N-(p-toluenesulfonylamino)bicyclo[2.2.1]hept-2-ene-5-endo,6-endo-dicarboximide

Base Information

• Chemical Name: N-(p-toluenesulfonylamino)bicyclo[2.2.1]hept-2-ene-5-endo,6-endo-dicarboximide
• CAS No.: 52727-03-4
• Molecular Formula: C₁₆H₁₆N₂O₄S
• Molecular Weight: 332.38

Synonyms:N-(p-toluenesulfonylamino)bicyclo[2.2.1]hept-2-ene-5-endo,6-endo-dicarboximide

Chemical Property of N-(p-toluenesulfonylamino)bicyclo[2.2.1]hept-2-ene-5-endo,6-endo-dicarboximide

Chemical Property:

Purity/Quality:

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Technology Process of N-(p-toluenesulfonylamino)bicyclo[2.2.1]hept-2-ene-5-endo,6-endo-dicarboximide

There total 3 articles about N-(p-toluenesulfonylamino)bicyclo[2.2.1]hept-2-ene-5-endo,6-endo-dicarboximide 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: 80.4%

4-amino-4-azatricyclo[5.2.1.02,6-endo]dec-8-ene-3,5-dione (38253-40-6) + p-toluenesulfonyl chloride (98-59-9) → N-(p-toluenesulfonylamino)bicyclo[2.2.1]hept-2-ene-5-endo,6-endo-dicarboximide (52727-03-4)

Guidance literature:

With pyridine;

DOI:10.1007/s11178-005-0305-9

Reference yield:

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride (129-64-6) → N-(p-toluenesulfonylamino)bicyclo[2.2.1]hept-2-ene-5-endo,6-endo-dicarboximide (52727-03-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 92.5 percent / hydrazine hydrate / benzene; H₂O

2: 80.4 percent / pyridine

With pyridine; hydrazine hydrate; In water; benzene;

DOI:10.1007/s11178-005-0305-9

Reference yield:

→ N-((2S,6R)-3,5-Dioxo-4-aza-tricyclo[5.2.1.02,6]dec-8-en-4-yl)-4-methyl-benzenesulfonamide (52727-03-4)

Guidance literature:

N-Aminoimid (21), p-TsCl;

upstream raw materials:

4-amino-4-azatricyclo[5.2.1.0^2,6-endo]dec-8-ene-3,5-dione

p-toluenesulfonyl chloride

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

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