3-azidobenzoic Acid

Base Information

• Chemical Name: 3-azidobenzoic Acid
• CAS No.: 1843-35-2
• Molecular Formula: C7H5N3O2
• Molecular Weight: 163.136
• European Community (EC) Number: 685-697-5
• DSSTox Substance ID: DTXSID301044888
• Nikkaji Number: J1.738.610G,J1.988.599B
• Mol file: 1843-35-2.mol

Synonyms:3-azidobenzoic Acid;1843-35-2;3-carboxyphenylazide;m-Azido-benzoic Acid;3-Azido benzoic acid;3-Azidobenzoic acidanion;SCHEMBL13653935;XBYIWVXXQSZTFY-UHFFFAOYSA-N;DTXSID301044888;AKOS015995860;EN300-207142;BRD-K61537138-001-01-5;F2157-0492

Chemical Property of 3-azidobenzoic Acid

Chemical Property:

• PSA: 87.05000
• LogP: 1.77936
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 163.038176411
• Heavy Atom Count: 12
• Complexity: 223

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-AzidobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)N=[N+]=[N-])C(=O)O
• Uses: 3-Azidobenzoic Acid is a benzoic acid derivative used in studies relating to Human UDP-glucuronosyltransferases as well as a reagent in acylation reactions.

Technology Process of 3-azidobenzoic Acid

There total 21 articles about 3-azidobenzoic 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: 100.0%

meta-aminobenzoic acid (99-05-8,159139-79-4) → 3-azidobenzoic acid (1843-35-2)

Guidance literature:

meta-aminobenzoic acid; With sulfuric acid; sodium nitrite; In water; at 0 ℃; for 1.5h; Inert atmosphere;

With sodium azide; In water; at 0 - 20 ℃; for 16.5h; Inert atmosphere;

DOI:10.1016/j.bmc.2014.06.047

Reference yield: 100.0%

→ 3-azidobenzoic acid (1843-35-2)

Guidance literature:

With C₄H₅N₅OS*H₂O*ClH; Cu⁽²⁺⁾*O₄S^(2-)*5ClH; In methanol; at 20 ℃;

Reference yield: 99.0%

3-Iodobenzoic acid (618-51-9) → 3-azidobenzoic acid (1843-35-2)

Guidance literature:

With copper(l) iodide; sodium azide; sodium L-ascorbate; (1S,2S)-N,N'-dimethyl-1,2-diaminocyclohexane; In ethanol; for 1h; Heating;

DOI:10.1055/s-2005-872248

upstream raw materials:

meta-aminobenzoic acid

benzenediazonium

3-hydrazinobenzoic acid

benzenediazonium nitrate

Downstream raw materials:

7,10,13-tri(triethylsilyl)-2-debenzoyl-2-(3-azidobenzoyl)-10-deacetylbaccatin III

Refernces

• 1、 El-Messery, Shahenda M.,El-Shafey, Hamed W.,Goda, Fatma E.,Gomaa, Rania M.. "Synthetic approaches, anticancer potential, HSP90 inhibition, multitarget evaluation, molecular modeling and apoptosis mechanistic study of thioquinazolinone skeleton: Promising antibreast cancer agent". . . Retrieved 2020.
• 2、 Subhashini,Sravanthi, Ch.,Sravanthi,Shivaraj. "Synthesis, characterization, and antimicrobial activity of novel (E)-1-(aryl)-3-{3, 5-dimethoxy-4-[(1-(aryl)-1H-1,2,3-triazol-4-yl)methoxy]phenyl}prop-2-en-1-ones". . p. 1405 - 1411. Retrieved 2016.
• 3、 Alam, Mohammad Mahboob,Malebari, Azizah M.,Syed, Nazreen,Neamatallah, Thikryat,Almalki, Abdulraheem S.A.,Elhenawy, Ahmed A.,Obaid, Rami J.,Alsharif, Meshari A.. "Design, synthesis and molecular docking studies of thymol based 1,2,3-triazole hybrids as thymidylate synthase inhibitors and apoptosis inducers against breast cancer cells". . . Retrieved 2021/04/27.
• 4、 Ahmad, Abrar,Alam, Mohammad Mahboob,Alfaifi, Sulaiman Y. M.,Alghamdi, Abdullah A. A.,Ali, Nada M.,Almalki, Abdulraheem S. A.,Alsharif, Meshari A.,Elhenawy, Ahmed A.,Malebari, Azizah M.,Nazreen, Syed. "Synthesis and biological evaluation of 1,2,3-triazole tethered thymol-1,3,4-oxadiazole derivatives as anticancer and antimicrobial agents". . . Retrieved 2021/10/05.