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

Base Information

• Chemical Name: 4-Isoxazolecarboxylicacid,3-(4-chlorophenyl)-5-formyl-,methylester(9CI)
• CAS No.: 682352-76-7
• Molecular Formula: C12H8ClNO4
• Molecular Weight: 265.64900
• Hs Code.: 2934999090
• Mol file: 682352-76-7.mol

Synonyms:3-(4-chloro-phenyl)-5-formyl-isoxazole-4-carboxylic acid methyl ester;;Methyl 3-(4-chlorophenyl)-5-formylisoxazole-4-carboxylate;;

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

Chemical Property:

• Boiling Point: 480.085°C at 760 mmHg (Cal.) ref.
• PKA: -7.01±0.50(Predicted)
• Flash Point: 244.147°C (Cal.) ref.
• PSA: 69.40000
• Density: 1.382g/cm3 (Cal.) ref.
• LogP: 2.59410

Purity/Quality:

99% ^*data from raw suppliers

Methyl 3-(4-chlorophenyl)-5-formylisoxazole-4-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of 4-Isoxazolecarboxylicacid,3-(4-chlorophenyl)-5-formyl-,methylester(9CI)

There total 4 articles about 4-Isoxazolecarboxylicacid,3-(4-chlorophenyl)-5-formyl-,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: 64.0%

3-(4-chloro-phenyl)-5-hydroxymethyl-isoxazole-4-carboxylic acid methyl ester (682352-73-4) → 3-(4-chloro-phenyl)-5-formyl-isoxazole-4-carboxylic acid methyl ester (682352-76-7)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 10h;

DOI:10.1016/j.tet.2004.01.009

Reference yield:

methyl 3-(p-chlorophenyl)-5-methylisoxazole-4-carboxylate (68870-58-6) → 3-(4-chloro-phenyl)-5-formyl-isoxazole-4-carboxylic acid methyl ester (682352-76-7)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 80 percent / NH₂OH*HCl; NaOAc / methanol / Heating

3: aq. HCl; formaldehyde / 1 h / 20 °C

With hydrogenchloride; N-Bromosuccinimide; formaldehyd; hydroxylamine hydrochloride; sodium acetate; In methanol; tetrachloromethane;

DOI:10.1016/j.tet.2004.01.009

Reference yield:

3-(4-chloro-phenyl)-5-(hydroxyimino-methyl)-isoxazole-4-carboxylic acid methyl ester (682352-84-7) → 3-(4-chloro-phenyl)-5-formyl-isoxazole-4-carboxylic acid methyl ester (682352-76-7)

Guidance literature:

With hydrogenchloride; formaldehyd; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2004.01.009

upstream raw materials:

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

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

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

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

Downstream raw materials:

5-(1-acetoxy-2-butoxycarbonyl-allyl)-3-(4-chloro-phenyl)-isoxazole-4-carboxylic acid methyl ester

5-(1-acetoxy-2-methoxycarbonyl-allyl)-3-(4-chloro-phenyl)-isoxazole-4-carboxylic acid methyl ester

3-(4-chloro-phenyl)-5-(1-hydroxy-2-methoxycarbonyl-allyl)-isoxazole-4-carboxylic acid methyl ester

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