[2-(Aminomethyl)phenyl]acetic Acid

Base Information

• Chemical Name: [2-(Aminomethyl)phenyl]acetic Acid
• CAS No.: 40851-65-8
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 2942000000
• European Community (EC) Number: 255-110-3
• UNII: 623T25PB6H
• DSSTox Substance ID: DTXSID20193827
• Nikkaji Number: J27.574C
• ChEMBL ID: CHEMBL1188227
• Mol file: 40851-65-8.mol

Synonyms:2-aminomethylphenylacetic acid;AMPA amino acid;o-aminomethylphenylacetic acid

Chemical Property of [2-(Aminomethyl)phenyl]acetic Acid

Chemical Property:

• Appearance/Colour: colorless crystals
• Vapor Pressure: 7.86E-05mmHg at 25°C
• Melting Point: 239-240°C(lit.)
• Boiling Point: 328 °C at 760 mmHg
• PKA: 4.12±0.10(Predicted)
• Flash Point: 152.2 °C
• PSA: 63.32000
• Density: 1.206 g/cm³
• LogP: 1.47270
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Water (Slightly)
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

99% ^*data from raw suppliers

[2-(Aminomethyl)phenyl]acetic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CC(=O)O)CN
• Uses: 2-Aminomethylphenylacetic Acid is an intermediate of Ceforanide (C242930), a cephalosporin based antibiotic used in the sterilization in various medical procedures.

Technology Process of [2-(Aminomethyl)phenyl]acetic Acid

There total 9 articles about [2-(Aminomethyl)phenyl]acetic 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: 79.0%

sodium 2-(1-ethoxycarbonyl-1-propen-2-ylaminomethyl)phenylacetate (52786-77-3) → 2-Aminomethylphenylacetic acid (40851-65-8)

Guidance literature:

With hydrogenchloride; In water; pH=2; Cooling with ice;

DOI:10.1007/s11164-013-1069-4

Reference yield: 78.0%

2-(tert-butoxycarbonylaminomethyl)phenylacetic acid (40851-66-9) → 2-Aminomethylphenylacetic acid (40851-65-8)

Guidance literature:

With trifluoroacetic acid; In diethyl ether; at 20 ℃;

DOI:10.1007/s11164-013-1069-4

Reference yield:

2-(2-(azidomethyl)phenyl)acetic acid (40851-64-7) → 2-Aminomethylphenylacetic acid (40851-65-8)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/S0040-4039(98)00905-8

upstream raw materials:

[2-(benzoylamino-methyl)-phenyl]-acetonitrile

2-(2-(azidomethyl)phenyl)acetic acid

o-chloromethylbenzylamine

N-(2-chloromethyl-benzyl)-benzamide

Downstream raw materials:

2-(tert-butoxycarbonylaminomethyl)phenylacetic acid

sodium 2-(1-ethoxycarbonyl-1-propen-2-ylaminomethyl)phenylacetate

α-(2-aminomethyl-1,4-cyclohexadienyl)acetic acid

Refernces

• 1、 Zhao, Yougui,Wang, Ronggeng,Liu, Mei. "The comparison of protecting methods to the amino group in 2-Aminomethylphenylacetic acid". . p. 1637 - 1640. Retrieved 2014/05/06.
• 2、 Tang, Zhilian,Pelletier, Jeffrey C.. "Preparation of amides from acids and resin bound azides: Suppression of intramolecular lactam formation". . p. 4773 - 4776. Retrieved 2007/10/03.