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[ CAS No. 930303-82-5 ]

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Chemical Structure| 930303-82-5
Chemical Structure| 930303-82-5
Structure of 930303-82-5 * Storage: {[proInfo.prStorage]}

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Product Details of [ 930303-82-5 ]

CAS No. :930303-82-5 MDL No. :MFCD18250237
Formula : C5H7BO2S Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W :141.98 g/mol Pubchem ID :-
Synonyms :

Safety of [ 930303-82-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 930303-82-5 ]

  • Downstream synthetic route of [ 930303-82-5 ]

[ 930303-82-5 ] Synthesis Path-Downstream   1~9

  • 2
  • [ 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).
  • 3
  • [ 930303-82-5 ]
  • [ 1160288-86-7 ]
  • [ 1160288-83-4 ]
YieldReaction ConditionsOperation in experiment
With sodium carbonate In ethanol; water; toluene at 120℃; for 0.25h; Microwave irradiation; 2.b N-[2-(Aminocarbonyl)phenyl]-2-(5-methyl-3-thienyl)-4-thiazole-carboxamide b) Preparation of the Final Product N-[2-(Aminocarbonyl)phenyl]-2-(5-methyl-3-thienyl)-4-thiazole-carboxamide is prepared using the Suzuki reaction (in analogy to A. Suzuki et al, J. Am. chem. Soc. 1989, 111, 314). Intermediate III.2 (65 mg) and 2-methyl-4-thiopheneboronic acid (40 mg) are introduced into toluene (1.5 ml), ethanol (1.5 ml) and aqueous sodium carbonate solution (2M, 180 microlitres), Pd(PPh3)4 (23 mg) is added, and the mixture is heated at 120° C. (300 watts) in the microwave (CEM Explorer apparatus) for 15 min. The reaction mixture is diluted with water and extracted with ethyl acetate. The organic phase is concentrated and the residue is purified by HPLC. Example 1.3 (35 mg) is obtained as solid. C16H13N3O2S2, M=343.4, LC-MS (ZQ):Rt=1.20, m/z=344 [M+H]+.
  • 4
  • [ 29421-92-9 ]
  • [ 13675-18-8 ]
  • [ 930303-82-5 ]
  • 5
  • [ 930303-82-5 ]
  • 2-(10-bromoanthracene-9-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane [ No CAS ]
  • C25H25BO2S [ No CAS ]
YieldReaction ConditionsOperation in experiment
60.7% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 85℃; for 24h; Inert atmosphere; 5 Synthesis of 5-methyl-thiophen-3-anthracene borate (B3TM): Compound 1 (500mg, 1.31mmol), 5-methylthiophene-3-boronic acid (278mg, 1.96mmol), tetrakis (triphenylphosphine) palladium (15.1mg, 0.013mmol), toluene were added to a 100mL two-necked flask. (30mL) and potassium carbonate aqueous solution (2mmol/mL, 4mL), under the protection of nitrogen, react at 85°C for 24h; after the reaction is complete, pour the resulting product mixture into water and extract with dichloromethane. After removing the organic solvent, use silica gel Purification by chromatography column (petroleum ether/dichloromethane, 2:1 volume ratio) to obtain 5-methyl-thiophene-3-anthracene borate, denoted as B3TM, 317mg,The yield was 60.7%.
  • 6
  • [ 930303-82-5 ]
  • [ 210490-49-6 ]
  • 5-methyl-4-(5-methylthiophen-3-yl)-2-phenylthiazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
94% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water for 18h; Microwave irradiation; Sealed tube; Inert atmosphere; Heating;
  • 7
  • [ 930303-82-5 ]
  • 2-(2'-deoxyuridin-5-yl)-5-methyl-3-(5-methyl-2-phenylthiazole-4-yl)thiophene [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / 18 h / Microwave irradiation; Sealed tube; Inert atmosphere; Heating 2.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Schlenk technique; Inert atmosphere 2.2: 1 h / -78 - 20 °C / Schlenk technique; Inert atmosphere 3.1: sodium carbonate / water / 18 h / Microwave irradiation; Sealed tube; Inert atmosphere; Heating
  • 8
  • [ 930303-82-5 ]
  • C15H14BNO2S2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / 18 h / Microwave irradiation; Sealed tube; Inert atmosphere; Heating 2.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Schlenk technique; Inert atmosphere 2.2: 1 h / -78 - 20 °C / Schlenk technique; Inert atmosphere
  • 9
  • [ 29421-92-9 ]
  • [ 688-74-4 ]
  • [ 930303-82-5 ]
YieldReaction ConditionsOperation in experiment
With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Schlenk technique; Inert atmosphere;
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