Methyl 4-azidobenzoate

Base Information

• Chemical Name: Methyl 4-azidobenzoate
• CAS No.: 20442-96-0
• Molecular Formula: C8H7 N3 O2
• Molecular Weight: 177.162
• European Community (EC) Number: 683-351-8
• DSSTox Substance ID: DTXSID40174390
• Nikkaji Number: J698.943H
• Wikidata: Q83044461
• Mol file: 20442-96-0.mol

Synonyms:methyl 4-azidobenzoate;20442-96-0;Benzoic acid, 4-azido-, methyl ester;YSZCJ046;DTXSID40174390;RULRGDSQDQHZOK-UHFFFAOYSA-N;EN300-207148;A1-16721;F2157-0526

Chemical Property of Methyl 4-azidobenzoate

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 177.053826475
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)N=[N+]=[N-]

Technology Process of Methyl 4-azidobenzoate

There total 13 articles about Methyl 4-azidobenzoate 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: 100.0%

4-methoxycarbonylphenylboronic acid (99768-12-4) → methyl 4-azidobenzoate (20442-96-0)

Guidance literature:

With trimethylsilylazide; tetrabutyl ammonium fluoride; copper(l) chloride; In tetrahydrofuran; methanol; for 7h; Reflux; In air;

DOI:10.1002/chem.201000971

Reference yield: 97.0%

4-methoxycarbonyl aniline (619-45-4) → methyl 4-azidobenzoate (20442-96-0)

Guidance literature:

4-methoxycarbonyl aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.5h;

With sodium azide; In water; at 20 ℃; for 1h;

DOI:10.1039/d1cc02665h

Reference yield: 95.0%

C17H18IO5(1-)*C7H7O3S(1-) → methyl 4-azidobenzoate (20442-96-0)

Guidance literature:

With sodium azide; In diethylene glycol dimethyl ether; at 65 ℃; for 2h; Reagent/catalyst;

DOI:10.1021/acs.joc.7b01599

upstream raw materials:

4-methoxycarbonyl aniline

4-nitrobenzoic acid methyl ester

4-nitro-benzoyl chloride

methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Downstream raw materials:

4-triphenylphosphoranylidenamino-benzoic acid methyl ester

methyl 4-((methoxycarbonyl)amino)benzoate

6-methoxycarbonyl-1-phenyl-3-phenylcarbamoyl-2-oxo-1,3-dihydrobenzimidazole

4,4'-bismethoxycarbonylazobenzene