(2-benzyl-1,1-dioxido-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yl)boronic acid

Base Information

• Chemical Name: (2-benzyl-1,1-dioxido-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yl)boronic acid
• CAS No.: 1414888-03-1
• Molecular Formula: C₁₄H₁₂BNO₅S
• Molecular Weight: 317.13

Synonyms:(2-benzyl-1,1-dioxido-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yl)boronic acid

Chemical Property of (2-benzyl-1,1-dioxido-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yl)boronic acid

Chemical Property:

Purity/Quality:

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Technology Process of (2-benzyl-1,1-dioxido-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yl)boronic acid

There total 4 articles about (2-benzyl-1,1-dioxido-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yl)boronic 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: 96.0%

2-benzyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]isothiazol-3(2H)-one 1,1-dioxide (1414888-02-0) → (2-benzyl-1,1-dioxido-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yl)boronic acid (1414888-03-1)

Guidance literature:

With hydrogenchloride; sodium periodate; In water; acetone; at 20 ℃; for 12h;

DOI:10.5560/ZNB.2012-0143 DOI:10.5560/ZNB.2012-0143

Reference yield:

6-bromosaccharin (62473-92-1) → (2-benzyl-1,1-dioxido-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yl)boronic acid (1414888-03-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil

1.2: 51 h / 20 - 80 °C

2.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,3-dioxane / 12 h / 90 °C / Inert atmosphere

3.1: sodium periodate; hydrogenchloride / water; acetone / 12 h / 20 °C

With hydrogenchloride; sodium periodate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium hydride; In 1,3-dioxane; water; N,N-dimethyl-formamide; acetone; mineral oil;

DOI:10.5560/ZNB.2012-0143 DOI:10.5560/ZNB.2012-0143

Reference yield:

benzyl bromide (100-39-0) → (2-benzyl-1,1-dioxido-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yl)boronic acid (1414888-03-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil

1.2: 51 h / 20 - 80 °C

2.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,3-dioxane / 12 h / 90 °C / Inert atmosphere

3.1: sodium periodate; hydrogenchloride / water; acetone / 12 h / 20 °C

With hydrogenchloride; sodium periodate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium hydride; In 1,3-dioxane; water; N,N-dimethyl-formamide; acetone; mineral oil;

DOI:10.5560/ZNB.2012-0143 DOI:10.5560/ZNB.2012-0143

upstream raw materials:

2-benzyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]isothiazol-3(2H)-one 1,1-dioxide

6-bromosaccharin

benzyl bromide

2-benzyl-6-bromobenzo[d]isothiazol-3(2H)-one 1,1-dioxide

Downstream raw materials:

6,6'-((1,1' : 3',1''-terphenyl)-3,3''-diylbis(methylene))bis(2-benzylbenzo[d]isothiazol-3(2H)-one) 1,1-dioxide

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