tert-butyl 2,5-dichloro-6-(phenylthio)thieno[3,2-b]thiophene-3-carboxylate

Base Information

Chemical Name:tert-butyl 2,5-dichloro-6-(phenylthio)thieno[3,2-b]thiophene-3-carboxylate
CAS No.:1268375-25-2
Molecular Formula:C₁₇H₁₄Cl₂O₂S₃
Molecular Weight:417.401
Hs Code.:

Synonyms:tert-butyl 2,5-dichloro-6-(phenylthio)thieno[3,2-b]thiophene-3-carboxylate

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Chemical Property of tert-butyl 2,5-dichloro-6-(phenylthio)thieno[3,2-b]thiophene-3-carboxylate

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Technology Process of tert-butyl 2,5-dichloro-6-(phenylthio)thieno[3,2-b]thiophene-3-carboxylate

There total 3 articles about tert-butyl 2,5-dichloro-6-(phenylthio)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: 70.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1268375-05-8
2,5-dichloro-3-(phenylthio)thieno[3,2-b]thiophene

: 1268375-25-2
tert-butyl 2,5-dichloro-6-(phenylthio)thieno[3,2-b]thiophene-3-carboxylate

Guidance literature:: 2,5-dichloro-3-(phenylthio)thieno[3,2-b]thiophene; With 2,2,6,6-tetramethylpiperidinyl magnesium chloride-lithium chloride; In tetrahydrofuran; at 25 ℃; Inert atmosphere;

di-tert-butyl dicarbonate; In tetrahydrofuran; at -40 - 20 ℃; for 12h; regioselective reaction; Inert atmosphere;
DOI:10.1002/chem.201002506

Reference yield:

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

: 1268375-25-2
tert-butyl 2,5-dichloro-6-(phenylthio)thieno[3,2-b]thiophene-3-carboxylate

Guidance literature:: Multi-step reaction with 3 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: 0.5 h / 0 - 20 °C / Inert atmosphere

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

3.2: 12 h / -40 - 20 °C / Inert atmosphere

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

Reference yield:

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

: 1212-08-4
S-Phenyl benzenethiosulfonate

: 1268375-25-2
tert-butyl 2,5-dichloro-6-(phenylthio)thieno[3,2-b]thiophene-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 0.5 h / 0 - 20 °C / Inert atmosphere

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

2.2: 12 h / -40 - 20 °C / Inert atmosphere

With 2,2,6,6-tetramethylpiperidinyl magnesium chloride-lithium chloride; In tetrahydrofuran;
DOI:10.1002/chem.201002506