2,8,12,18-Tetraethyl-3,7,13,17-tetramethyl-5,15-bis-(2-nitro-phenyl)-porphyrinogene

Base Information

• Chemical Name: 2,8,12,18-Tetraethyl-3,7,13,17-tetramethyl-5,15-bis-(2-nitro-phenyl)-porphyrinogene
• CAS No.: 94136-30-8
• Molecular Formula: C₄₄H₅₀N₆O₄
• Molecular Weight: 726.919
• Mol file: 94136-30-8.mol

Synonyms:2,8,12,18-Tetraethyl-3,7,13,17-tetramethyl-5,15-bis-(2-nitro-phenyl)-porphyrinogene

Chemical Property of 2,8,12,18-Tetraethyl-3,7,13,17-tetramethyl-5,15-bis-(2-nitro-phenyl)-porphyrinogene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,8,12,18-Tetraethyl-3,7,13,17-tetramethyl-5,15-bis-(2-nitro-phenyl)-porphyrinogene

There total 2 articles about 2,8,12,18-Tetraethyl-3,7,13,17-tetramethyl-5,15-bis-(2-nitro-phenyl)-porphyrinogene 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:

[5,5'-bis(ethoxycarbonyl)-3,3'-diethyl-4,4'-dimethyl-2,2'-dipyrrolyl]methane (6305-93-7) → 2,8,12,18-Tetraethyl-3,7,13,17-tetramethyl-5,15-bis-(2-nitro-phenyl)-porphyrinogene (94136-30-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / aq. ethanol / 1.) 2 h, reflux; 2.) 6 h, reflux

2: p-toluenesulfonic acid / methanol / 1.) 15 min; 2.) 6 h, RT, dark

With sodium hydroxide; toluene-4-sulfonic acid; In methanol; ethanol;

DOI:10.1021/ja00290a027

Reference yield:

bis(3-ethyl-4-methyl-1H-pyrrol-2-yl)methane (92415-30-0) + 2-nitro-benzaldehyde (552-89-6) → 2,8,12,18-Tetraethyl-3,7,13,17-tetramethyl-5,15-bis-(2-nitro-phenyl)-porphyrinogene (94136-30-8)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; 1.) 15 min; 2.) 6 h, RT, dark;

DOI:10.1021/ja00290a027

Reference yield:

2,8,12,18-Tetraethyl-3,7,13,17-tetramethyl-5,15-bis-(2-nitro-phenyl)-porphyrinogene (94136-30-8) → trans-5,15-bis-2,8,12,18-tetraethyl-3,7,13,17-tetramethylporphyrin (94111-80-5,94233-44-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.2 g / o-chloranil / tetrahydrofuran / 0.5 h / Ambient temperature

2: SnCl₂*2H₂O, HCl / H₂O / 16 h / Ambient temperature

3: 18 percent / triethylamine / CH₂Cl₂ / 2 h / Heating

With hydrogenchloride; o-tetrachloroquinone; triethylamine; tin(ll) chloride; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/ja00290a027

upstream raw materials:

bis(3-ethyl-4-methyl-1H-pyrrol-2-yl)methane

2-nitro-benzaldehyde

[5,5'-bis(ethoxycarbonyl)-3,3'-diethyl-4,4'-dimethyl-2,2'-dipyrrolyl]methane

Downstream raw materials:

5,15-bis(o-nitrophenyl)-2,8,12,18-tetraethyl-3,7,13,17-tetramethylporphyrin

α,α-5,15-bis(2'-aminophenyl)-2,8,12,18-tetraethyl-3,7,13,17-tetramethylporphyrin

trans-5-(o-aminophenyl)-15-phenyl>-2,8,12,18-tetraethyl-3,7,13,17-tetramethylporphyrin

trans-5,15-bis-2,8,12,18-tetraethyl-3,7,13,17-tetramethylporphyrin

Refernces