6-(4-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)thio]-3-phenyl-1,2,3-triazolo-[4,5-d]pyrimidine-7-one

Base Information

• Chemical Name: 6-(4-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)thio]-3-phenyl-1,2,3-triazolo-[4,5-d]pyrimidine-7-one
• CAS No.: 1356190-26-5
• Molecular Formula: C₂₂H₁₃ClFN₅OS
• Molecular Weight: 449.896

Synonyms:6-(4-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)thio]-3-phenyl-1,2,3-triazolo-[4,5-d]pyrimidine-7-one

Chemical Property of 6-(4-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)thio]-3-phenyl-1,2,3-triazolo-[4,5-d]pyrimidine-7-one

Chemical Property:

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Technology Process of 6-(4-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)thio]-3-phenyl-1,2,3-triazolo-[4,5-d]pyrimidine-7-one

There total 2 articles about 6-(4-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)thio]-3-phenyl-1,2,3-triazolo-[4,5-d]pyrimidine-7-one 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: 96.0%

5-(4-chloro-phenyliminomethyleneamino)-1-phenyl-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester (863786-32-7) + 4-Fluorothiophenol (371-42-6) → 6-(4-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)thio]-3-phenyl-1,2,3-triazolo-[4,5-d]pyrimidine-7-one (1356190-26-5)

Guidance literature:

With sodium ethanolate; potassium carbonate; In acetonitrile; at 50 ℃;

DOI:10.1080/10426507.2011.590169

Reference yield:

ethyl 5-amino-1-phenyl-1,2,3-triazole-4-carboxylate (20271-37-8) → 6-(4-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)thio]-3-phenyl-1,2,3-triazolo-[4,5-d]pyrimidine-7-one (1356190-26-5)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / hexachloroethane; acetonitrile / 3 h / 20 °C

2: dichloromethane / 20 °C / Inert atmosphere

3: sodium ethanolate; potassium carbonate / acetonitrile / 50 °C

With sodium ethanolate; potassium carbonate; triethylamine; In dichloromethane; hexachloroethane; acetonitrile; 2: Aza-Wittig reaction;

DOI:10.1080/10426507.2011.590169

Reference yield: 85.0%

6-(4-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)thio]-3-phenyl-1,2,3-triazolo-[4,5-d]pyrimidine-7-one (1356190-26-5) → 6-(4-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)sulfonyl]-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one (1356190-38-9)

Guidance literature:

With sodium tungstate; dihydrogen peroxide; In acetic acid; at 45 - 50 ℃; for 5h;

DOI:10.1080/10426507.2011.590169

upstream raw materials:

5-(4-chloro-phenyliminomethyleneamino)-1-phenyl-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester

4-Fluorothiophenol

ethyl 5-amino-1-phenyl-1,2,3-triazole-4-carboxylate

Downstream raw materials:

6-(4-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)sulfinyl]-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one

6-(4-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)sulfonyl]-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one

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