4-(2-ethylhexyl)-4H-thieno[3,2-b]pyrrole-5,6-dione synthesis
- Product Name:4-(2-ethylhexyl)-4H-thieno[3,2-b]pyrrole-5,6-dione
- CAS Number:1147124-46-6
- Molecular formula:C14H19NO2S
- Molecular Weight:265.37
79-37-8
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Yield:1147124-46-6 64%
Reaction Conditions:
Stage #1: oxalyl dichloride;N-(2-ethylhexyl)thiophen-3-amine in dichloromethane at 0;
Stage #2: with triethylamine in dichloromethane;
Steps:
ab
ab) 6.1 g (28.9 mmol, 1 eq) of 27 in 20 mL of CH2Cl2 are dropwise added to 4.8 g (37.5 mmol, 1.3 eq) of oxalyl chloride in 40 mL of CH2Cl2 at 0° C. After 30 min, 10 mL of triethylamine dissolved in 10 mL of CH2Cl2 are dropwise added and the mixture is stirred overnight. Then, the solvent is removed under vacuum and the resulting black oil is purified over silica gel (gradient Heptane/CH2Cl2) to yield 6.5 g of pure 28 as red oil.Yield 64%;
References:
US2010/297405,2010,A1 Location in patent:Page/Page column 30
104-75-6
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