1-Benzothiepin-4-carboxylic acid, 2,3-dihydro-7-(4-methylphenyl)-, methyl ester, 1,1-dioxide

Base Information

• Chemical Name: 1-Benzothiepin-4-carboxylic acid, 2,3-dihydro-7-(4-methylphenyl)-, methyl ester, 1,1-dioxide
• CAS No.: 279261-59-5
• Molecular Formula: C19H18O4S
• Molecular Weight: 342.416
• Mol file: 279261-59-5.mol

Synonyms:

Chemical Property of 1-Benzothiepin-4-carboxylic acid, 2,3-dihydro-7-(4-methylphenyl)-, methyl ester, 1,1-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Benzothiepin-4-carboxylic acid, 2,3-dihydro-7-(4-methylphenyl)-, methyl ester, 1,1-dioxide

There total 8 articles about 1-Benzothiepin-4-carboxylic acid, 2,3-dihydro-7-(4-methylphenyl)-, methyl ester, 1,1-dioxide 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: 97.0%

methyl 7-(4-methylphenyl)-2,3-dihydro-1-benzothiepine-4-carboxylate (279263-09-1) → methyl 7-(4-methylphenyl)-2,3-dihydro-1-benzothiepine-4-carboxylate 1,1-dioxide (279261-59-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1248/cpb.52.254

Reference yield:

7-bromo-3,4-dihydro-1-benzothiepin-5(2H)-one (15084-55-6) → methyl 7-(4-methylphenyl)-2,3-dihydro-1-benzothiepine-4-carboxylate 1,1-dioxide (279261-59-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 99 percent / K₂CO₃; Pd(PPh₃)4 / ethanol; toluene / 3.5 h / Heating

2: 92 percent / NaOMe / 8 h / Heating

3: NaBH₄ / CH₂Cl₂ / 1 h / -10 °C

4: Et₃N / CH₂Cl₂ / 20 °C

5: 6.7 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 1 h / 20 °C

6: 97 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 20 °C

With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium methylate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane; toluene; 1: Suzuki coupling;

DOI:10.1248/cpb.52.254

Reference yield:

4-[(4-bromophenyl)thio]butanoic acid (15115-76-1) → methyl 7-(4-methylphenyl)-2,3-dihydro-1-benzothiepine-4-carboxylate 1,1-dioxide (279261-59-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 69 percent / polyphosphoric acid / 1.5 h / 110 °C

2: 99 percent / K₂CO₃; Pd(PPh₃)4 / ethanol; toluene / 3.5 h / Heating

3: 92 percent / NaOMe / 8 h / Heating

4: NaBH₄ / CH₂Cl₂ / 1 h / -10 °C

5: Et₃N / CH₂Cl₂ / 20 °C

6: 6.7 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 1 h / 20 °C

7: 97 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 20 °C

With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; PPA; sodium methylate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane; toluene; 1: Friedel-Crafts reaction / 2: Suzuki coupling;

DOI:10.1248/cpb.52.254

upstream raw materials:

methyl 7-(4-methylphenyl)-2,3-dihydro-1-benzothiepine-4-carboxylate

7-bromo-3,4-dihydro-1-benzothiepin-5(2H)-one

4-[(4-bromophenyl)thio]butanoic acid

4-(4-bromophenylsulfanyl)butyric acid ethyl ester

Downstream raw materials:

7-(4-methylphenyl)-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylic acid

Refernces

• 1、 -. "Anilide derivative, production and use thereof". . . Retrieved 2008/06/13.