3-Aminomethylbenzoic acid hydrochloride

Base Information

• Chemical Name: 3-Aminomethylbenzoic acid hydrochloride
• CAS No.: 876-03-9
• Molecular Formula: C8H9NO2^.HCl
• Molecular Weight: 187.626
• Hs Code.: 29224999
• Mol file: 876-03-9.mol

Synonyms:Benzoicacid, 3-(aminomethyl)-, hydrochloride (9CI);m-Toluic acid, a-amino-, hydrochloride(6CI,7CI,8CI);3-(Aminomethyl)benzoic acid hydrochloride;3-Aminomethylbenzoic acid hydrochloride;

Chemical Property of 3-Aminomethylbenzoic acid hydrochloride

Chemical Property:

• Melting Point: 242-244℃
• Boiling Point: 358.3 °C at 760 mmHg
• Flash Point: 170.5 °C
• PSA: 63.32000
• LogP: 2.34580
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

3-(Aminomethyl)benzoicAcidHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: It is used as pharmaceutical intermediate. Derivatives of benzylamine and benzamidine were found to be competitive inhibitors of the proteolytic enzymes trypsin, plasmin, and thrombin.

Technology Process of 3-Aminomethylbenzoic acid hydrochloride

There total 3 articles about 3-Aminomethylbenzoic acid hydrochloride 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: 99.0%

3-<(benzyloxycarbonyl)aminomethyl>benzoic acid (89760-77-0) → 3-(aminomethyl)benzoic acid hydrochloride (876-03-9)

Guidance literature:

With hydrogenchloride; Heating;

DOI:10.1016/j.bmcl.2007.10.060

Reference yield: 82.0%

3-(azidomethyl)benzenecarboxylic acid (905973-32-2) → 3-(aminomethyl)benzoic acid hydrochloride (876-03-9)

Guidance literature:

3-(azidomethyl)benzenecarboxylic acid; With 1,3-diphenyl-disiloxane; triphenylphosphine; at 20 ℃; for 24h;

With water;

With hydrogenchloride; In 1,4-dioxane; chemoselective reaction;

DOI:10.1021/acs.joc.9b00831

Reference yield:

iminodicarboxylic acid di-tert-butyl ester (51779-32-9) + 3-chloromethylbenzoic acid (31719-77-4) → 3-(aminomethyl)benzoic acid hydrochloride (876-03-9)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; N-methyl-acetamide; mineral oil;

upstream raw materials:

iminodicarboxylic acid di-tert-butyl ester

3-chloromethylbenzoic acid

3-<(benzyloxycarbonyl)aminomethyl>benzoic acid

3-(azidomethyl)benzenecarboxylic acid

Downstream raw materials:

cyclo(Ala-Arg-Gly-Asp-Mamb)

cyclo(D-Ala-Arg-Gly-Asp-Mamb)

Boc-Mamb-Ox

N^α-(tert-butyloxycarbonyl)-N^α-methyl-m-(aminomethyl)benzoic acid

Refernces

• 1、 Clift, Michael D.,Silverman, Richard B.. "Synthesis and evaluation of novel aromatic substrates and competitive inhibitors of GABA aminotransferase". . p. 3122 - 3125. Retrieved 2008/12/22.