2-[(Cyanomethyl)(phenyl)amino]benzoic acid

Base Information

• Chemical Name: 2-[(Cyanomethyl)(phenyl)amino]benzoic acid
• CAS No.: 77778-87-1
• Molecular Formula: C15H12N2O2
• Molecular Weight: 252.272
• DSSTox Substance ID: DTXSID60406084
• Wikidata: Q82210957
• Mol file: 77778-87-1.mol

Synonyms:2-[(cyanomethyl)(phenyl)amino]benzoic acid;77778-87-1;2-[N-(cyanomethyl)anilino]benzoic acid;Benzoic acid, 2-[(cyanomethyl)phenylamino]-;SBB038275;DTXSID60406084;ADAL1000819;STL227711;2-[(cyanomethyl)anilino]benzoic acid;AKOS000268319

Chemical Property of 2-[(Cyanomethyl)(phenyl)amino]benzoic acid

Chemical Property:

• PSA: 64.33000
• LogP: 3.04648
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 252.089877630
• Heavy Atom Count: 19
• Complexity: 354

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N(CC#N)C2=CC=CC=C2C(=O)O

Technology Process of 2-[(Cyanomethyl)(phenyl)amino]benzoic acid

There total 5 articles about 2-[(Cyanomethyl)(phenyl)amino]benzoic acid 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:

sodium cyanide (773837-37-9) + 1-phenyl-1,2-dihydro-4H-benzo[d][1,3]oxazin-4-one (16095-32-2) → N-cyanomethyl-N-phenyl-anthranilic acid (77778-87-1)

Guidance literature:

In water; at 50 ℃; for 3h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.6b03473

Reference yield:

2-(phenylamino)benzoic acid (91-40-7) → N-cyanomethyl-N-phenyl-anthranilic acid (77778-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. ethanol

2: H₂O

In ethanol; water;

DOI:10.1021/jm960268u

Reference yield:

1-phenyl-1,2-dihydro-4H-benzo[d][1,3]oxazin-4-one (16095-32-2) + potassium cyanide (151-50-8) → N-cyanomethyl-N-phenyl-anthranilic acid (77778-87-1)

Guidance literature:

In water;

DOI:10.1021/jm960268u

upstream raw materials:

1-phenyl-1,2-dihydro-4H-benzo[d][1,3]oxazin-4-one

potassium cyanide

2-(phenylamino)benzoic acid

sodium cyanide

Downstream raw materials:

9-oxoacridan-10-acetamide

N-(aminocarbonylmethyl)-N-phenylanthranilic acid

1-phenyl-indol-3-ol

cridanimod