4-Isoxazolecarboxylic acid, 3-(3-chlorophenyl)-5-methyl-

Base Information

• Chemical Name: 4-Isoxazolecarboxylic acid, 3-(3-chlorophenyl)-5-methyl-
• CAS No.: 92545-95-4
• Molecular Formula: C11H8ClNO3
• Molecular Weight: 237.642
• Mol file: 92545-95-4.mol

Synonyms:

Chemical Property of 4-Isoxazolecarboxylic acid, 3-(3-chlorophenyl)-5-methyl-

Chemical Property:

• Boiling Point: 395.2±37.0 °C(Predicted)
• PSA: 63.33000
• Density: 1.385±0.06 g/cm3(Predicted)
• LogP: 3.00160

Purity/Quality:

3-(3-Chlorophenyl)-5-methyl-4-isoxazolecarboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Isoxazolecarboxylic acid, 3-(3-chlorophenyl)-5-methyl-

There total 5 articles about 4-Isoxazolecarboxylic acid, 3-(3-chlorophenyl)-5-methyl- 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%

3-(3-chloro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester (495417-28-2) → 3-(3-chloro-phenyl)-5-methyl-isoxazole-4-carboxylic acid (92545-95-4)

Guidance literature:

With sodium hydroxide; In methanol;

DOI:10.1016/j.bmcl.2004.11.075

Reference yield:

3-chloro-N-hydroxybenzimidoyl chloride (29203-59-6) → 3-(3-chloro-phenyl)-5-methyl-isoxazole-4-carboxylic acid (92545-95-4)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOMe / methanol / 20 °C

2: 100 percent / aq. NaOH / methanol

With sodium hydroxide; sodium methylate; In methanol;

DOI:10.1016/j.bmcl.2004.11.075

Reference yield:

m-Chlorobenzaldehyde (587-04-2) → 3-(3-chloro-phenyl)-5-methyl-isoxazole-4-carboxylic acid (92545-95-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium acetate; hydroxylamine hydrochloride / ethanol / 3 h / Reflux

2.1: hydrogenchloride / N,N-dimethyl-formamide

2.2: 1 h / 20 °C

3.1: sodium / methanol / 4 h / 20 °C

4.1: sodium hydroxide / ethanol; water / 1 h / Reflux

With hydrogenchloride; hydroxylamine hydrochloride; sodium acetate; sodium; sodium hydroxide; In methanol; ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

3-chloro-N-hydroxybenzimidoyl chloride

acetoacetic acid methyl ester

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

m-Chlorobenzaldehyde

Downstream raw materials:

6-[3-(3-chloro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester

6-[3-(3-chloro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid

{6-[3-(3-chloro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-pyridin-3-yl}-(1,1-dioxo-1λ⁶-thiomorpholin-4-yl)-methanone

[3-(3-chloro-phenyl)-5-methyl-isoxazol-4-yl]-methanol

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF ISOXAZOLYL- METHOXY NICOTINIC ACIDS". Paragraph 0216. . Retrieved 2013/05/08.
• 2、 -. "ISOXAZOLE-PYRIDINE DERIVATIVES". Page/Page column 33. . Retrieved 2009/06/27.