3-[5-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-[1,2,4]oxadiazole-5-carboxylic acid

Base Information

Chemical Name:3-[5-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-[1,2,4]oxadiazole-5-carboxylic acid
CAS No.:1345042-08-1
Molecular Formula:C₁₈H₁₃ClN₄O₃
Molecular Weight:368.779
Hs Code.:

Synonyms:3-[5-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-[1,2,4]oxadiazole-5-carboxylic acid

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Chemical Property of 3-[5-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-[1,2,4]oxadiazole-5-carboxylic acid

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Technology Process of 3-[5-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-[1,2,4]oxadiazole-5-carboxylic acid

There total 8 articles about 3-[5-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-[1,2,4]oxadiazole-5-carboxylic acid 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: 78.0%

: 1345042-06-9
3-[5-(4-chloro-phenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-[1,2,4]-oxadiazole-5-carboxylic acid ethyl ester

: 1345042-08-1
3-[5-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-[1,2,4]oxadiazole-5-carboxylic acid

Guidance literature:: With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 25 - 30 ℃; for 18h;
DOI:10.1016/j.bmcl.2011.08.061

Reference yield:

: 5-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester

: 1345042-08-1
3-[5-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-[1,2,4]oxadiazole-5-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: ammonium hydroxide / tetrahydrofuran; water / 50 - 60 °C

2: oxalyl dichloride / N,N-dimethyl-formamide / 0.33 h / 0 °C

3: hydroxylamine hydrochloride; sodium carbonate / methanol / 6 h / 25 - 30 °C

4: pyridine / 0 - 100 °C / Inert atmosphere

5: lithium hydroxide monohydrate; water / tetrahydrofuran / 18 h / 25 - 30 °C

With pyridine; oxalyl dichloride; lithium hydroxide monohydrate; hydroxylamine hydrochloride; water; sodium carbonate; ammonium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.08.061

Reference yield:

: 133678-11-2
ethyl 2-oxo-4-(p-chlorophenyl)but-3-enoate

: 1345042-08-1
3-[5-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-[1,2,4]oxadiazole-5-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: ethanol / 2 h / 25 - 30 °C / Inert atmosphere

1.2: 10 h / Inert atmosphere; Reflux

2.1: ammonium hydroxide / tetrahydrofuran; water / 50 - 60 °C

3.1: oxalyl dichloride / N,N-dimethyl-formamide / 0.33 h / 0 °C

4.1: hydroxylamine hydrochloride; sodium carbonate / methanol / 6 h / 25 - 30 °C

5.1: pyridine / 0 - 100 °C / Inert atmosphere

6.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 18 h / 25 - 30 °C

With pyridine; oxalyl dichloride; lithium hydroxide monohydrate; hydroxylamine hydrochloride; water; sodium carbonate; ammonium hydroxide; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.08.061