2-(Aminomethyl)benzoic acid

Base Information

• Chemical Name: 2-(Aminomethyl)benzoic acid
• CAS No.: 25672-97-3
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 2923900090
• European Community (EC) Number: 685-757-0
• NSC Number: 127011
• DSSTox Substance ID: DTXSID00948554
• Nikkaji Number: J36.206I
• ChEMBL ID: CHEMBL1188167
• Mol file: 25672-97-3.mol

Synonyms:2-aminomethylbenzoic acid;o-aminomethylbenzoic acid

Chemical Property of 2-(Aminomethyl)benzoic acid

Chemical Property:

• Melting Point: 211 °C
• Boiling Point: 310.7 °C at 760 mmHg
• PKA: 3.36±0.36(Predicted)
• Flash Point: 141.7 °C
• PSA: 63.32000
• Density: 1.239 g/cm³
• LogP: 1.54380
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

98.5% ^*data from raw suppliers

2-(Aminomethyl)benzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(Aminomethyl)benzoic acid

There total 7 articles about 2-(Aminomethyl)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: 80.0%

2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]benzoic acid (53663-18-6) → 2-(aminomethyl)-benzoic acid (25672-97-3)

Guidance literature:

With hydrazine hydrate; In ethanol; N,N-dimethyl-formamide; at 75 ℃;

DOI:10.3390/molecules24152780

Reference yield:

2-benzofuran-1(3H)-one (87-41-2) → 2-(aminomethyl)-benzoic acid (25672-97-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 6 h / Schlenk technique; Inert atmosphere; Reflux

2: ethanol / 2.5 h / 50 °C / Schlenk technique; Inert atmosphere

In ethanol; N,N-dimethyl-formamide;

DOI:10.1002/chem.201600107

Reference yield:

C46H66N10O14 → 2-(aminomethyl)-benzoic acid (25672-97-3) + GIVEQAAY

Guidance literature:

In aq. phosphate buffer; at 37 ℃; Kinetics;

upstream raw materials:

oxisoindole

Homophthalic acid

o-(methoxycarbonylmethyl)benzoic acid

1-indene

Downstream raw materials:

2-((2-ethoxy-3,4-dioxocyclobut-1-enylamino)methyl)benzoic acid

(2-benzylamino)carboxylic acid hydrochloride

o-carboxybenzaldehyde

2-(((fluorenylmethoxcarbonyl)amino)methyl)benzoic acid

Refernces

• 1、 Ling, Fei,Ai, Chongren,Lv, Yaping,Zhong, Weihui. "Traceless Directing Group Assisted Cobalt-Catalyzed C?H Carbonylation of Benzylamines". supporting information. p. 3707 - 3712. Retrieved 2017/10/07.
• 2、 -. "BIOREVERSABLE PROMOIETIES FOR NITROGEN-CONTAINING AND HYDROXYL-CONTAINING DRUGS". Page/Page column 155; 156. . Retrieved 2015/06/18.