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[ CAS No. 38418-27-8 ] {[proInfo.proName]}

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Chemical Structure| 38418-27-8
Chemical Structure| 38418-27-8
Structure of 38418-27-8 * Storage: {[proInfo.prStorage]}
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Product Details of [ 38418-27-8 ]

CAS No. :38418-27-8 MDL No. :
Formula : C10H10S2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 194.32 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 38418-27-8 ]

* 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.

  • Downstream synthetic route of [ 38418-27-8 ]

[ 38418-27-8 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 29421-92-9 ]
  • [ 930303-82-5 ]
  • [ 38418-27-8 ]
YieldReaction ConditionsOperation in experiment
85.2% With potassium hydroxide;palladium diacetate; triphenylphosphine; In 1,2-dimethoxyethane; water; at 80℃; for 5.25h; A 250 mL three-necked round-bottom flask, equipped with a magnetic stirrer and a reflux condenser, was charged with <strong>[29421-92-9]2-methyl-4-bromothiophene</strong> (3.54 g, 20.00 mmol, 1 eq.), 2-methyl- 4-thiopheneboronic acid (3.33 g, 23.45 mmol, 1.2 eq.), KOH (59.00 mmol, 3 eq.), DME (d = 0.867, 0.554 mol, 57.6 mL), and H2O (11.5 mL). The reaction mixture was heated at 800C. In a separate Schlenk flask, PPh3 (1.6 mmol, 0.08 eq.) was dissolved in DME (11.5 mL) and then EPO <DP n="14"/>Pd(O Ac )2 (0.39 mmol, 0.02 eq.) was added. The catalytic solution was stirred for 15 minutes, to preactivate the catalyst, and then was added to the reaction mixture at 800C. The reaction mixture turned immediately brown. The reaction took 5 h to completion. Reaction mixture was diluted with water (200 mL), the two phases were separated and the aqueous phase was washed with toluene. The combined organic phases were washed with brine, with water and then dried onNa2SO4 and MgSO4. The solvents were eliminated under vacuum at 400C to give an orange powder: the latter was extracted with R-pentane and dried in vacuum to give 3.31 g of an orange powder which was analyzed by GC-MS analysis and 1H NMR spectroscopy. Yield of pure product 85.2% (17.03 mmol).1H NMR (delta, ppm, CDCl3): 7.04 (d, 2H); 6.94 (d, 2H); 2.48 (d, 6H, CH3).13C NMR (delta, ppm, CDCl3): 15.67 (CH3); 117.53 (CH); 124.84 (CH); 137.60 (Cq); 140.50 (Cq). m/z (%): 194 [M'+] (100), 193 [M'+ - 1] (32), 179 (6), 161 (18).
  • 2
  • [ 29421-92-9 ]
  • [ 38418-27-8 ]
YieldReaction ConditionsOperation in experiment
89% To a 500 mL flask, 1,2-dibromoethane (0.365 mL, 4.23 mmol) was added dropwise to a solution of Mg (2.40 g, 98.87 mmol) THF (5 mL). After all the gas was generated, <strong>[29421-92-9]4-bromo-2-methylthiophene</strong> (25 g, 141.24 mmol), 1,2-dibromoethane (0.85 mL, 9.87 mmol), and THF (50 mL) solution at -78C Input. After raising the temperature to 0C, the mixture was stirred until all of the Mg disappeared. NiCl (dppp) 2 (766 mg, 1.41 mmol) THF (100 mL) solution was added at -78C, followed by stirring at 33C overnight. After adding saturated aqueous ammonium chloride dropwise, only the organic layer was taken. After washing with distilled water, the organic layers were collected, all of the water was removed with MgSO4, and the solvent was evaporated to obtain a high purity dark brown solid in a yield of 89%.
  • 3
  • [ 38418-27-8 ]
  • [ 687-48-9 ]
  • [ 475288-25-6 ]
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