Methyl 5-chlorobenzo[d]oxazole-2-carboxylate

Base Information

• Chemical Name: Methyl 5-chlorobenzo[d]oxazole-2-carboxylate
• CAS No.: 27383-92-2
• Molecular Formula: C₉H₆ClNO₃
• Molecular Weight: 211.605
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00538015
• Nikkaji Number: J2.867.045A
• Wikidata: Q72489147
• Mol file: 27383-92-2.mol

Synonyms:Methyl 5-chlorobenzo[d]oxazole-2-carboxylate;27383-92-2;5-chloro-benzooxazole-2-carboxylic acid methyl ester;METHYL 5-CHLORO-1,3-BENZOXAZOLE-2-CARBOXYLATE;MFCD09701307;5-Chlorobenzooxazole-2-carboxylic acid methyl ester;SCHEMBL10829024;DTXSID00538015;CBA38392;AKOS015899972;SB36332;Methyl 5-Chlorobenzoxazole-2-carboxylate;DS-17003;SY111966;Methyl5-chlorobenzo[d]oxazole-2-carboxylate;I11727;methyl 5-chloro-1, 3-benzoxazole-2-carboxylate;A876951

Chemical Property of Methyl 5-chlorobenzo[d]oxazole-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.000653mmHg at 25°C
• Melting Point: 124 °C
• Boiling Point: 309.1oC at 760 mmHg
• PKA: -1.88±0.10(Predicted)
• Flash Point: 140.7oC
• PSA: 52.33000
• Density: 1.416g/cm3
• LogP: 2.26780
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 211.0036207
• Heavy Atom Count: 14
• Complexity: 236

Purity/Quality:

97% ^*data from raw suppliers

Methyl 5-chlorobenzo[d]oxazole-2-carboxylate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=NC2=C(O1)C=CC(=C2)Cl

Technology Process of Methyl 5-chlorobenzo[d]oxazole-2-carboxylate

There total 13 articles about Methyl 5-chlorobenzo[d]oxazole-2-carboxylate 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: 92.5%

carbon dioxide (124-38-9,18923-20-1) + methyl iodide (74-88-4) + 5-chloro-benzoxazole (17200-29-2) → methyl 5-chloro-1,3-benzoxazole-2-carboxylate (27383-92-2)

Guidance literature:

carbon dioxide; 5-chloro-benzoxazole; With caesium carbonate; In N,N-dimethyl-formamide; at 125 ℃; for 16h; under 1064.07 Torr;

methyl iodide; In N,N-dimethyl-formamide; Heating;

DOI:10.1021/ol101450u

Reference yield: 54.0%

methyl 2,2,2-trimethoxyacetate (18370-95-1) + 2-hydroxy-5-chloro-aniline (95-85-2) → methyl 5-chloro-1,3-benzoxazole-2-carboxylate (27383-92-2)

Guidance literature:

at 100 ℃; for 18h;

Reference yield: 40.0%

6-chloro-4-hydroxy-2,3-dimethoxycarbonyl-1,4-benzoxazine (58772-56-8) → methyl 5-chloro-1,3-benzoxazole-2-carboxylate (27383-92-2)

Guidance literature:

With Cu(4-Clqo)2; In methanol; Heating;

upstream raw materials:

5-chloro-benzooxazole-2-carboximidic acid methyl ester

methyl 2,2,2-trimethoxyacetate

2-hydroxy-5-chloro-aniline

6-chloro-4-hydroxy-2,3-dimethoxycarbonyl-1,4-benzoxazine