3-(5-chloro-2-hydroxy-phenyl)-4-methylene-3,4-dihydro-2H-thiopyrano[3,2-c]chromen-5-one

Base Information

• Chemical Name: 3-(5-chloro-2-hydroxy-phenyl)-4-methylene-3,4-dihydro-2H-thiopyrano[3,2-c]chromen-5-one
• CAS No.: 457646-64-9
• Molecular Formula: C₁₉H₁₃ClO₃S
• Molecular Weight: 356.829

Synonyms:3-(5-chloro-2-hydroxy-phenyl)-4-methylene-3,4-dihydro-2H-thiopyrano[3,2-c]chromen-5-one

Chemical Property of 3-(5-chloro-2-hydroxy-phenyl)-4-methylene-3,4-dihydro-2H-thiopyrano[3,2-c]chromen-5-one

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Technology Process of 3-(5-chloro-2-hydroxy-phenyl)-4-methylene-3,4-dihydro-2H-thiopyrano[3,2-c]chromen-5-one

There total 3 articles about 3-(5-chloro-2-hydroxy-phenyl)-4-methylene-3,4-dihydro-2H-thiopyrano[3,2-c]chromen-5-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: 73.0%

4-(4-chloro-phenoxymethyl)-2H-thiopyrano[3,2-c]chromen-5-one (457646-57-0) → 3-(5-chloro-2-hydroxy-phenyl)-4-methylene-3,4-dihydro-2H-thiopyrano[3,2-c]chromen-5-one (457646-64-9)

Guidance literature:

With N,N-diethylaniline; In 1,2-dichloro-benzene; for 14h; Heating;

DOI:10.1021/ol020088g

Reference yield:

4-sulfanyl-2H-chromen-2-one (22406-33-3) → 3-(5-chloro-2-hydroxy-phenyl)-4-methylene-3,4-dihydro-2H-thiopyrano[3,2-c]chromen-5-one (457646-64-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / sodium hydroxide; benzyltriethylammonium chloride / H₂O; CHCl₃ / 4 h / 20 °C

2: 77 percent / chlorobenzene / 132 °C

3: 73 percent / N,N-diethylaniline / 1,2-dichloro-benzene / 14 h / Heating

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; N,N-diethylaniline; In chloroform; water; chlorobenzene; 1,2-dichloro-benzene; 3: Claisen rearrangement;

DOI:10.1021/ol020088g

Reference yield:

4-[4-(4-chloro-phenoxy)-but-2-ynylsulfanyl]-chromen-2-one (445423-72-3) → 3-(5-chloro-2-hydroxy-phenyl)-4-methylene-3,4-dihydro-2H-thiopyrano[3,2-c]chromen-5-one (457646-64-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / chlorobenzene / 132 °C

2: 73 percent / N,N-diethylaniline / 1,2-dichloro-benzene / 14 h / Heating

With N,N-diethylaniline; In chlorobenzene; 1,2-dichloro-benzene; 2: Claisen rearrangement;

DOI:10.1021/ol020088g

upstream raw materials:

4-(4-chloro-phenoxymethyl)-2H-thiopyrano[3,2-c]chromen-5-one

4-sulfanyl-2H-chromen-2-one

4-[4-(4-chloro-phenoxy)-but-2-ynylsulfanyl]-chromen-2-one

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