3-(4-nitro-phenyl)-[1,2,4]oxadiazole-5-carboxylic acid methyl ester

Base Information

• Chemical Name: 3-(4-nitro-phenyl)-[1,2,4]oxadiazole-5-carboxylic acid methyl ester
• CAS No.: 259151-00-3
• Molecular Formula: C₁₀H₇N₃O₅
• Molecular Weight: 249.183
• Mol file: 259151-00-3.mol

Synonyms:3-(4-nitro-phenyl)-[1,2,4]oxadiazole-5-carboxylic acid methyl ester

Chemical Property of 3-(4-nitro-phenyl)-[1,2,4]oxadiazole-5-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 3-(4-nitro-phenyl)-[1,2,4]oxadiazole-5-carboxylic acid methyl ester

There total 2 articles about 3-(4-nitro-phenyl)-[1,2,4]oxadiazole-5-carboxylic acid methyl ester 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:

4-nitrobenzonitrile (619-72-7) → 3-(4-nitro-phenyl)-[1,2,4]oxadiazole-5-carboxylic acid methyl ester (259151-00-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride; Na₂CO₃ / aq. methanol / 4 h / Heating

2: tetrahydrofuran / 2.5 h / Heating

With hydroxylamine hydrochloride; sodium carbonate; In tetrahydrofuran; methanol; 1: Addition / 2: Cyclization;

DOI:10.1016/S0014-827X(99)00094-4

Reference yield:

monomethyl oxalyl chloride (5781-53-3) + N'-hydroxy-4-nitrobenzimidamide (192332-48-2) → 3-(4-nitro-phenyl)-[1,2,4]oxadiazole-5-carboxylic acid methyl ester (259151-00-3)

Guidance literature:

In tetrahydrofuran; for 2.5h; Heating;

DOI:10.1016/S0014-827X(99)00094-4

Reference yield: 92.0%

ferrocenecarboxaldehyde (12093-10-6) + 3-(4-nitro-phenyl)-[1,2,4]oxadiazole-5-carboxylic acid methyl ester (259151-00-3) → 3-(4-nitrophenyl)-N'-(E-ferrocenylmethylidene)-1,2,4-oxadiazol-5-carbohydrazide

Guidance literature:

With cerium(III) chloride heptahydrate; In ethanol; at 40 ℃; stereoselective reaction;

DOI:10.1016/j.bmc.2016.09.013

upstream raw materials:

monomethyl oxalyl chloride

N'-hydroxy-4-nitrobenzimidamide

4-nitrobenzonitrile

Downstream raw materials:

3-(4-nitro-phenyl)-[1,2,4]oxadiazole-5-carboxylic acid hydrazide