N-(cyclohex-2-enyl)-N-(1,3-dimethyl-2-oxo-2λ⁵-[1,3,2]diazaphospholidin-2-yl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-(cyclohex-2-enyl)-N-(1,3-dimethyl-2-oxo-2λ⁵-[1,3,2]diazaphospholidin-2-yl)-4-methylbenzenesulfonamide
• CAS No.: 699023-64-8
• Molecular Formula: C₁₇H₂₆N₃O₃PS
• Molecular Weight: 383.452

Synonyms:N-(cyclohex-2-enyl)-N-(1,3-dimethyl-2-oxo-2λ⁵-[1,3,2]diazaphospholidin-2-yl)-4-methylbenzenesulfonamide

Chemical Property of N-(cyclohex-2-enyl)-N-(1,3-dimethyl-2-oxo-2λ⁵-[1,3,2]diazaphospholidin-2-yl)-4-methylbenzenesulfonamide

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Technology Process of N-(cyclohex-2-enyl)-N-(1,3-dimethyl-2-oxo-2λ⁵-[1,3,2]diazaphospholidin-2-yl)-4-methylbenzenesulfonamide

There total 2 articles about N-(cyclohex-2-enyl)-N-(1,3-dimethyl-2-oxo-2λ⁵-[1,3,2]diazaphospholidin-2-yl)-4-methylbenzenesulfonamide 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: 88.0%

N-[2-(cyclohex-2-enyloxy)-1,3-dimethyl-2λ5-[1,3,2]diazaphospholidin-2-ylidene]-4-methyl-benzenesulfonamide (699023-41-1) → N-(cyclohex-2-enyl)-N-(1,3-dimethyl-2-oxo-2λ5-[1,3,2]diazaphospholidin-2-yl)-4-methylbenzenesulfonamide (699023-64-8)

Guidance literature:

dichloro bis(acetonitrile) palladium(II); In toluene; at 45 ℃; for 16h;

DOI:10.1002/anie.200353284

Reference yield:

4-toluenesulfonyl azide (941-55-9) → N-(cyclohex-2-enyl)-N-(1,3-dimethyl-2-oxo-2λ5-[1,3,2]diazaphospholidin-2-yl)-4-methylbenzenesulfonamide (699023-64-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: benzene / 6 h / 20 °C

1.2: 89 percent / benzene / 0.25 h / 20 °C

2.1: 88 percent / bis(acetonitrile)dichloropalladium(II); molecular sieves 4 Angstroem / toluene / 16 h / 45 °C

With dichloro bis(acetonitrile) palladium(II); 4 A molecular sieve; In toluene; benzene; 2.1: Cope rearrangement;

DOI:10.1021/ja054161k

Reference yield: 90.0%

N-(cyclohex-2-enyl)-N-(1,3-dimethyl-2-oxo-2λ5-[1,3,2]diazaphospholidin-2-yl)-4-methylbenzenesulfonamide (699023-64-8) → N-cyclohex-2-enyl-4-methyl-benzenesulfonamide (57981-18-7)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water;

DOI:10.1002/anie.200353284

upstream raw materials:

N-[2-(cyclohex-2-enyloxy)-1,3-dimethyl-2λ⁵-[1,3,2]diazaphospholidin-2-ylidene]-4-methyl-benzenesulfonamide

4-toluenesulfonyl azide

Downstream raw materials:

N-cyclohex-2-enyl-4-methyl-benzenesulfonamide

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