5-(1-(4-chlorophenyl)-5-hydroxy-1,2,3-triazol-4-yl)-1,2,3-thiadiazol-4-(N-methyl)carboxamide

Base Information

• Chemical Name: 5-(1-(4-chlorophenyl)-5-hydroxy-1,2,3-triazol-4-yl)-1,2,3-thiadiazol-4-(N-methyl)carboxamide
• CAS No.: 211384-83-7
• Molecular Formula: C₁₂H₉ClN₆O₂S
• Molecular Weight: 336.761

Synonyms:5-(1-(4-chlorophenyl)-5-hydroxy-1,2,3-triazol-4-yl)-1,2,3-thiadiazol-4-(N-methyl)carboxamide

Chemical Property of 5-(1-(4-chlorophenyl)-5-hydroxy-1,2,3-triazol-4-yl)-1,2,3-thiadiazol-4-(N-methyl)carboxamide

Chemical Property:

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Technology Process of 5-(1-(4-chlorophenyl)-5-hydroxy-1,2,3-triazol-4-yl)-1,2,3-thiadiazol-4-(N-methyl)carboxamide

There total 4 articles about 5-(1-(4-chlorophenyl)-5-hydroxy-1,2,3-triazol-4-yl)-1,2,3-thiadiazol-4-(N-methyl)carboxamide 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: 58.0%

N-(4-chlorophenyl)-2-(4-(N-methyl)carbamoyl-1,2,3-thiadiazol-5-yl)acetamide (211384-77-9) → 5-(1-(4-chlorophenyl)-5-hydroxy-1,2,3-triazol-4-yl)-1,2,3-thiadiazol-4-(N-methyl)carboxamide (211384-83-7)

Guidance literature:

With hydrogenchloride; phenylsulfonyl azide; sodium ethanolate; In ethanol; at 0 ℃; for 3h;

DOI:10.1016/S0040-4020(98)00449-9

Reference yield:

4-chloro-aniline (106-47-8) → 5-(1-(4-chlorophenyl)-5-hydroxy-1,2,3-triazol-4-yl)-1,2,3-thiadiazol-4-(N-methyl)carboxamide (211384-83-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / dicyclohexylcarbodiimide / acetone / 2 h

2: 58 percent / benzenesulfonyl azide; sodium ethoxide; HCl / ethanol / 3 h / 0 °C

With hydrogenchloride; phenylsulfonyl azide; sodium ethanolate; dicyclohexyl-carbodiimide; In ethanol; acetone; 1: Substitution / 2: Cyclization;

DOI:10.1016/S0040-4020(98)00449-9

Reference yield:

2-(4-(N-methyl)carbamoyl-1,2,3-thiadiazol-5-yl)acetic acid (211384-72-4) → 5-(1-(4-chlorophenyl)-5-hydroxy-1,2,3-triazol-4-yl)-1,2,3-thiadiazol-4-(N-methyl)carboxamide (211384-83-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / dicyclohexylcarbodiimide / acetone / 2 h

2: 58 percent / benzenesulfonyl azide; sodium ethoxide; HCl / ethanol / 3 h / 0 °C

With hydrogenchloride; phenylsulfonyl azide; sodium ethanolate; dicyclohexyl-carbodiimide; In ethanol; acetone; 1: Substitution / 2: Cyclization;

DOI:10.1016/S0040-4020(98)00449-9

upstream raw materials:

N-(4-chlorophenyl)-2-(4-(N-methyl)carbamoyl-1,2,3-thiadiazol-5-yl)acetamide

4-chloro-aniline

2-(4-(N-methyl)carbamoyl-1,2,3-thiadiazol-5-yl)acetic acid

2-(4-Methylcarbamoyl-[1,2,3]thiadiazol-5-yl)-malonamic acid ethyl ester

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