistep Tandem Carbonylation/N-Dealkylation/Carbonylation Reaction: Access to Isatoic Anhydrides

A novel and efficient synthesis of isatoic anhydride derivatives was developed via palladium-catalyzed multistep tandem carbonylation/N-dealkylation/carbonylation reaction with alkyl as the leaving group and tertiary anilines as nitrogen nucleophiles. This approach features good functional group compatibility and readily available starting materials. Furthermore, it provided a convenient approach for the synthesis of biologically and medicinally useful evodiamine.

Unsymmetrically substituted dibenzo[b,f][1,5]-diazocine-6,12(5H,11H)dione—A convenient scaffold for bioactive molecule design

A novel approach for the synthesis of unsymmetrically substituted dibenzo[b,f][1,5]diazocine-6,12(5H,11H)diones has been developed. This facile three-step method uses variously substituted 1H-benzo[d][1,3]oxazine-2,4-diones (isatoic anhydrides) and 2-aminobenzoic acids as a starting materials. The obtained products were further transformed into N-alkyl-, N-acetyl- and dithio analogues. Developed procedures allowed the synthesis of unsymmetrical dibenzo[b,f][1,5]diazocine-6,12(5H,11H)diones and three novel heterocyclic scaffolds: benzo[b]naphtho[2,3-f][1,5]diazocine-6,14(5H,13H)dione, pyrido[3,2-c][1,5]benzodiazocine-5,11(6H,12H)-dione and pyrazino[3,2-c][1,5]benzodiazocine-6,12(5H,11H)dione. For 11 of the compounds crystal structures were obtained. The preliminary cytotoxic effect against two cancer (HeLa, U87) and two normal lines (HEK293, EUFA30) as well as antibacterial activity were determined. The obtained dibenzo[b,f][1,5]diazocine(5H,11H)6,12-dione framework could serve as a privileged structure for the drug design and development.

One-Pot Total Synthesis of Evodiamine and Its Analogues through a Continuous Biscyclization Reaction

The one-pot total synthesis of evodiamine and its analogues is achieved using a three-component reaction. Through continuous biscyclization, various readily available substrates with good functional group tolerance were easily incorporated into biologically active quinazolinocarboline backbones. The use of triethoxymethane as a cosolvent was crucial for this quick and straightforward transformation.