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CAS No. : | 127773-86-8 | MDL No. : | N/A |
Formula : | C18H12N2S2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 320.43 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P280-P301+P312-P302+P352-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
55% | In water at 100℃; for 72h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
66% | In water at 90℃; for 72h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
59% | In water; N,N-dimethyl-formamide at 100℃; for 72h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | In dichloromethane at 0 - 20℃; for 3h; | 2.2 Synthesis of 5b General procedure: Compound 3b and 4b were synthesized according to the literature method. 5,5′-Dibromo-2,2′-bithiophene 1b (0.97g, 3.0mmol) and 4-pyridineboronic acid pinacol ester (2.0g, 10mmol) were dissolved in dried and degassed 1,4-dioxane/DMF (50mL, 1:1) and heated to 130°C for 72h while stirring. The precipitate was isolated via vacuum filtration. The filtrate was concentrated under high vacuum to obtain the solid. After the solid was dissolved in CHCl3 and washed with H2O, concentrated hydrochloric acid (1-2mL) was added to the solution and the precipitate was collected and adjusted the pH to 8-9. The organic phases were dried over Na2SO4 and the solvent was evaporated to afford 3b as a yellow solid (0.70g, 73% yield) The data is consistent with the previously reported result [43]. The data is consistent with the previously reported results. To a solution of 3b (0.52g, 1.6mmol) in dichloromethane (20mL), methyl triflate (0.292g, 1.6mmol) was added dropwise at 0°C. The solution was allowed to warm to room temperature and stirred for 3h. The formed precipitate was isolated via vacuum filtration and washed with dichloromethane to afford 4b (0.65g, 80% yield), which was pure enough for the following reaction. 1H NMR (400MHz, DMSO): 8.87 (d, J=7.2Hz, 2H, ArH), 8.62 (d, J=6.0Hz, 2H, ArH), 8.34 (d, J=7.2Hz, 2H, ArH), 8.28 (d, J=4.0Hz, 1H, ArH), 7.92 (d, J=4.0Hz, 1H, ArH), 7.74 (d, J=4.0Hz, 1H, ArH), 7.71-7.69 (m, 3H, ArH), 4.25 (s, 3H, CH3). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
73% | In 1,4-dioxane; N,N-dimethyl-formamide; at 130℃; for 72h; | General procedure: Compound 3b and 4b were synthesized according to the literature method. 5,5′-Dibromo-2,2′-bithiophene 1b (0.97g, 3.0mmol) and 4-pyridineboronic acid pinacol ester (2.0g, 10mmol) were dissolved in dried and degassed 1,4-dioxane/DMF (50mL, 1:1) and heated to 130C for 72h while stirring. The precipitate was isolated via vacuum filtration. The filtrate was concentrated under high vacuum to obtain the solid. After the solid was dissolved in CHCl3 and washed with H2O, concentrated hydrochloric acid (1-2mL) was added to the solution and the precipitate was collected and adjusted the pH to 8-9. The organic phases were dried over Na2SO4 and the solvent was evaporated to afford 3b as a yellow solid (0.70g, 73% yield) The data is consistent with the previously reported result [43]. The data is consistent with the previously reported results. |