3-chloro-2-(3-chloro-phenyl)-3,4-dihydro-4-hydroxy-3-nitro-2H-1-benzopyran

Base Information

• Chemical Name: 3-chloro-2-(3-chloro-phenyl)-3,4-dihydro-4-hydroxy-3-nitro-2H-1-benzopyran
• CAS No.: 127143-34-4
• Molecular Formula: C₁₅H₁₁Cl₂NO₄
• Molecular Weight: 340.163

Synonyms:3-chloro-2-(3-chloro-phenyl)-3,4-dihydro-4-hydroxy-3-nitro-2H-1-benzopyran

Chemical Property of 3-chloro-2-(3-chloro-phenyl)-3,4-dihydro-4-hydroxy-3-nitro-2H-1-benzopyran

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Technology Process of 3-chloro-2-(3-chloro-phenyl)-3,4-dihydro-4-hydroxy-3-nitro-2H-1-benzopyran

There total 2 articles about 3-chloro-2-(3-chloro-phenyl)-3,4-dihydro-4-hydroxy-3-nitro-2H-1-benzopyran 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: 80.0%

(Z)-3-chloro-(2-chloro-2-nitroethenyl)benzene (127143-21-9) + salicylaldehyde (90-02-8) → 3-chloro-2-(3-chloro-phenyl)-3,4-dihydro-4-hydroxy-3-nitro-2H-1-benzopyran (127143-34-4)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 16h; Ambient temperature;

DOI:10.1055/s-1990-26791

Reference yield:

m-Chlorobenzaldehyde (587-04-2) → 3-chloro-2-(3-chloro-phenyl)-3,4-dihydro-4-hydroxy-3-nitro-2H-1-benzopyran (127143-34-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / Me₂NH*HCl, KF / xylene / 2 h / Heating

2: 80 percent / Et₃N / tetrahydrofuran / 16 h / Ambient temperature

With potassium fluoride; N,N-dimethylammonium chloride; triethylamine; In tetrahydrofuran; xylene;

DOI:10.1055/s-1990-26791

Reference yield: 82.0%

3-chloro-2-(3-chloro-phenyl)-3,4-dihydro-4-hydroxy-3-nitro-2H-1-benzopyran (127143-34-4) → (2S,3R)-3-Chloro-2-(3-chloro-phenyl)-3-nitro-chroman-4-one (143468-33-1)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 8h; Irradiation; r.t. to 55 deg C;

DOI:10.1055/s-1992-26198

upstream raw materials:

(Z)-3-chloro-(2-chloro-2-nitroethenyl)benzene

salicylaldehyde

m-Chlorobenzaldehyde

Downstream raw materials:

(2S,3R)-3-Chloro-2-(3-chloro-phenyl)-3-nitro-chroman-4-one

2-(3-Chloro-phenyl)-3-nitro-chromen-4-one

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