5-[2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-6-methyl-phenoxy]-2-hydroxy-benzoic acid

Base Information

• Chemical Name: 5-[2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-6-methyl-phenoxy]-2-hydroxy-benzoic acid
• CAS No.: 660409-78-9
• Molecular Formula: C₁₇H₁₂ClN₃O₆
• Molecular Weight: 389.752

Synonyms:5-[2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-6-methyl-phenoxy]-2-hydroxy-benzoic acid

Chemical Property of 5-[2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-6-methyl-phenoxy]-2-hydroxy-benzoic acid

Chemical Property:

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Technology Process of 5-[2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-6-methyl-phenoxy]-2-hydroxy-benzoic acid

There total 3 articles about 5-[2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-6-methyl-phenoxy]-2-hydroxy-benzoic acid 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: 78.0%

5-[2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-6-methyl-phenoxy]-2-methoxy-benzoic acid (660408-11-7) → 5-[2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-6-methyl-phenoxy]-2-hydroxy-benzoic acid (660409-78-9)

Guidance literature:

With boron trichloride; In dichloromethane; at -78 - 20 ℃;

DOI:10.1016/S0960-894X(02)00947-2

Reference yield:

2-{3-chloro-4-[4-methoxy-phenoxy]-5-methyl-phenyl}-2H-[1,2,4]triazine-3,5-dione → 5-[2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-6-methyl-phenoxy]-2-hydroxy-benzoic acid (660409-78-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / TFA / Heating

2: 79 percent / aq. NaClO₂; KH₂PO₄; 2-methylbutene / 2-methyl-propan-2-ol; tetrahydrofuran

3: 78 percent / BCl₃ / CH₂Cl₂ / -78 - 20 °C

With sodium chlorite; potassium dihydrogenphosphate; boron trichloride; 2-Methyl-1-butene; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;

DOI:10.1016/S0960-894X(02)00947-2

Reference yield:

5-[2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-6-methyl-phenoxy]-2-methoxy-benzaldehyde (660408-07-1) → 5-[2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-6-methyl-phenoxy]-2-hydroxy-benzoic acid (660409-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / aq. NaClO₂; KH₂PO₄; 2-methylbutene / 2-methyl-propan-2-ol; tetrahydrofuran

2: 78 percent / BCl₃ / CH₂Cl₂ / -78 - 20 °C

With sodium chlorite; potassium dihydrogenphosphate; boron trichloride; 2-Methyl-1-butene; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;

DOI:10.1016/S0960-894X(02)00947-2

upstream raw materials:

5-[2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-6-methyl-phenoxy]-2-methoxy-benzoic acid

5-[2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-6-methyl-phenoxy]-2-methoxy-benzaldehyde

Downstream raw materials:

5-[2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-6-methyl-phenoxy]-2-hydroxy-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester

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