2-benzyl-1,3,3-trioxo-2,3-dihydro-1H-3λ⁶-naphtho[1,2-d]isothiazole-4-carboxylic acid

Base Information

• Chemical Name: 2-benzyl-1,3,3-trioxo-2,3-dihydro-1H-3λ⁶-naphtho[1,2-d]isothiazole-4-carboxylic acid
• CAS No.: 869541-33-3
• Molecular Formula: C₁₉H₁₃NO₅S
• Molecular Weight: 367.382

Synonyms:2-benzyl-1,3,3-trioxo-2,3-dihydro-1H-3λ⁶-naphtho[1,2-d]isothiazole-4-carboxylic acid

Chemical Property of 2-benzyl-1,3,3-trioxo-2,3-dihydro-1H-3λ⁶-naphtho[1,2-d]isothiazole-4-carboxylic acid

Chemical Property:

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Technology Process of 2-benzyl-1,3,3-trioxo-2,3-dihydro-1H-3λ⁶-naphtho[1,2-d]isothiazole-4-carboxylic acid

There total 3 articles about 2-benzyl-1,3,3-trioxo-2,3-dihydro-1H-3λ⁶-naphtho[1,2-d]isothiazole-4-carboxylic 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: 86.0%

2-benzyl-1,3,3-trioxo-1,2-dihydronaphtho[1,2-d]isothiazole-4-carboxylic acid benzyl ester (869541-31-1) → 2-benzyl-1,3,3-trioxo-2,3-dihydro-1H-3λ6-naphtho[1,2-d]isothiazole-4-carboxylic acid (869541-33-3)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 20 ℃;

DOI:10.1021/jm050382p

Reference yield:

1,3,3-trioxo-1,2-dihydronaphtho[1,2-d]isothiazole-4-carboxylic acid (869541-14-0) → 2-benzyl-1,3,3-trioxo-2,3-dihydro-1H-3λ6-naphtho[1,2-d]isothiazole-4-carboxylic acid (869541-33-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaOEt / ethanol

1.2: 87 percent / dimethylformamide / 120 °C

2.1: 86 percent / aq. NaOH / dioxane / 20 °C

With sodium hydroxide; sodium ethanolate; In 1,4-dioxane; ethanol;

DOI:10.1021/jm050382p

Reference yield:

2-tert-butylsulfamoylnaphthalene-1,3-dicarboxylic acid (869541-13-9) → 2-benzyl-1,3,3-trioxo-2,3-dihydro-1H-3λ6-naphtho[1,2-d]isothiazole-4-carboxylic acid (869541-33-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 85 percent / polyphosphoric acid / 0.25 h / 100 °C

2.1: NaOEt / ethanol

2.2: 87 percent / dimethylformamide / 120 °C

3.1: 86 percent / aq. NaOH / dioxane / 20 °C

With sodium hydroxide; PPA; sodium ethanolate; In 1,4-dioxane; ethanol;

DOI:10.1021/jm050382p

upstream raw materials:

2-benzyl-1,3,3-trioxo-1,2-dihydronaphtho[1,2-d]isothiazole-4-carboxylic acid benzyl ester

1,3,3-trioxo-1,2-dihydronaphtho[1,2-d]isothiazole-4-carboxylic acid

2-tert-butylsulfamoylnaphthalene-1,3-dicarboxylic acid

Downstream raw materials:

2-benzyl-1,3,3-trioxo-1,2-dihydronaphtho[1,2-d]isothiazole-4-carboxylic acid ethoxycarbonylmethyl ester

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