2-(Toluene-4-sulfonyl)-3-trichloromethyl-2-aza-bicyclo[2.2.1]hept-5-ene

Base Information

• Chemical Name: 2-(Toluene-4-sulfonyl)-3-trichloromethyl-2-aza-bicyclo[2.2.1]hept-5-ene
• CAS No.: 87947-47-5
• Molecular Formula: C₁₄H₁₄Cl₃NO₂S
• Molecular Weight: 366.696

Synonyms:2-(Toluene-4-sulfonyl)-3-trichloromethyl-2-aza-bicyclo[2.2.1]hept-5-ene

Chemical Property of 2-(Toluene-4-sulfonyl)-3-trichloromethyl-2-aza-bicyclo[2.2.1]hept-5-ene

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Technology Process of 2-(Toluene-4-sulfonyl)-3-trichloromethyl-2-aza-bicyclo[2.2.1]hept-5-ene

There total 3 articles about 2-(Toluene-4-sulfonyl)-3-trichloromethyl-2-aza-bicyclo[2.2.1]hept-5-ene 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: 93.0%

N-(2,2,2-trichloroethyliden)-p-toluenesulfonamide (51608-61-8,13707-44-3) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → 2-(Toluene-4-sulfonyl)-3-trichloromethyl-2-aza-bicyclo[2.2.1]hept-5-ene (87947-47-5)

Guidance literature:

With hydroquinone; In benzene; for 5h; Heating;

Reference yield: 81.0%

N-(2,2,2-trichloroethyliden)-p-toluenesulfonamide (51608-61-8,13707-44-3) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → 2-(toluene-4-sulfonyl)-3exo-trichloromethyl-2-aza-bicyclo[2.2.1]hept-5-ene (42082-52-0,42082-53-1,74202-24-7,87947-47-5)

Guidance literature:

at 50 ℃; for 5h;

DOI:10.1016/j.mencom.2020.09.022

Reference yield:

N,N-dichloro-p-toluenesulfonamide (473-34-7) → 2-(toluene-4-sulfonyl)-3exo-trichloromethyl-2-aza-bicyclo[2.2.1]hept-5-ene (42082-52-0,42082-53-1,74202-24-7,87947-47-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 - 100 °C

upstream raw materials:

N-(2,2,2-trichloroethyliden)-p-toluenesulfonamide

cyclopenta-1,3-diene

N,N-dichloro-p-toluenesulfonamide

Downstream raw materials:

6-(toluene-4-sulfonyl)-7c-trichloromethyl-(1rC⁸,2tH)-3-oxa-6-aza-tricyclo[3.2.1.0^2,4]octane

(1R,4R,5R,6S)-2-(Toluene-4-sulfonyl)-3-trichloromethyl-2-aza-bicyclo[2.2.1]heptane-5,6-diol

(1R,2R,6S,7R)-4,4-Dimethyl-8-(toluene-4-sulfonyl)-9-trichloromethyl-3,5-dioxa-8-aza-tricyclo[5.2.1.0^2,6]decane

2-(p-Toluensulfonyl)-3-trichlormethyl-2-azanorbornan

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