1-(phenylsulfonyl)-2,3,4,5-tetrahydro-1H-azepine

Base Information

• Chemical Name: 1-(phenylsulfonyl)-2,3,4,5-tetrahydro-1H-azepine
• CAS No.: 4750-16-7
• Molecular Formula: C₁₂H₁₅NO₂S
• Molecular Weight: 237.323
• Mol file: 4750-16-7.mol

Synonyms:1-(phenylsulfonyl)-2,3,4,5-tetrahydro-1H-azepine

Chemical Property of 1-(phenylsulfonyl)-2,3,4,5-tetrahydro-1H-azepine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(phenylsulfonyl)-2,3,4,5-tetrahydro-1H-azepine

There total 5 articles about 1-(phenylsulfonyl)-2,3,4,5-tetrahydro-1H-azepine 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: 76.0%

C24H24NO6PS (1361576-32-0) → 1-(phenylsulfonyl)-2,3,4,5-tetrahydro-1H-azepine (4750-16-7)

Guidance literature:

C₂₄H₂₄NO₆PS; With palladium diacetate; triphenylphosphine; In 1,2-dimethoxyethane; at 20 ℃; for 0.0833333h; Inert atmosphere;

With formic acid; triethylamine; In 1,2-dimethoxyethane; at 85 ℃; for 0.666667h; Inert atmosphere;

DOI:10.1002/chem.201102302

Reference yield: 71.0%

1-(2-bromobenzenesulfonyl)azepane (1178948-66-7) → 1-(phenylsulfonyl)-2,3,4,5-tetrahydro-1H-azepine (4750-16-7)

Guidance literature:

With palladium diacetate; potassium pivalate; In N,N-dimethyl acetamide; at 150 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201300795

Reference yield:

1-Benzenesulfonyl-2H-hexahydroazepin-2-one (91641-75-7) → 1-(phenylsulfonyl)-2,3,4,5-tetrahydro-1H-azepine (4750-16-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

1.2: 1 h / -78 °C

2.1: palladium diacetate; triphenylphosphine / 1,2-dimethoxyethane / 0.08 h / 20 °C / Inert atmosphere

2.2: 0.67 h / 85 °C / Inert atmosphere

With palladium diacetate; sodium hexamethyldisilazane; triphenylphosphine; In tetrahydrofuran; 1,2-dimethoxyethane;

DOI:10.1002/chem.201102302

upstream raw materials:

C₂₄H₂₄NO₆PS

1-Benzenesulfonyl-2H-hexahydroazepin-2-one

1-(2-bromobenzenesulfonyl)azepane

hexamethylene imine

Downstream raw materials:

5,7-bis(2,6-dimethoxy-4-methylphenyl)-1-(phenylsulfonyl)-2,3,4,7-tetrahydro-1H-azepine

5,7-bis(2,6-diethoxyphenyl)-1-(phenylsulfonyl)-2,3,4,7-tetrahydro-1H-azepine

5,7-bis(2,6-dimethoxyphenyl)-1-(phenylsulfonyl)-2,3,4,7-tetrahydro-1H-azepine

3-(1-benzenesulfonyl-4,5,6,7-tetrahydro-1H-azepin-3-yl)-acrylic acid benzyl ester

Refernces

• 1、 Gigant, Nicolas,Dequirez, Geoffroy,Retailleau, Pascal,Gillaizeau, Isabelle,Dauban, Philippe. "Catalytic selective oxyamidation of cyclic enamides using nitrenes". supporting information; experimental part. p. 90 - 94. Retrieved 2012/02/16.