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146058-82-4

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Basic Information
CAS No.: 146058-82-4
Name: Thieno[3,4-b]pyrazine, 2,3-dihexyl-
Article Data: 2
Molecular Structure:
Molecular Structure of 146058-82-4 (Thieno[3,4-b]pyrazine, 2,3-dihexyl-)
Formula: C18H28N2S
Molecular Weight: 304.5
Synonyms: 2,3-dihexylthieno<3,4-b>pyrazine;
PSA: 54.02000
LogP: 5.93690
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Synthetic route
78637-85-1

thiophene-3,4-diamine

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tetradecane-7,8-dione

146058-82-4

2,3-dihexylthieno<3,4-b>pyrazine

Conditions
ConditionsYield
In ethanol at 20℃; for 3h;73%
In methanol; diethyl ether Heating;
111-25-1

1-bromo-hexane

146058-82-4

2,3-dihexylthieno<3,4-b>pyrazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: magnesium / tetrahydrofuran / -78 °C
1.2: CuBr; LiBr / tetrahydrofuran / -100 - -75 °C
1.3: 77 percent / tetrahydrofuran / 1 h / -95 - -90 °C
2.1: 73 percent / ethanol / 3 h / 20 °C
View Scheme
75-77-4

chloro-trimethyl-silane

146058-82-4

2,3-dihexylthieno<3,4-b>pyrazine

1586784-63-5

2,3-dihexyl-5-(trimethylsilyl)thieno[3,4-b]pyrazine

Conditions
ConditionsYield
Stage #1: 2,3-dihexylthieno<3,4-b>pyrazine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at -78 - 20℃; for 3.5h; Inert atmosphere;		80%
146058-82-4

2,3-dihexylthieno<3,4-b>pyrazine

320365-70-6

5,7-dibromo-2,3-dihexylthieno[3,4-b]pyrazine

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide80%
146058-82-4

2,3-dihexylthieno<3,4-b>pyrazine

5-bromo-2,3-dihexyl-thieno[3,4-b]pyrazine

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 0℃; for 3.5h;60%
146058-82-4

2,3-dihexylthieno<3,4-b>pyrazine

poly(2,3-dihexylthieno[3,4-b]pyrazine), product of electrochemical polymerization; monomer(s): 2,3-dihexylthieno[3,4-b]pyrazine

poly(2,3-dihexylthieno[3,4-b]pyrazine), product of electrochemical polymerization; monomer(s): 2,3-dihexylthieno[3,4-b]pyrazine

Conditions
ConditionsYield
Electrochemical reaction;
146058-82-4

2,3-dihexylthieno<3,4-b>pyrazine

poly(2,3-dihexylthieno[3,4-b]pyrazine), obtained by oxidative polymerization induced with FeCl3; monomer(s): 2,3-dihexylthieno[3,4-b]pyrazine

poly(2,3-dihexylthieno[3,4-b]pyrazine), obtained by oxidative polymerization induced with FeCl3; monomer(s): 2,3-dihexylthieno[3,4-b]pyrazine

Conditions
ConditionsYield
With iron(III) chloride
146058-82-4

2,3-dihexylthieno<3,4-b>pyrazine

5-(2-decyloxymethyl-2,3-dihydro-thieno[3,4-b][1,4]dioxin-5-yl)-2,3-dihexyl-thieno[3,4-b]pyrazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 60 percent / NBS / dimethylformamide / 3.5 h / 0 °C
2: PdCl2(PPh3)2 / toluene / 16 h / 90 °C
View Scheme
146058-82-4

2,3-dihexylthieno<3,4-b>pyrazine

5-(3-decyloxymethyl-2,3-dihydro-thieno[3,4-b][1,4]dioxin-5-yl)-2,3-dihexyl-thieno[3,4-b]pyrazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 60 percent / NBS / dimethylformamide / 3.5 h / 0 °C
2: PdCl2(PPh3)2 / toluene / 16 h / 90 °C
View Scheme
146058-82-4

2,3-dihexylthieno<3,4-b>pyrazine

1586784-66-8

2,2',3,3'-tetrahexyl-7,70-bis(trimethylsilyl)-5,5'-bis(thieno[3,4-b]pyrazine)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
1.2: 3.5 h / -78 - 20 °C / Inert atmosphere
2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
2.2: 2.5 h / -78 - 20 °C / Inert atmosphere
2.3: 20 h / Reflux; Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1.1: N-Bromosuccinimide / N,N-dimethyl-formamide
2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
2.2: 3.5 h / -78 - 20 °C / Inert atmosphere
3.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
3.2: 2.5 h / -78 - 20 °C / Inert atmosphere
3.3: 20 h / Reflux; Inert atmosphere
View Scheme
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