1-methyl-3,4-benzo-7-thia-2-azabicyclo<3.3.1>nonane 7-oxide

Base Information

• Chemical Name: 1-methyl-3,4-benzo-7-thia-2-azabicyclo<3.3.1>nonane 7-oxide
• CAS No.: 106718-59-6
• Molecular Formula: C₁₂H₁₅NOS
• Molecular Weight: 221.323

Synonyms:1-methyl-3,4-benzo-7-thia-2-azabicyclo<3.3.1>nonane 7-oxide

Chemical Property of 1-methyl-3,4-benzo-7-thia-2-azabicyclo<3.3.1>nonane 7-oxide

Chemical Property:

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SDS file from LookChem

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Technology Process of 1-methyl-3,4-benzo-7-thia-2-azabicyclo<3.3.1>nonane 7-oxide

There total 1 articles about 1-methyl-3,4-benzo-7-thia-2-azabicyclo<3.3.1>nonane 7-oxide 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: 60.0%

2-methylquinoline (91-63-4) + dimethyl sulfoxide (67-68-5,8070-53-9) → 1-methyl-3,4-benzo-7-thia-2-azabicyclo<3.3.1>nonane 7-oxide (106718-59-6) + 2,4-dimethylquinoline (1198-37-4)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; at 70 ℃; for 3.5h;

DOI:10.1248/cpb.34.1917

Reference yield:

1-methyl-3,4-benzo-7-thia-2-azabicyclo<3.3.1>nonane 7-oxide (106718-59-6) → 1,2,3,4-tetrahydro-2,2,4-trimethylquinoline (4497-58-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / HCl / Zn-Hg / acetic acid / 1 h / 95 °C

2: 58 percent / H₂ / Raney Ni / ethanol / 62 h / 100 °C / 2280 Torr

With hydrogenchloride; hydrogen; nickel; mercury; zinc; In ethanol; acetic acid;

DOI:10.1248/cpb.34.1917

upstream raw materials:

2-methylquinoline

dimethyl sulfoxide

Downstream raw materials:

1,2,3,4-tetrahydro-2,2,4-trimethylquinoline

Refernces

Synthesis and conformation of 1-methyl-3,4-benzo-7-thia-2-azabicyclo[3.3.1]none 7-oxide

10.1248/cpb.34.1917

The research focused on the synthesis and conformational analysis of 1-Methyl-3,4-benzo-7-thia-2-azabicyclo[3.3.1]nonane 7-oxide, a novel tricyclic compound with potential antispasmodic activity. The compound was synthesized through the reaction of quinaldine with methylsulfinylmethyl carbanion, and its structure was elucidated using spectral data and chemical evidence. The conformational analysis was conducted using proton and carbon-13 nuclear magnetic resonance spectroscopy, along with molecular mechanics calculations, which indicated that the stable conformer has a chairthiane ring with an equatorial sulfoxy group. Key chemicals used in the process included quinaldine, methylsulfinylmethyl carbanion, dimethylsulfoxide (DMSO), Raney nickel for desulfurization, and various quinaldine derivatives. The research concluded that the synthesized compound and its derivatives adopt a chair conformation with an equatorial sulfoxy group, which was consistent with the observed NMR data and molecular mechanics calculations.

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