N-[(1E)-(5-bromo-2-methoxyphenyl)methylene]-2-{[(1-methyl-1H-pyrrol-2-yl)sulfonyl]methyl}aniline

Base Information

• Chemical Name: N-[(1E)-(5-bromo-2-methoxyphenyl)methylene]-2-{[(1-methyl-1H-pyrrol-2-yl)sulfonyl]methyl}aniline
• CAS No.: 1392510-52-9
• Molecular Formula: C₂₀H₁₉BrN₂O₃S
• Molecular Weight: 447.352
• Mol file: 1392510-52-9.mol

Synonyms:

Chemical Property of N-[(1E)-(5-bromo-2-methoxyphenyl)methylene]-2-{[(1-methyl-1H-pyrrol-2-yl)sulfonyl]methyl}aniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(1E)-(5-bromo-2-methoxyphenyl)methylene]-2-{[(1-methyl-1H-pyrrol-2-yl)sulfonyl]methyl}aniline

There total 4 articles about N-[(1E)-(5-bromo-2-methoxyphenyl)methylene]-2-{[(1-methyl-1H-pyrrol-2-yl)sulfonyl]methyl}aniline 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: 40.0%

2-[(1-methyl-1H-pyrrol-2-ylsulfonyl)-methyl]aniline (1392510-47-2) + 5-bromo-2-methoxybenzaldehyde (25016-01-7) → N-[(1E)-(5-bromo-2-methoxyphenyl)methylene]-2-{[(1-methyl-1H-pyrrol-2-yl)sulfonyl]methyl}aniline (1392510-52-9)

Guidance literature:

With acetic acid; sodium sulfate; In isopropyl alcohol; for 10h; pH=4 - 5; Inert atmosphere; Reflux;

DOI:10.1021/jm300385f

Reference yield:

1-methyl-2-[((2-nitrobenzyl)sulfanyl)]-1H-pyrrole (1392510-45-0) → N-[(1E)-(5-bromo-2-methoxyphenyl)methylene]-2-{[(1-methyl-1H-pyrrol-2-yl)sulfonyl]methyl}aniline (1392510-52-9)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium peroxymonosulfate / methanol; water / 20 °C

2: ammonium hydroxide; ferrous(II) sulfate heptahydrate / ethanol; water / 2 h / Reflux

3: acetic acid; sodium sulfate / isopropyl alcohol / 10 h / pH 4 - 5 / Inert atmosphere; Reflux

With ferrous(II) sulfate heptahydrate; ammonium hydroxide; potassium peroxymonosulfate; acetic acid; sodium sulfate; In methanol; ethanol; water; isopropyl alcohol;

DOI:10.1021/jm300385f

Reference yield:

1-methyl-2-nitrobenzene (88-72-2) → N-[(1E)-(5-bromo-2-methoxyphenyl)methylene]-2-{[(1-methyl-1H-pyrrol-2-yl)sulfonyl]methyl}aniline (1392510-52-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane

2.1: sodium tetrahydroborate / ethanol / 1.83 h / 0 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

3.1: potassium peroxymonosulfate / methanol; water / 20 °C

4.1: ammonium hydroxide; ferrous(II) sulfate heptahydrate / ethanol; water / 2 h / Reflux

5.1: acetic acid; sodium sulfate / isopropyl alcohol / 10 h / pH 4 - 5 / Inert atmosphere; Reflux

With ferrous(II) sulfate heptahydrate; ammonium hydroxide; sodium tetrahydroborate; potassium peroxymonosulfate; N-Bromosuccinimide; acetic acid; sodium sulfate; dibenzoyl peroxide; In methanol; tetrachloromethane; ethanol; water; isopropyl alcohol;

DOI:10.1021/jm300385f

upstream raw materials:

1-methyl-2-[((2-nitrobenzyl)sulfanyl)]-1H-pyrrole

1-methyl-2-[((2-nitrobenzyl)sulfonyl)]-1H-pyrrole

2-[(1-methyl-1H-pyrrol-2-ylsulfonyl)-methyl]aniline

5-bromo-2-methoxybenzaldehyde