Methyl 5-amino-2-cyanobenzoate

Base Information

• Chemical Name: Methyl 5-amino-2-cyanobenzoate
• CAS No.: 947494-53-3
• Molecular Formula: C₉H₈N₂O₂
• Molecular Weight: 176.175
• Hs Code.: 2916399090
• European Community (EC) Number: 838-652-0
• Mol file: 947494-53-3.mol

Synonyms:METHYL 5-AMINO-2-CYANOBENZOATE;947494-53-3;5-Amino-2-cyanobenzoic acid methyl ester;SCHEMBL4208170;GBJNJFHFMGGUBN-UHFFFAOYSA-N;XMB49453;MFCD16036540;METHYL5-AMINO-2-CYANOBENZOATE;AKOS025396435;AS-60310;CS-0061813;N10633;EN300-3037197;Z1255498784

Chemical Property of Methyl 5-amino-2-cyanobenzoate

Chemical Property:

• Boiling Point: 384.5±32.0 °C(Predicted)
• PKA: 0.58±0.10(Predicted)
• Density: 1.26±0.1 g/cm3(Predicted)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

Methyl5-amino-2-cyanobenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 5-amino-2-cyanobenzoate

There total 3 articles about Methyl 5-amino-2-cyanobenzoate 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:

C9H6N2O4 → methyl 5-amino-2-cyanobenzoate (947494-53-3)

Guidance literature:

With iron; acetic acid; at 20 ℃; for 16h;

Reference yield:

5-amino-2-bromo-benzoic acid methyl ester (6942-37-6) + copper(l) cyanide → methyl 5-amino-2-cyanobenzoate (947494-53-3)

Guidance literature:

In N,N-dimethyl-formamide; at 150 ℃; for 2h; Inert atmosphere;

Reference yield:

methyl 2-bromo-5-nitrobenzoate (6942-36-5) → methyl 5-amino-2-cyanobenzoate (947494-53-3)

Guidance literature:

Multi-step reaction with 2 steps

1: iron; ammonium chloride / water; ethanol / 3 h / 80 °C

2: N,N-dimethyl-formamide / 2 h / 150 °C / Inert atmosphere

With iron; ammonium chloride; In ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

5-amino-2-bromo-benzoic acid methyl ester

methyl 2-bromo-5-nitrobenzoate

Downstream raw materials:

5-((R)-3-bromo-2-hydroxy-2-methylpropionylamino)-2-cyanobenzoic acid methyl ester

Refernces

• 1、 -. "THIENODIAZEPINE DERIVATIVES AND APPLICATION THEREOF". . . Retrieved 2020/08/09.