3-ethyl-5-[(Z)-(4-ethyl-3,5-dimethyl-2H-pyrrol-2-ylidene)methyl]-2,4-dimethyl-1H-pyrrole

Base Information

• Chemical Name: 3-ethyl-5-[(Z)-(4-ethyl-3,5-dimethyl-2H-pyrrol-2-ylidene)methyl]-2,4-dimethyl-1H-pyrrole
• CAS No.: 7375-42-0
• Molecular Formula: Br*C₁₇H₂₅N₂
• Molecular Weight: 337.303
• Mol file: 7375-42-0.mol

Synonyms:

Chemical Property of 3-ethyl-5-[(Z)-(4-ethyl-3,5-dimethyl-2H-pyrrol-2-ylidene)methyl]-2,4-dimethyl-1H-pyrrole

Chemical Property:

• Vapor Pressure: 6.8E-06mmHg at 25°C
• Boiling Point: 388.6°Cat760mmHg
• Flash Point: 188.8°C
• Density: 1.01g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-ethyl-5-[(Z)-(4-ethyl-3,5-dimethyl-2H-pyrrol-2-ylidene)methyl]-2,4-dimethyl-1H-pyrrole

There total 4 articles about 3-ethyl-5-[(Z)-(4-ethyl-3,5-dimethyl-2H-pyrrol-2-ylidene)methyl]-2,4-dimethyl-1H-pyrrole 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: 84.0%

4-ethyl-3,5-dimethylpyrrole-2-carbaldehyde (6250-80-2) → 2,4,8,10-tetramethyl-3,9-diethyldipyrrolyl-5,7-methene hydrobromide (7375-42-0,151464-97-0)

Guidance literature:

With hydrogen bromide; In methanol; water; at 70 ℃; for 1h; Solvent; Reagent/catalyst; Temperature;

DOI:10.1055/s-0033-1341066

Reference yield: 49.0%

O-ethyl 4-ethyl-3,5-dimethyl-1H-pyrrole-2-carbothioate → 2,4,8,10-tetramethyl-3,9-diethyldipyrrolyl-5,7-methene hydrobromide (7375-42-0,151464-97-0)

Guidance literature:

O-ethyl 4-ethyl-3,5-dimethyl-1H-pyrrole-2-carbothioate; With formic acid; Reflux;

With hydrogen bromide; for 1h; Reflux;

DOI:10.1039/c9ra07527e

Reference yield:

O-ethyl 4-acetyl-3,5-dimethyl-1H-pyrrole-2-carbothioate → 2,4,8,10-tetramethyl-3,9-diethyldipyrrolyl-5,7-methene hydrobromide (7375-42-0,151464-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 18 h / -10 °C

2.1: formic acid / Reflux

2.2: 1 h / Reflux

With sodium tetrahydroborate; formic acid; boron trifluoride diethyl etherate; In tetrahydrofuran;

DOI:10.1039/c9ra07527e

upstream raw materials:

4-ethyl-3,5-dimethylpyrrole-2-carbaldehyde

Downstream raw materials:

1,3,5,7-tetramethyl-2,6-diethyl-8-H-4,4'-diphenyl-bora-3a,4a-diaza-s-indacene

4,4-diphenyl-1,3,5,7-tetramethyl-2,6-diethyl-8-phenyl-4-bora-3a,4a-diaza-s-indacene

HC(CC(CH₃)C(C₂H₅)C(CH₃)N)2B(C₆F₅)2

HC(CC(CH₃)C(C₂H₅)C(CH₃)N)2BF(C₆F₅)

Refernces

• 1、 Lund, Kate-Lyn A. R.,Thompson, Alison. "Synthesis of symmetric meso-H-dipyrrin hydrobromides from 2-formylpyrroles". supporting information. p. 1142 - 1144. Retrieved 2014/05/20.