4-Isoxazolecarboxylicacid,5-(bromomethyl)-3-(4-chlorophenyl)-,methylester(9CI)

Base Information

• Chemical Name: 4-Isoxazolecarboxylicacid,5-(bromomethyl)-3-(4-chlorophenyl)-,methylester(9CI)
• CAS No.: 682352-80-3
• Molecular Formula: C12H9BrClNO3
• Molecular Weight: 330.56
• Mol file: 682352-80-3.mol

Synonyms:4-Isoxazolecarboxylicacid,5-(bromomethyl)-3-(4-chlorophenyl)-,methylester(9CI)

Chemical Property of 4-Isoxazolecarboxylicacid,5-(bromomethyl)-3-(4-chlorophenyl)-,methylester(9CI)

Chemical Property:

• PSA: 52.33000
• LogP: 3.67650

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Isoxazolecarboxylicacid,5-(bromomethyl)-3-(4-chlorophenyl)-,methylester(9CI)

There total 3 articles about 4-Isoxazolecarboxylicacid,5-(bromomethyl)-3-(4-chlorophenyl)-,methylester(9CI) 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: 92.0%

3-(4-chloro-phenyl)-5-hydroxymethyl-isoxazole-4-carboxylic acid methyl ester (682352-73-4) → 5-bromomethyl-3-(4-chloro-phenyl)-isoxazole-4-carboxylic acid methyl ester (682352-80-3)

Guidance literature:

With phosphorus tribromide; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/j.tet.2004.01.009

Reference yield:

methyl 3-(p-chlorophenyl)-5-methylisoxazole-4-carboxylate (68870-58-6) → 5-bromomethyl-3-(4-chloro-phenyl)-isoxazole-4-carboxylic acid methyl ester (682352-80-3) + 3-(4-chloro-phenyl)-5-dibromomethyl-isoxazole-4-carboxylic acid methyl ester (682352-69-8)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; at 40 - 45 ℃; for 24h; Title compound not separated from byproducts.; UV-irradiation;

DOI:10.1016/j.tet.2004.01.009

Reference yield:

methyl 3-(p-chlorophenyl)-5-methylisoxazole-4-carboxylate (68870-58-6) → 5-bromomethyl-3-(4-chloro-phenyl)-isoxazole-4-carboxylic acid methyl ester (682352-80-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NBS / CCl₄ / 24 h / 40 - 45 °C / UV-irradiation

1.2: 87 percent / H₂O / dimethylsulfoxide / 4 h / 80 °C

2.1: 92 percent / PBr₃ / CH₂Cl₂ / 0.5 h / 0 °C

With N-Bromosuccinimide; phosphorus tribromide; In tetrachloromethane; dichloromethane;

DOI:10.1016/j.tet.2004.01.009

upstream raw materials:

methyl 3-(p-chlorophenyl)-5-methylisoxazole-4-carboxylate

3-(4-chloro-phenyl)-5-hydroxymethyl-isoxazole-4-carboxylic acid methyl ester

Downstream raw materials:

5-(benzylamino-methyl)-3-(4-chloro-phenyl)-isoxazole-4-carboxylic acid methyl ester