2,3-dihydro-3-oxo-1-phenylbenzothiophene-1-oxide-2-carboxylic acid, inner salt

Base Information

• Chemical Name: 2,3-dihydro-3-oxo-1-phenylbenzothiophene-1-oxide-2-carboxylic acid, inner salt
• CAS No.: 131327-66-7
• Molecular Formula: C₁₅H₁₀O₄S
• Molecular Weight: 286.308

Synonyms:2,3-dihydro-3-oxo-1-phenylbenzothiophene-1-oxide-2-carboxylic acid, inner salt

Chemical Property of 2,3-dihydro-3-oxo-1-phenylbenzothiophene-1-oxide-2-carboxylic acid, inner salt

Chemical Property:

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Technology Process of 2,3-dihydro-3-oxo-1-phenylbenzothiophene-1-oxide-2-carboxylic acid, inner salt

There total 5 articles about 2,3-dihydro-3-oxo-1-phenylbenzothiophene-1-oxide-2-carboxylic acid, inner salt 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: 58.0%

ethyl 2,3-dihydro-3-oxo-1-phenylbenzothiophene-1-oxide-2-carboxylate, inner salt (120571-36-0) → 2,3-dihydro-3-oxo-1-phenylbenzothiophene-1-oxide-2-carboxylic acid, inner salt (131327-66-7)

Guidance literature:

With potassium hydroxide; In ethanol; water; 1) RT, 15h, 2) 1h, reflux;

DOI:10.1016/S0040-4020(01)96018-1

Reference yield:

2-(phenylthio)benzaldehyde (36943-39-2) → 2,3-dihydro-3-oxo-1-phenylbenzothiophene-1-oxide-2-carboxylic acid, inner salt (131327-66-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / LDA / tetrahydrofuran / 1.5 h / -75 °C

2: 91 percent / BaMnO₄ / CH₂Cl₂ / 1) RT, 15h, 2) 3h, reflux

3: 85 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0.17 h / -15 °C

4: 70 percent / Rh₂(OAc)4 / benzene / 0.03 h / Heating

5: 58 percent / KOH / H₂O; ethanol / 1) RT, 15h, 2) 1h, reflux

With potassium hydroxide; barium permanganate; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; dirhodium tetraacetate; In tetrahydrofuran; ethanol; dichloromethane; water; benzene;

DOI:10.1016/S0040-4020(01)96018-1

Reference yield:

ethyl 2-diazo-3-oxo-3-(2-phenylthio)phenylpropanoate (131327-54-3) → 2,3-dihydro-3-oxo-1-phenylbenzothiophene-1-oxide-2-carboxylic acid, inner salt (131327-66-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0.17 h / -15 °C

2: 70 percent / Rh₂(OAc)4 / benzene / 0.03 h / Heating

3: 58 percent / KOH / H₂O; ethanol / 1) RT, 15h, 2) 1h, reflux

With potassium hydroxide; 3-chloro-benzenecarboperoxoic acid; dirhodium tetraacetate; In ethanol; dichloromethane; water; benzene;

DOI:10.1016/S0040-4020(01)96018-1

upstream raw materials:

ethyl 2,3-dihydro-3-oxo-1-phenylbenzothiophene-1-oxide-2-carboxylate, inner salt

2-(phenylthio)benzaldehyde

ethyl 2-diazo-3-oxo-3-(2-phenylthio)phenylpropanoate

ethyl 2-diazo-3-oxo-3-(2-phenylsulphinyl)phenylpropanoate

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