N-(1H-Benzotriazol-1-ylmethyl)benzamide

Base Information

• Chemical Name: N-(1H-Benzotriazol-1-ylmethyl)benzamide
• CAS No.: 111184-75-9
• Molecular Formula: C14H12 N4 O
• Molecular Weight: 252.275
• Hs Code.: 2933990090
• European Community (EC) Number: 622-901-3
• DSSTox Substance ID: DTXSID60352416
• Nikkaji Number: J443.474I
• Wikidata: Q82129551
• Mol file: 111184-75-9.mol

Synonyms:N-(1H-Benzotriazol-1-ylmethyl)benzamide;111184-75-9;N-(benzotriazol-1-ylmethyl)benzamide;N-(1H-1,2,3-Benzotriazol-1-ylmethyl)benzamide;N-benzotriazol-1-ylmethyl-benzamide;N-((1H-Benzo[d][1,2,3]triazol-1-yl)methyl)benzamide;Oprea1_756353;SCHEMBL438390;DTXSID60352416;CDZWFIDNOCWJDS-UHFFFAOYSA-N;CCG-42806;N-(1H-Benzotriazol-1-ylmethyl)benzamide, 97%;J-002537;N-[(1H-1,2,3-benzotriazol-1-yl)methyl]benzamide;SR-01000632776-1

Chemical Property of N-(1H-Benzotriazol-1-ylmethyl)benzamide

Chemical Property:

• Vapor Pressure: 1.13E-11mmHg at 25°C
• Melting Point: 168-172 °C(lit.)
• Refractive Index: 1.677
• Boiling Point: 538.6°C at 760 mmHg
• Flash Point: 279.6°C
• PSA: 59.81000
• Density: 1.29g/cm³
• LogP: 2.20970
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 252.10111102
• Heavy Atom Count: 19
• Complexity: 317

Purity/Quality:

98%Min ^*data from raw suppliers

N-(1H-Benzotriazol-1-ylmethyl)benzamide 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NCN2C3=CC=CC=C3N=N2
• Uses: Reactant for:Amidoalkylation reactionsSubstitution of the benzotriazolyl group with allyl samarium bromideDipolar cycloaddition reactionsRearrangement reactions

Technology Process of N-(1H-Benzotriazol-1-ylmethyl)benzamide

There total 4 articles about N-(1H-Benzotriazol-1-ylmethyl)benzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

1-Hydroxymethyl-1H-benzotriazole (28539-02-8) + benzamide (55-21-0,27208-38-4) → N-(1H-benzotriazol-1-ylmethyl)benzamide (111184-75-9)

Guidance literature:

In toluene; for 24h; Heating;

Reference yield:

1,2,3-Benzotriazole (95-14-7,27556-51-0) + BF4(1-)*C26H23NOP(1+) (1019770-60-5) → C14H12N4O + N-(1H-benzotriazol-1-ylmethyl)benzamide (111184-75-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 60 ℃; for 5.5h; Overall yield = 98 %; Sealed tube;

DOI:10.1080/10426507.2012.744014

Reference yield:

Hippuric Acid (495-69-2,140480-84-8,21251-67-2,91787-63-2,66407-11-2) → C14H12N4O + N-(1H-benzotriazol-1-ylmethyl)benzamide (111184-75-9)

Guidance literature:

Multi-step reaction with 2 steps

1: base

2: N-ethyl-N,N-diisopropylamine / acetonitrile / 5.5 h / 60 °C / Sealed tube

With N-ethyl-N,N-diisopropylamine; In acetonitrile;

DOI:10.1080/10426507.2012.744014

upstream raw materials:

1,2,3-Benzotriazole

formaldehyd

benzamide

1-Hydroxymethyl-1H-benzotriazole

Downstream raw materials:

N-ethoxymethyl-benzamide

N-(butylsulfanyl-methyl)-benzamide

1,2,3-Benzotriazole

2-(phenylamidomethyl)cyclohexanone