N₂,N₅-bis(2-aminiphenyl)-3,3'-dimethyl-4,4'-diphenyl-2,2'-bipyrrole-5,5'-dicarboxamide

Base Information

• Chemical Name: N₂,N₅-bis(2-aminiphenyl)-3,3'-dimethyl-4,4'-diphenyl-2,2'-bipyrrole-5,5'-dicarboxamide
• CAS No.: 936261-67-5
• Molecular Formula: C₃₆H₃₂N₆O₂
• Molecular Weight: 580.689
• Mol file: 936261-67-5.mol

Synonyms:N₂,N₅-bis(2-aminiphenyl)-3,3'-dimethyl-4,4'-diphenyl-2,2'-bipyrrole-5,5'-dicarboxamide

Chemical Property of N₂,N₅-bis(2-aminiphenyl)-3,3'-dimethyl-4,4'-diphenyl-2,2'-bipyrrole-5,5'-dicarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N₂,N₅-bis(2-aminiphenyl)-3,3'-dimethyl-4,4'-diphenyl-2,2'-bipyrrole-5,5'-dicarboxamide

There total 8 articles about N₂,N₅-bis(2-aminiphenyl)-3,3'-dimethyl-4,4'-diphenyl-2,2'-bipyrrole-5,5'-dicarboxamide 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:

ethyl 5-iodo-4-methyl-3-phenyl-1H-pyrrole-2-carboxylate (1013935-33-5) → N2,N5-bis(2-aminiphenyl)-3,3'-dimethyl-4,4'-diphenyl-2,2'-bipyrrole-5,5'-dicarboxamide (936261-67-5)

Guidance literature:

Multi-step reaction with 6 steps

1: DMAP / CH₂Cl₂ / 3 h

2: Cu / dimethylformamide / 30 h / 110 °C

3: trifluoroacetic acid / CH₂Cl₂

4: 93 percent / NaOH / tetrahydrofuran; methanol; H₂O / 5 h / Heating

5: DCC; benzotriazol-1-ol / tetrahydrofuran / 48 h / 20 °C

6: CH₂Cl₂

With dmap; sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; copper; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1134/S1070428007020236

Reference yield:

5-iodo-4-methyl-3-phenyl-pyrrole-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester → N2,N5-bis(2-aminiphenyl)-3,3'-dimethyl-4,4'-diphenyl-2,2'-bipyrrole-5,5'-dicarboxamide (936261-67-5)

Guidance literature:

Multi-step reaction with 5 steps

1: Cu / dimethylformamide / 30 h / 110 °C

2: trifluoroacetic acid / CH₂Cl₂

3: 93 percent / NaOH / tetrahydrofuran; methanol; H₂O / 5 h / Heating

4: DCC; benzotriazol-1-ol / tetrahydrofuran / 48 h / 20 °C

5: CH₂Cl₂

With sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; copper; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1134/S1070428007020236

Reference yield:

1-phenyl-2-nitroprop-1-ene (705-60-2,18315-84-9,58321-79-2) → N2,N5-bis(2-aminiphenyl)-3,3'-dimethyl-4,4'-diphenyl-2,2'-bipyrrole-5,5'-dicarboxamide (936261-67-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 95 percent / DBU / tetrahydrofuran; propan-2-ol / 3 h / 20 °C

2: 95 percent / sodium hydrogen carbonate; I₂; KI / methanol; H₂O / 2 h / 50 °C

3: DMAP / CH₂Cl₂ / 3 h

4: Cu / dimethylformamide / 30 h / 110 °C

5: trifluoroacetic acid / CH₂Cl₂

6: 93 percent / NaOH / tetrahydrofuran; methanol; H₂O / 5 h / Heating

7: DCC; benzotriazol-1-ol / tetrahydrofuran / 48 h / 20 °C

8: CH₂Cl₂

With dmap; sodium hydroxide; iodine; sodium hydrogencarbonate; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; trifluoroacetic acid; potassium iodide; copper; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1134/S1070428007020236

upstream raw materials:

1,2-diamino-benzene

ethyl 5-iodo-4-methyl-3-phenyl-1H-pyrrole-2-carboxylate

1-phenyl-2-nitroprop-1-ene

5-(5-carboxy-3-methyl-4-phenyl-1H-pyrrol-2-yl)-4-methyl-3-phenyl-1H-pyrrole-2-carboxylic acid

Downstream raw materials:

C₅₄H₅₂N₈O₂

C₆₀H₄₈N₈O₄