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[ CAS No. 6344-17-8 ] {[proInfo.proName]}

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Chemical Structure| 6344-17-8
Chemical Structure| 6344-17-8
Structure of 6344-17-8 * Storage: {[proInfo.prStorage]}
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Product Details of [ 6344-17-8 ]

CAS No. :6344-17-8 MDL No. :
Formula : C13H8BrNOS Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 306.18 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 6344-17-8 ]

* 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 [ 6344-17-8 ]

[ 6344-17-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 419536-33-7 ]
  • [ 6344-17-8 ]
  • [ 2444268-40-8 ]
YieldReaction ConditionsOperation in experiment
57.6% Stage #1: 4-(carbazol-9-yl)phenylboronic acid; 2-(5-bromo-2-hydroxyphenyl)benzothiazole With potassium carbonate In tetrahydrofuran; water at 20℃; for 0.166667h; Inert atmosphere; Stage #2: With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water at 80℃; for 8h; 2.2.4 Synthesis of HCP In a round-bottomed flask (25mL) equipped with a magnetic stirrer, a solution of 2-(benzo[d]thiazol-2-yl)-4-bromophenol (306mg, 1mmol) in THF (10mL) was prepared. Then, K2CO3 (2mM in water, 2mL) was added under a nitrogen atmosphere. Next, [4-(9H-carbazol-9-yl)phenyl]boronic acid (288mg, 1mmol) was put into the mixture, and after stirring at room temperature for 10min, Pd(PPh3)4 (58mg, 0.05mmol) was finally added to the solution. The mixture was stirred at 80°C for 8h. After completion of the reaction (monitored by TLC), the mixture was quenched by adding H2O (5mL). The aqueous layer was extracted three times with dichloromethane. The combined organic layers were washed with water and dried over anhydrous Na2SO4. The organic layer was concentrated under vacuum and allowed to crystallize. The precipitate was collected to obtain an orange solid (270mg, 57.6% yield). 1H NMR (400MHz, DMSO-d6) δ 11.75 (s, 1H), 8.63 (d, J=2.2Hz, 1H), 8.28 (d, J=7.8Hz, 2H), 8.18 (d, J=7.8Hz, 1H), 8.12 (d, J=8.1Hz, 1H), 8.00 (d, J=8.4Hz, 2H), 7.88 (dd, J=8.5, 2.2Hz, 1H), 7.75 (d, J=8.3Hz, 2H), 7.57 (t, J=7.3Hz, 1H), 7.47 (dd, J=9.1, 4.6Hz, 5H), 7.38-7.22 (m, 3H). 13C NMR (100MHz, DMSO-d6) δ 64.81, 156.53, 151.97, 140.61, 139.05, 136.24, 135.24, 131.44, 131.26, 128.41, 127.65, 126.94, 126.78, 125.57, 123.28, 122.77, 122.49, 121.04, 120.59, 119.64, 118.24, 110.22. HRMS (ESI) calcd for [M+H]+ 469.1375, found: 469.1370.
57.6% Stage #1: 4-(carbazol-9-yl)phenylboronic acid; 2-(5-bromo-2-hydroxyphenyl)benzothiazole With potassium carbonate In tetrahydrofuran; water at 20℃; for 0.166667h; Inert atmosphere; Stage #2: With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water at 80℃; for 8h; Inert atmosphere; 1 Example 1. Preparation of 2-(2-hydroxyphenyl)benzothiazole derivative n a 25 mL round bottom flask, 306 mg (1 mmol) of 2-benzothiazolyl-4-bromophenol was dissolved in 10 mL of tetrahydrofuran, and then 2 mL of potassium carbonate aqueous solution (concentration 2 mM) was added under a nitrogen atmosphere. Next, 288 mg (1 mmol) of 4-(9-carbazolyl)phenylboronic acid was added to the reaction mixture, and after stirring for 10 minutes at room temperature, Pd(PPh3)4 (58 mg, 0.05 mmol) was added to the reaction solution. After the mixture was stirred and reacted at 80°C for 8 hours, 5 mL of purified water was added to quench the reaction. It was extracted three times with dichloromethane, the combined organic layer was washed with water and dried over sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure and allowed to crystallize to obtain an orange solid of 2-(2-hydroxyphenyl)benzothiazole derivative, 270 mg, yield It is 57.6%
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