N-(2-formylphenyl)formamide

Base Information

• Chemical Name: N-(2-formylphenyl)formamide
• CAS No.: 25559-38-0
• Molecular Formula: C8H7NO2
• Molecular Weight: 149.149
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID00274269
• Nikkaji Number: J892.750B
• Wikidata: Q27102776
• Metabolomics Workbench ID: 51132
• Mol file: 25559-38-0.mol

Synonyms:N-(2-formylphenyl)formamide;25559-38-0;2-formylphenylformamide;2-formamidobenzaldehyde;2-formylaminobenzaldehyde;N-(2-FORMYLPHENYL) FORMAMIDE;Formamide, N-(2-formylphenyl)- (9CI);C03574;SCHEMBL1331721;CHEBI:18033;DTXSID00274269;AKOS006306338;Formamide,N-(2-formylphenyl)-(9CI);FT-0755484;Q27102776

Chemical Property of N-(2-formylphenyl)formamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 74-75 °C
• Refractive Index: 1.646
• Boiling Point: 366.362 °C at 760 mmHg
• PKA: 14.49±0.70(Predicted)
• Flash Point: 179.865 °C
• PSA: 46.17000
• Density: 1.265 g/cm³
• LogP: 1.77630
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 149.047678466
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

N-(2-Formylphenyl)formamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=O)NC=O

Technology Process of N-(2-formylphenyl)formamide

There total 11 articles about N-(2-formylphenyl)formamide 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: 85.0%

o-aminobenzaldehyde (529-23-7) + formyl acetic anhydride (2258-42-6) → N-formyl-2-aminobenzaldehyde (25559-38-0)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 2h;

DOI:10.1002/adsc.202000957 DOI:10.1002/adsc.202001512

Reference yield: 76.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + ortho-bromophenyl isocyanide (183209-26-9) → N-formyl-2-aminobenzaldehyde (25559-38-0)

Guidance literature:

ortho-bromophenyl isocyanide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 ℃; for 3h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; hexane; at -78 ℃;

DOI:10.1021/ol802659m

Reference yield: 55.0%

indole (120-72-9) → N-formyl-2-aminobenzaldehyde (25559-38-0)

Guidance literature:

indole; With ozone; In methanol; dichloromethane; at 20 ℃;

With triphenylphosphine; In methanol; dichloromethane; at 20 ℃;

DOI:10.1111/php.13529

upstream raw materials:

indole

Perbenzoic acid

chloroform

3-acetyl-3,4-dihydro-4-hydroxyquinazoline

Refernces

• 1、 Meng, Xiang-He,Wu, Dan-Ni,Zhang, Yu-Jia,Zhao, Yu-Long. "PPTS-Catalyzed Bicyclization Reaction of 2-Isocyanobenzaldehydes with Various Amines: Synthesis of Diverse Fused Quinazolines". . p. 1923 - 1929. Retrieved 2021/02/26.
• 2、 Barrios, David A.,D'Antonio, Jennifer,McCombs, Nikolette L.,Zhao, Jing,Franzen, Stefan,Schmidt, Andreas C.,Sombers, Leslie A.,Ghiladi, Reza A.. "Peroxygenase and oxidase activities of dehaloperoxidase-hemoglobin from Amphitrite ornata". supporting information. p. 7914 - 7925. Retrieved 2014/06/23.