endo-7,8-diaza-1,9-dimethyl-9-ethyl-6-phenyltricyclo<4.2.1.0^2,5>nona-3,7-diene

Base Information

• Chemical Name: endo-7,8-diaza-1,9-dimethyl-9-ethyl-6-phenyltricyclo<4.2.1.0^2,5>nona-3,7-diene
• CAS No.: 74971-25-8
• Molecular Formula: C₁₇H₂₀N₂
• Molecular Weight: 252.359

Synonyms:endo-7,8-diaza-1,9-dimethyl-9-ethyl-6-phenyltricyclo<4.2.1.0^2,5>nona-3,7-diene

Chemical Property of endo-7,8-diaza-1,9-dimethyl-9-ethyl-6-phenyltricyclo<4.2.1.0^2,5>nona-3,7-diene

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Technology Process of endo-7,8-diaza-1,9-dimethyl-9-ethyl-6-phenyltricyclo<4.2.1.0^2,5>nona-3,7-diene

There total 4 articles about endo-7,8-diaza-1,9-dimethyl-9-ethyl-6-phenyltricyclo<4.2.1.0^2,5>nona-3,7-diene 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: 41.0%

3,4-dimethyl-4-ethyl-5-phenylisopyrazole (74971-18-9) → endo-7,8-diaza-1,9-dimethyl-9-ethyl-6-phenyltricyclo<4.2.1.02,5>nona-3,7-diene (74971-25-8)

Guidance literature:

With ammonium cerium(IV) nitrate; In acetone; at -20 ℃; for 0.5h;

DOI:10.1021/ja00533a018

Reference yield:

2-ethyl-1-phenyl-1,3-butanedione (39581-96-9) → endo-7,8-diaza-1,9-dimethyl-9-ethyl-6-phenyltricyclo<4.2.1.02,5>nona-3,7-diene (74971-25-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 82.6 percent / sodium hydride / dimethylsulfoxide

2: 68 percent / hydrazine hydrate / CCl₄ / 1 h / Heating

3: 41 percent / ceric ammonium nitrate / acetone / 0.5 h / -20 °C

With ammonium cerium(IV) nitrate; sodium hydride; hydrazine hydrate; In tetrachloromethane; dimethyl sulfoxide; acetone;

DOI:10.1021/ja00533a018

Reference yield:

2-ethyl-2-methyl-1-phenyl-1,3-butanedione (74971-17-8) → endo-7,8-diaza-1,9-dimethyl-9-ethyl-6-phenyltricyclo<4.2.1.02,5>nona-3,7-diene (74971-25-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / hydrazine hydrate / CCl₄ / 1 h / Heating

2: 41 percent / ceric ammonium nitrate / acetone / 0.5 h / -20 °C

With ammonium cerium(IV) nitrate; hydrazine hydrate; In tetrachloromethane; acetone;

DOI:10.1021/ja00533a018

upstream raw materials:

3,4-dimethyl-4-ethyl-5-phenylisopyrazole

2-ethyl-1-phenyl-1,3-butanedione

2-ethyl-2-methyl-1-phenyl-1,3-butanedione

1-phenylbutan-1,3-dione

Downstream raw materials:

endo-7,8-diaza-1,9-dimethyl-9-ethyl-6-phenyltricyclo<4.2.1.0^2,5>non-7-ene

anti-2,3-dimethyl-3-ethyl-4-phenyltricyclo<3.2.0..0^2,4>heptane

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