4-(1,2,4-oxadiazol-3-yl)benzoic Acid

Base Information

• Chemical Name: 4-(1,2,4-oxadiazol-3-yl)benzoic Acid
• CAS No.: 340736-83-6
• Molecular Formula: C₉H₆N₂O₃
• Molecular Weight: 190.158
• European Community (EC) Number: 824-592-2
• Mol file: 340736-83-6.mol

Synonyms:4-(1,2,4-oxadiazol-3-yl)benzoic Acid;340736-83-6;SCHEMBL15515155;SNWYSDYAFFVDKV-UHFFFAOYSA-N;MFCD13881231;STL570871;AKOS008146622;4-(1,2,4-oxadiazol-3-yl)benzoicAcid;4-[1,2,4]oxadiazol-3-yl-benzoic acid;BS-13977;CS-0253827;EN300-69537;Z803310410

Chemical Property of 4-(1,2,4-oxadiazol-3-yl)benzoic Acid

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 190.03784206
• Heavy Atom Count: 14
• Complexity: 214

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NOC=N2)C(=O)O

Technology Process of 4-(1,2,4-oxadiazol-3-yl)benzoic Acid

There total 6 articles about 4-(1,2,4-oxadiazol-3-yl)benzoic 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: 90.0%

tert-butyl 4-(1,2,4-oxadiazol-3-yl)benzoate (340736-79-0) → 4-(1,2,4-oxadiazol-3-yl)benzoic acid (340736-83-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1248/cpb.49.268

Reference yield:

methyl 4-(1,2,4-oxadiazol-3-yl)benzoate → 4-(1,2,4-oxadiazol-3-yl)benzoic acid (340736-83-6)

Guidance literature:

With sodium hydroxide; In methanol; water; at 80 ℃; for 16h;

DOI:10.1021/acsmedchemlett.0c00532

Reference yield:

4-cyanobenzoic acid methyl ester (1129-35-7) → 4-(1,2,4-oxadiazol-3-yl)benzoic acid (340736-83-6)

Guidance literature:

Multi-step reaction with 3 steps

1: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 2.5 h / Reflux

2: boron trifluoride diethyl etherate / 1 h / 110 °C / Sealed tube; Microwave irradiation

3: sodium hydroxide / methanol; water / 16 h / 80 °C

With boron trifluoride diethyl etherate; hydroxylamine hydrochloride; sodium hydrogencarbonate; sodium hydroxide; In methanol; ethanol; water;

DOI:10.1021/acsmedchemlett.0c00532

upstream raw materials:

tert-butyl 4-(1,2,4-oxadiazol-3-yl)benzoate

tert-butyl 4-cyanobenzoate

tert-butyl 4-[amino(hydroxyimino)methyl]benzoate

4-cyanobenzoic acid methyl ester

Downstream raw materials:

methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-3-(4-methoxyphenyl)-2-[[4-(1,2,4-oxadiazol-3-yl)benzoyl]amino]propanoyl]-3-oxopiperazinyl]acetate