2-Methyl-1,3-benzoxazole-6-carboxylic acid

Base Information

• Chemical Name: 2-Methyl-1,3-benzoxazole-6-carboxylic acid
• CAS No.: 13452-14-7
• Molecular Formula: C9H7NO3
• Molecular Weight: 177.159
• Hs Code.: 2934999090
• European Community (EC) Number: 815-178-2
• ChEMBL ID: CHEMBL4125730
• DSSTox Substance ID: DTXSID30594220
• Wikidata: Q72488042
• Mol file: 13452-14-7.mol

Synonyms:2-methyl-1,3-benzoxazole-6-carboxylic acid;13452-14-7;2-methylbenzo[d]oxazole-6-carboxylic acid;2-METHYLBENZOXAZOLE-6-CARBOXYLIC ACID;C9H7NO3;6-BENZOXAZOLECARBOXYLIC ACID, 2-METHYL-;MFCD07787266;2-Methylbenzo[d]oxazole-6-carboxylicacid;SCHEMBL703616;CHEMBL4125730;DTXSID30594220;GFYDDTFAVDJJAI-UHFFFAOYSA-N;BCP27123;AKOS005146441;2-methyl-6-benzoxazole carboxylic acid;2-Methyl-benzoxazole-6-carboxylic Acid;AB42954;CS-W003439;AM808096;SY015995;2-methyl-1,3-benzoxazol-6-carboxylic acid;2-methyl-1,3-benzoxazole-6-carboxylicacid;DB-014155;A15203;EN300-108567;4W-0404;J-509897;2-methyl-1,3-benzoxazole-6-carboxylic acid, AldrichCPR;Z1198175088

Chemical Property of 2-Methyl-1,3-benzoxazole-6-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.64
• Boiling Point: 353.462 °C at 760 mmHg
• Flash Point: 167.568 °C
• PSA: 63.33000
• Density: 1.38 g/cm³
• LogP: 1.83440
• Storage Temp.: Room temperature.
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly, Heated)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 177.042593085
• Heavy Atom Count: 13
• Complexity: 219

Purity/Quality:

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

2-Methyl-1,3-benzoxazole-6-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(O1)C=C(C=C2)C(=O)O
• Uses: 2-Methyl-1,3-benzoxazole-6-carboxylic Acid is used in the synthesis of orexin 1 receptor antagonists, used in the treatment of obesity. Also used in the synthesis of novel benzoxazole amides as novel enhancers of HIV-1 protease inhibitors.

Technology Process of 2-Methyl-1,3-benzoxazole-6-carboxylic acid

There total 7 articles about 2-Methyl-1,3-benzoxazole-6-carboxylic 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%

Trimethyl orthoacetate (1445-45-0) + 4-aminosalicylic acid (2374-03-0) → 2-methyl-6-benzoxazole carboxylic acid (13452-14-7)

Guidance literature:

at 100 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1016/j.bmcl.2012.08.109

Reference yield: 97.0%

methyl 2-methyl-1,3-benzoxazole-6-carboxylate (136663-23-5) → 2-methyl-6-benzoxazole carboxylic acid (13452-14-7)

Guidance literature:

methyl 2-methyl-1,3-benzoxazole-6-carboxylate; With sodium hydroxide; In ethanol; water; at 20 ℃; for 2h;

With hydrogenchloride; In ethanol; water; pH=4;

Reference yield: 62.0%

acetic acid (64-19-7,77671-22-8) + 4-aminosalicylic acid (2374-03-0) → 2-methyl-6-benzoxazole carboxylic acid (13452-14-7)

Guidance literature:

at 130 ℃; for 72h;

upstream raw materials:

4-azidobenzoic acid

acetic acid

methyl 2-methyl-1,3-benzoxazole-6-carboxylate

Trimethyl orthoacetate

Downstream raw materials:

1-(2-methylbenzoxazol-6-yl)-3-(1,5-naphthyridin-4-yl)urea

2-methylbenzoxazole-6 carboxyl chloride

C₂₃H₂₉N₃O₃

6-amino-2-methylbenzoxazole

Refernces

• 1、 Zhao, Shizhen,Wei, Peng,Wu, Mengya,Zhang, Xiangqian,Zhao, Liyu,Jiang, Xiaolin,Hao, Chenzhou,Su, Xin,Zhao, Dongmei,Cheng, Maosheng. "Design, synthesis and evaluation of benzoheterocycle analogues as potent antifungal agents targeting CYP51". . p. 3242 - 3253. Retrieved 2018.
• 2、 Jonckers, Tim H.M.,Rouan, Marie-Claude,Hache, Geerwin,Schepens, Wim,Hallenberger, Sabine,Baumeister, Judith,Sasaki, Jennifer C.. "Benzoxazole and benzothiazole amides as novel pharmacokinetic enhancers of HIV protease inhibitors". supporting information; experimental part. p. 4998 - 5002. Retrieved 2012/09/07.