1-cyclopropyl-7-phenylspiro[2,3,7-triazabicyclo[3.3.0]oct-2-ene-4,1'-cyclopropane]-6,8-dione

Base Information

• Chemical Name: 1-cyclopropyl-7-phenylspiro[2,3,7-triazabicyclo[3.3.0]oct-2-ene-4,1'-cyclopropane]-6,8-dione
• CAS No.: 1202633-66-6
• Molecular Formula: C₁₆H₁₅N₃O₂
• Molecular Weight: 281.314

Synonyms:1-cyclopropyl-7-phenylspiro[2,3,7-triazabicyclo[3.3.0]oct-2-ene-4,1'-cyclopropane]-6,8-dione

Chemical Property of 1-cyclopropyl-7-phenylspiro[2,3,7-triazabicyclo[3.3.0]oct-2-ene-4,1'-cyclopropane]-6,8-dione

Chemical Property:

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Technology Process of 1-cyclopropyl-7-phenylspiro[2,3,7-triazabicyclo[3.3.0]oct-2-ene-4,1'-cyclopropane]-6,8-dione

There total 2 articles about 1-cyclopropyl-7-phenylspiro[2,3,7-triazabicyclo[3.3.0]oct-2-ene-4,1'-cyclopropane]-6,8-dione 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%

N-nitroso-N-cyclopropylurea (10575-90-3) + C13H11N3O2 (1023588-60-4) → 1-cyclopropyl-7-phenylspiro[2,3,7-triazabicyclo[3.3.0]oct-2-ene-4,1'-cyclopropane]-6,8-dione (1202633-66-6) + 5-cyclopropyl-7-phenylspiro[2,3,7-triazabicyclo[3.3.0]oct-2-ene-4,1'-cyclopropane]-6,8-dione (1202633-67-7)

Guidance literature:

C₁₃H₁₁N₃O₂; In 1,2-dichloro-benzene; at 180 ℃; for 10h;

N-nitroso-N-cyclopropylurea; With caesium carbonate; In dichloromethane; at 5 - 7 ℃; for 0.666667h;

DOI:10.1007/s11172-008-0226-1

Reference yield:

N-phenyl-maleimide (941-69-5) → 1-cyclopropyl-7-phenylspiro[2,3,7-triazabicyclo[3.3.0]oct-2-ene-4,1'-cyclopropane]-6,8-dione (1202633-66-6) + 5-cyclopropyl-7-phenylspiro[2,3,7-triazabicyclo[3.3.0]oct-2-ene-4,1'-cyclopropane]-6,8-dione (1202633-67-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: alkali metal carbonate / dichloromethane / 5 - 7 °C

2.1: 1,2-dichloro-benzene / 10 h / 180 °C

2.2: 0.67 h / 5 - 7 °C

With alkali metal carbonate; In dichloromethane; 1,2-dichloro-benzene;

DOI:10.1007/s11172-008-0226-1

Reference yield: 88.0%

1-cyclopropyl-7-phenylspiro[2,3,7-triazabicyclo[3.3.0]oct-2-ene-4,1'-cyclopropane]-6,8-dione (1202633-66-6) → 1-cyclopropyl-3-phenyl-3-azaspiro[bicyclo[3.1.0]hexane-6,1'-cyclopropane]-2,4-dione (1202633-68-8)

Guidance literature:

In 1,2-dichloro-benzene; at 175 ℃; for 10h;

DOI:10.1007/s11172-008-0226-1

upstream raw materials:

N-phenyl-maleimide

N-nitroso-N-cyclopropylurea

C₁₃H₁₁N₃O₂

Downstream raw materials:

1-cyclopropyl-3-phenyl-3-azaspiro[bicyclo[3.1.0]hexane-6,1'-cyclopropane]-2,4-dione

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