4-(5-Methyl-1,2,4-oxadiazol-3-yl)benzoic acid

Base Information

• Chemical Name: 4-(5-Methyl-1,2,4-oxadiazol-3-yl)benzoic acid
• CAS No.: 95124-68-8
• Molecular Formula: C10H8 N2 O3
• Molecular Weight: 204.185
• Hs Code.: 2934999090
• European Community (EC) Number: 630-174-9
• DSSTox Substance ID: DTXSID30427807
• Wikidata: Q82240517
• Mol file: 95124-68-8.mol

Synonyms:4-(5-methyl-1,2,4-oxadiazol-3-yl)benzoic acid;95124-68-8;Benzoic acid, 4-(5-methyl-1,2,4-oxadiazol-3-yl)-;MFCD06797475;4-(5-methyl-[1,2,4]oxadiazol-3-yl)-benzoic acid;4-(5-Methyl-1,2,4-oxadiazol-3-yl)benzoicAcid;SCHEMBL326978;DTXSID30427807;DTKAUYQBZSOHRJ-UHFFFAOYSA-N;BCP32334;STR07800;AKOS009463141;AC-7322;AM85987;CS-W015415;PS-8137;SY005723;EN300-71741;4-(5-Methyl-124-oxadiazol-3-yl)benzoic acid;A859197;J-513598;Z803310260;4-(5-methyl-1,2,4-oxadiazol-3-yl)benzoic acid, AldrichCPR

Chemical Property of 4-(5-Methyl-1,2,4-oxadiazol-3-yl)benzoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 262 °C
• Refractive Index: 1.583
• Boiling Point: 405.1°Cat760mmHg
• PKA: 3.38±0.10(Predicted)
• Flash Point: 198.8°C
• PSA: 76.22000
• Density: 1.336g/cm³
• LogP: 1.74320
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 204.05349212
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

99%, ^*data from raw suppliers

4-(5-Methyl-1,2,4-oxadiazol-3-yl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 26-36
• Safety Statements: 36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=NO1)C2=CC=C(C=C2)C(=O)O

Technology Process of 4-(5-Methyl-1,2,4-oxadiazol-3-yl)benzoic acid

There total 10 articles about 4-(5-Methyl-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: 94.0%

5-methyl-3-(4-methylphenyl)-1,2,4-oxadiazole (81386-30-3) → 5-methyl-3-(4-carboxyphenyl)-1,2,4-oxadiazole (95124-68-8)

Guidance literature:

With basic cobalt(II) carbonate; sodium bromide; In acetic acid; at 95 ℃; for 11h; Reagent/catalyst; Temperature; Catalytic behavior; Green chemistry;

DOI:10.1007/s11172-015-0833-6

Reference yield: 26.0%

methyl 4-(5-methyl-1,2,4-oxadiazol-3-yl)benzoate (196301-94-7) → 5-methyl-3-(4-carboxyphenyl)-1,2,4-oxadiazole (95124-68-8)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; 1,4-dioxane; for 22h; Reflux;

DOI:10.1021/acsmedchemlett.0c00532

Reference yield: 12.0%

4-Carboxybenzaldehyde (619-66-9) + acetic acid (64-19-7,77671-22-8) → 5-methyl-3-(4-carboxyphenyl)-1,2,4-oxadiazole (95124-68-8)

Guidance literature:

With Nitroethane; ammonium acetate; for 96h; Heating;

DOI:10.1021/jo00208a008

upstream raw materials:

4-(N-hydroxycarbamimidoyl)-benzoic acid

4-Carboxybenzaldehyde

acetic acid

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

Downstream raw materials:

methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-3-(4-methoxyphenyl)-2-[[4-(5-methyl-1,2,4-oxadiazol-3-yl)benzoyl]amino]propanoyl]-3-oxopiperazinyl]acetate

4-(5-methyl-1,2,4-oxadiazol-3-yl)phenol

Refernces

• 1、 Yang, Zihui,Liu, Qingsong,Sun, Yue,Sun, Xuebao,Chen, Linlin,Sun, Lu,Gu, Wen. "Synthesis, Antifungal Activity, DFT Study and Molecular Dynamics Simulation of Novel 4-(1,2,4-Oxadiazol-3-yl)-N-(4-phenoxyphenyl)benzamide Derivatives". . . Retrieved 2021/11/10.
• 2、 -. "MODULATORS OF ALPHA7 NICOTINIC ACETYLCHOLINE RECEPTORS AND THERAPEUTIC USES THEREOF". Page/Page column 25. . Retrieved 2010/02/15.