111184-75-9

Basic information

• Product Name: N-(1H-BENZOTRIAZOL-1-YLMETHYL)BENZAMIDE&
• Synonyms: Benzamide, N-(1H-benzotriazol-1-ylmethyl)-;N-(1H-Benzotriazol-1-ylmethyl)benzamide 97%
• CAS NO: 111184-75-9
• Molecular Formula: C₁₄H₁₂N₄O
• Molecular Weight: 252.27
• Product Categories: C-C Bond Formation;Others;Synthetic Reagents
• Mol File: 111184-75-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 168-172 °C(lit.)
• Boiling Point: 538.6°C at 760 mmHg
• Flash Point: 279.6°C
• Appearance: /
• Density: 1.29g/cm³
• Vapor Pressure: 1.13E-11mmHg at 25°C
• Refractive Index: 1.677
• CAS DataBase Reference: N-(1H-BENZOTRIAZOL-1-YLMETHYL)BENZAMIDE&(CAS DataBase Reference)
• NIST Chemistry Reference: N-(1H-BENZOTRIAZOL-1-YLMETHYL)BENZAMIDE&(111184-75-9)
• EPA Substance Registry System: N-(1H-BENZOTRIAZOL-1-YLMETHYL)BENZAMIDE&(111184-75-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 111184-75-9(Hazardous Substances Data)

Usage

Uses

Reactant for:Amidoalkylation reactionsSubstitution of the benzotriazolyl group with allyl samarium bromideDipolar cycloaddition reactionsRearrangement reactions

InChI:InChI=1/C14H12N4O/c19-14(11-6-2-1-3-7-11)15-10-18-13-9-5-4-8-12(13)16-17-18/h1-9H,10H2,(H,15,19)

Upstream product

• 95-14-7 1,2,3-Benzotriazole 
• 50-00-0 formaldehyd 
• 55-21-0 benzamide 
• 28539-02-8 1-Hydroxymethyl-1H-benzotriazole 
• 1019770-60-5 BF₄^(1-)*C₂₆H₂₃NOP⁽¹⁺⁾ 
• 495-69-2 Hippuric Acid 

Downstream Products

• 126317-94-0 N-ethoxymethyl-benzamide 
• 96721-60-7 N-(butylsulfanyl-methyl)-benzamide 
• 58379-67-2 N-<(phenylsulfenyl)methyl>benzamide 
• 137570-69-5 N-(isopropoxymethyl)benzamide 
• 71666-56-3 N-benzoyl-1-aminobutan-3-one 
• 17150-61-7 N-(but-3-en-1-yl)benzamide 
• 301344-39-8 N-[(E/Z)-buta-1,3-dienyl]benzamide 
• 122035-87-4 6-methyl-2,6-diphenyl-5,6-dihydro-4H-1,3-oxazine 
• 1027414-73-8 N-benzotriazol-1-ylmethyl-benzimidoyl chloride 
• 487000-21-5 benzyl 2,4-diphenyl-1H-pyrrole-3-carboxylate 
• 88070-48-8 N-methylbenzamide 
• 110682-74-1 N-<(phenylselenyl)methyl>benzamide 
• 103-67-3 benzyl-methyl-amine 
• 95-14-7 1,2,3-Benzotriazole 

Relevant articles and documents

Amidoalkylating properties of 1-(N -acylamino)alkyltriphenylphosphonium salts

Easily accessible 1-(N-acylamino)alkyltriphenylphosphonium salts react smoothly with nitrogen, sulfur, phosphorus and oxygen nucleophiles in the presence of (i-Pr)2EtN to give the expected α-amidoalkylation products, usually in good or very good yields. α-Amidoalkylation of dialkyl malonates or acetylacetates requires the application of a much stronger base (DBU) and gives the best results under the influence of microwave irradiation. α-Amidoalkylation of enamines was carried out successfully in the presence of (i-Pr)2EtN in a microwave reactor. 1-(N-Acylamino)alkyltriphenylphosphonium salts can be considered as new, convenient and effective α-amidoalkylation agents.

Synthesis of N-[1-(trialkylstannyl)alkyl]amides and -amines by the displacement of benzotriazoles with trialkylstannyllithiums

Condensation of benzotriazole, an aldehyde, and either an amine or amide using the method of Katritzky gave N-[1-benzotriazol-1-yl)alkyl]amides and -amines, which were treated with tributylstannyllithium or trimethylstannyllithium to afford N-[1-(trialkylstannyl)alkyl]amides and -amines, respectively. These compounds are important precursors of nitrogen-substituted organolithium reagents.

The Chemistry of Benzotriazole. Part 3. The Aminoalkylation of Benzotriazole

1-(1-Hydroxyalkyl)benzotriazoles convert a wide variety of aromatic and heteroaromatic primary amines into their mono N- derivatives in high yield.Aliphatic primary amines frequently give bis-derivatives.Product structure is established by 13C n.m.r.; dangers in the use of 1H n.m.r. to distinguish 1- and 2-substituted benzotriazoles are pointed out.