N-[2-chloro-4-[4,5-dihydro-5-oxo-4-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-yl]-5-methoxyphenyl]acetamide

Base Information

• Chemical Name: N-[2-chloro-4-[4,5-dihydro-5-oxo-4-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-yl]-5-methoxyphenyl]acetamide
• CAS No.: 202823-11-8
• Molecular Formula: C₁₈H₁₃ClF₃N₃O₄
• Molecular Weight: 427.767

Synonyms:N-[2-chloro-4-[4,5-dihydro-5-oxo-4-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-yl]-5-methoxyphenyl]acetamide

Chemical Property of N-[2-chloro-4-[4,5-dihydro-5-oxo-4-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-yl]-5-methoxyphenyl]acetamide

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Technology Process of N-[2-chloro-4-[4,5-dihydro-5-oxo-4-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-yl]-5-methoxyphenyl]acetamide

There total 3 articles about N-[2-chloro-4-[4,5-dihydro-5-oxo-4-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-yl]-5-methoxyphenyl]acetamide 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: 55.0%

4-(acetylamino)-5-chloro-2-methoxybenzoic acid 4-(trifluoromethyl) phenylhydrazide (202823-08-3) + 1,1'-carbonyldiimidazole (530-62-1) → N-[2-chloro-4-[4,5-dihydro-5-oxo-4-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-yl]-5-methoxyphenyl]acetamide (202823-11-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 24 ℃; for 18h;

DOI:10.1021/jm061006n

Reference yield:

4-(acetylamino)-5-chloro-2-methoxybenzoic acid (24201-13-6) → N-[2-chloro-4-[4,5-dihydro-5-oxo-4-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-yl]-5-methoxyphenyl]acetamide (202823-11-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: iso-butylchloroformate; 4-methylmorpholine / tetrahydrofuran / 0.5 h / 20 °C

1.2: 86 percent / tetrahydrofuran / 8 h

2.1: 55 percent / Et₃N / tetrahydrofuran / 18 h / 24 °C

With 4-methyl-morpholine; triethylamine; isobutyl chloroformate; In tetrahydrofuran;

DOI:10.1021/jm061006n

Reference yield:

4-(trifluoromethyl)phenylhydrazine (368-90-1) → N-[2-chloro-4-[4,5-dihydro-5-oxo-4-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-yl]-5-methoxyphenyl]acetamide (202823-11-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: iso-butylchloroformate; 4-methylmorpholine / tetrahydrofuran / 0.5 h / 20 °C

1.2: 86 percent / tetrahydrofuran / 8 h

2.1: 55 percent / Et₃N / tetrahydrofuran / 18 h / 24 °C

With 4-methyl-morpholine; triethylamine; isobutyl chloroformate; In tetrahydrofuran;

DOI:10.1021/jm061006n

upstream raw materials:

4-(acetylamino)-5-chloro-2-methoxybenzoic acid 4-(trifluoromethyl) phenylhydrazide

1,1'-carbonyldiimidazole

4-(acetylamino)-5-chloro-2-methoxybenzoic acid

4-(trifluoromethyl)phenylhydrazine

Downstream raw materials:

5-(4-amino-5-chloro-2-methoxyphenyl)-3-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-2(3H)-one

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