ethyl 5-chloro-6-(4-chlorophenyl)-2-(4-methoxyphenyl)thieno[3,2-b]thiophene-3-carboxylate

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Chemical Name:ethyl 5-chloro-6-(4-chlorophenyl)-2-(4-methoxyphenyl)thieno[3,2-b]thiophene-3-carboxylate
CAS No.:1268375-71-8
Molecular Formula:C₂₂H₁₆Cl₂O₃S₂
Molecular Weight:463.405
Hs Code.:

Synonyms:ethyl 5-chloro-6-(4-chlorophenyl)-2-(4-methoxyphenyl)thieno[3,2-b]thiophene-3-carboxylate

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Chemical Property of ethyl 5-chloro-6-(4-chlorophenyl)-2-(4-methoxyphenyl)thieno[3,2-b]thiophene-3-carboxylate

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Technology Process of ethyl 5-chloro-6-(4-chlorophenyl)-2-(4-methoxyphenyl)thieno[3,2-b]thiophene-3-carboxylate

There total 5 articles about ethyl 5-chloro-6-(4-chlorophenyl)-2-(4-methoxyphenyl)thieno[3,2-b]thiophene-3-carboxylate 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: 74.0%

: 696-62-8
para-iodoanisole

: 1268375-32-1
ethyl 2,5-dichloro-6-(4-chlorophenyl)thieno[3,2-b]thiophene-3-carboxylate

: 1268375-71-8
ethyl 5-chloro-6-(4-chlorophenyl)-2-(4-methoxyphenyl)thieno[3,2-b]thiophene-3-carboxylate

Guidance literature:: ethyl 2,5-dichloro-6-(4-chlorophenyl)thieno[3,2-b]thiophene-3-carboxylate; With diisobutylaluminium hydride; magnesium; lithium chloride; zinc(II) chloride; In tetrahydrofuran; at 25 ℃; for 2h; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; at 25 ℃; for 0.25h; Inert atmosphere;

para-iodoanisole; With trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 25 ℃; for 2h; regioselective reaction; Inert atmosphere;
DOI:10.1002/chem.201002506

Reference yield:

: 251-41-2
thieno[3,2-b]thiophene

: 1268375-71-8
ethyl 5-chloro-6-(4-chlorophenyl)-2-(4-methoxyphenyl)thieno[3,2-b]thiophene-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-chloro-succinimide / N,N-dimethyl-formamide / 6 h / 20 °C / Inert atmosphere

2.1: 2,2,6,6-tetramethylpiperidinyl magnesium chloride-lithium chloride / tetrahydrofuran / 25 °C / Inert atmosphere

2.2: 0.25 h / 25 °C / Inert atmosphere

2.3: 2 h / 25 °C / Inert atmosphere

3.1: 2,2,6,6-tetramethylpiperidinyl magnesium chloride-lithium chloride / tetrahydrofuran / 25 °C / Inert atmosphere

3.2: 1 h / -40 - 20 °C / Inert atmosphere

4.1: diisobutylaluminium hydride; magnesium; lithium chloride; zinc(II) chloride / tetrahydrofuran / 2 h / 25 °C / Inert atmosphere

4.2: 0.25 h / 25 °C / Inert atmosphere

4.3: 2 h / 25 °C / Inert atmosphere

With N-chloro-succinimide; 2,2,6,6-tetramethylpiperidinyl magnesium chloride-lithium chloride; diisobutylaluminium hydride; magnesium; lithium chloride; zinc(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/chem.201002506

Reference yield:

: 39076-88-5
2,5-dichlorothieno[3,2-b]thiophene

: 1268375-71-8
ethyl 5-chloro-6-(4-chlorophenyl)-2-(4-methoxyphenyl)thieno[3,2-b]thiophene-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,2,6,6-tetramethylpiperidinyl magnesium chloride-lithium chloride / tetrahydrofuran / 25 °C / Inert atmosphere

1.2: 0.25 h / 25 °C / Inert atmosphere

1.3: 2 h / 25 °C / Inert atmosphere

2.1: 2,2,6,6-tetramethylpiperidinyl magnesium chloride-lithium chloride / tetrahydrofuran / 25 °C / Inert atmosphere

2.2: 1 h / -40 - 20 °C / Inert atmosphere

3.1: diisobutylaluminium hydride; magnesium; lithium chloride; zinc(II) chloride / tetrahydrofuran / 2 h / 25 °C / Inert atmosphere

3.2: 0.25 h / 25 °C / Inert atmosphere

3.3: 2 h / 25 °C / Inert atmosphere

With 2,2,6,6-tetramethylpiperidinyl magnesium chloride-lithium chloride; diisobutylaluminium hydride; magnesium; lithium chloride; zinc(II) chloride; In tetrahydrofuran;
DOI:10.1002/chem.201002506