1-bromo-2-{(E)-2-iodo-1-(4-methoxyphenyl)-2-[(4-methoxyphenyl)thio]vinyl}benzene

Base Information

• Chemical Name: 1-bromo-2-{(E)-2-iodo-1-(4-methoxyphenyl)-2-[(4-methoxyphenyl)thio]vinyl}benzene
• CAS No.: 1353898-96-0
• Molecular Formula: C₂₂H₁₈BrIO₂S
• Molecular Weight: 553.258

Synonyms:1-bromo-2-{(E)-2-iodo-1-(4-methoxyphenyl)-2-[(4-methoxyphenyl)thio]vinyl}benzene

Chemical Property of 1-bromo-2-{(E)-2-iodo-1-(4-methoxyphenyl)-2-[(4-methoxyphenyl)thio]vinyl}benzene

Chemical Property:

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Technology Process of 1-bromo-2-{(E)-2-iodo-1-(4-methoxyphenyl)-2-[(4-methoxyphenyl)thio]vinyl}benzene

There total 3 articles about 1-bromo-2-{(E)-2-iodo-1-(4-methoxyphenyl)-2-[(4-methoxyphenyl)thio]vinyl}benzene 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: 82.0%

1-bromo-2-{[(4-methoxyphenyl)thio]ethynyl}benzene (1353898-77-7) → 1-bromo-2-{(E)-2-iodo-1-(4-methoxyphenyl)-2-[(4-methoxyphenyl)thio]vinyl}benzene (1353898-96-0)

Guidance literature:

bis(4-methoxyphenyl)zinc*2Mg(halide)2*LiCl; With copper(I) cyanide di(lithium chloride); In tetrahydrofuran; at -20 ℃; for 0.5h; Inert atmosphere;

1-bromo-2-{[(4-methoxyphenyl)thio]ethynyl}benzene; In tetrahydrofuran; at -20 - 25 ℃; Inert atmosphere;

With iodine; In tetrahydrofuran; at -40 ℃; for 0.166667h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1055/s-0030-1260210

Reference yield:

2-bromo-1-ethynylbenzene (766-46-1) → 1-bromo-2-{(E)-2-iodo-1-(4-methoxyphenyl)-2-[(4-methoxyphenyl)thio]vinyl}benzene (1353898-96-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methylmagnesium chloride / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere

1.2: 12 h / -40 - 0 °C / Inert atmosphere

2.1: copper(I) cyanide di(lithium chloride) / tetrahydrofuran / 0.5 h / -20 °C / Inert atmosphere

2.2: -20 - 25 °C / Inert atmosphere

2.3: 0.17 h / -40 °C / Inert atmosphere

With copper(I) cyanide di(lithium chloride); methylmagnesium chloride; In tetrahydrofuran;

DOI:10.1055/s-0030-1260210

Reference yield:

benzenethiosulfonic acid S-(4-methoxyphenyl) ester (1146-48-1) → 1-bromo-2-{(E)-2-iodo-1-(4-methoxyphenyl)-2-[(4-methoxyphenyl)thio]vinyl}benzene (1353898-96-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methylmagnesium chloride / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere

1.2: 12 h / -40 - 0 °C / Inert atmosphere

2.1: copper(I) cyanide di(lithium chloride) / tetrahydrofuran / 0.5 h / -20 °C / Inert atmosphere

2.2: -20 - 25 °C / Inert atmosphere

2.3: 0.17 h / -40 °C / Inert atmosphere

With copper(I) cyanide di(lithium chloride); methylmagnesium chloride; In tetrahydrofuran;

DOI:10.1055/s-0030-1260210

upstream raw materials:

1-bromo-2-{[(4-methoxyphenyl)thio]ethynyl}benzene

2-bromo-1-ethynylbenzene

benzenethiosulfonic acid S-(4-methoxyphenyl) ester

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