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[ CAS No. 228412-76-8 ] {[proInfo.proName]}

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Chemical Structure| 228412-76-8
Chemical Structure| 228412-76-8
Structure of 228412-76-8 * Storage: {[proInfo.prStorage]}
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Product Details of [ 228412-76-8 ]

CAS No. :228412-76-8 MDL No. :N/A
Formula : C15H12N2O4S Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W :316.33 Pubchem ID :-
Synonyms :

Safety of [ 228412-76-8 ]

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Application In Synthesis of [ 228412-76-8 ]

* 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 [ 228412-76-8 ]

[ 228412-76-8 ] Synthesis Path-Downstream   1~7

  • 2
  • [ 10432-44-7 ]
  • [ 228412-76-8 ]
  • 4-amino-2-(thiophen-2-yl)-9-tosyl-9H-carbazole-3-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
73% With triethylamine; In acetonitrile; at 50℃; for 24h;Inert atmosphere; In a 20 mL dry reaction tube,Under nitrogen protection,1-p-toluenesulfonyl-3-nitroindole (0.1 mmol)And 2-(1-thienylethylene)malononitrile (0.2 mmol)Soluble in 2mL of acetonitrile,Add the catalyst triethylamine (0.2 mmol),Magnetic stirring at 50 C for 24 hours,TLC detection, raw materials disappear,The organic solvent was concentrated under reduced pressure, and then further purified by column chromatography to give a product, yield 73%.
  • 3
  • [ 2510-03-4 ]
  • [ 228412-76-8 ]
  • 6-amino-11-tosyl-2,13-dihydro-1H-naphtho[2,1-a]carbazole-5-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
77% With cetyltrimethylammonim bromide; caesium carbonate In water at 20℃; for 24h; 4.2. General procedure for the synthesis of compounds 3, 5, 7, 9 General procedure: To a solution of 1 or 4 or 6 or 8 (0.12 mmol) and 2 (0.10 mmol) in H2O (1 mL) was added Cs2CO3 (32.5 mg, 0.10 mmol) and CTAB(2.0 mg, 5 mol%). The mixture was further stirred at room temperature for the indicated time. Once starting material was consumed (monitored by TLC), the mixture was filtered and the residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate 8:1 to 3:1) to afford the corresponding product.
49% With triethylamine In acetonitrile at 50℃; for 24h; Inert atmosphere;
  • 4
  • [ 2510-01-2 ]
  • [ 228412-76-8 ]
  • 6-amino-11-p-toluenesulfonyl-11,12-dihydroindeno[2,1-a]carbazole-5-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With cetyltrimethylammonim bromide; caesium carbonate In water at 20℃; for 24h; 4.2. General procedure for the synthesis of compounds 3, 5, 7, 9 General procedure: To a solution of 1 or 4 or 6 or 8 (0.12 mmol) and 2 (0.10 mmol) in H2O (1 mL) was added Cs2CO3 (32.5 mg, 0.10 mmol) and CTAB(2.0 mg, 5 mol%). The mixture was further stirred at room temperature for the indicated time. Once starting material was consumed (monitored by TLC), the mixture was filtered and the residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate 8:1 to 3:1) to afford the corresponding product.
54% With triethylamine In acetonitrile at 50℃; for 24h; Inert atmosphere;
  • 5
  • [ 13166-10-4 ]
  • [ 228412-76-8 ]
  • 4-amino-2-methyl-9-tosyl-9H-carbazole-3-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
34% With triethylamine In acetonitrile at 50℃; for 6h; Inert atmosphere;
  • 6
  • [ 14369-81-4 ]
  • [ 228412-76-8 ]
  • rac-ethyl (3aS*,8bR*)-8b-nitro-4-tosyl-1,3a,4,8b-tetrahydrocyclopenta[b]indole-3-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% With triphenylphosphine In dichloromethane; water; toluene at 20℃; Schlenk technique; Inert atmosphere; diastereoselective reaction;
62% With triphenylphosphine In toluene at 80℃; for 12h; Inert atmosphere; regiospecific reaction;
52% With triphenylphosphine In benzene at 20℃; Inert atmosphere; Schlenk technique; diastereoselective reaction; 4. General procedure for phosphine-catalyzed dearomative [3+2] annulation of 3-nitroindoles 1 and allenoates 2 General procedure: Under nitrogen atmosphere, the reaction tube was charged with 3-nitroindoles 1 (1.0 equiv) and triphenylphosphine (0.2 equiv) and benzene (1.0 mL). Then allenoates 2 (1.5 equiv) was added and the mixture was stirred at room temperature. After completion of the reaction (TLC), the mixture was treated with water (10 mL) and additional stirring for 5 minutes, the aqueous phase was extracted with ethyl acetate (3 x 10 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated under reduced pressure. The resulting crude material was purified by flash column chromatography (Petroleum ether/ethyl acetate) to afford the desired products.
  • 7
  • [ 4770-03-0 ]
  • TsCl/Ts2O [ No CAS ]
  • [ 228412-76-8 ]
YieldReaction ConditionsOperation in experiment
With dmap; triethylamine; In tetrahydrofuran; at 0 - 20℃;Inert atmosphere; General procedure: Under nitrogen atmosphere, indoles 7 (1.0 equiv) and silver nitrate (1.05 equiv) was dissolved in Acetonitrile, then the mixture was stirred and cooled to 0 C. Benzoyl chloride (1.05 equiv) was added dropwise over the 30 minutes. After completion of the reaction (TLC), the mixture was filtered to remove the silver salt. The filtrate was extracted with ethyl acetate. The combined organic extracts were washed with an aqueous saturated solution of sodium chloride, dried over sodium sulfate, filtered and concentrated under reduced pressure. The resulting crude material was purified by flash column chromatography to afford the desired compounds 8. Under nitrogen atmosphere, to a solution of 3-nitroindoles 8 (1.0 equiv), 4-dimethylaminopyridine (1.0 equiv), and triethylamine (2.0 equiv) in tetrahydrofuran was added acid chloride or anhydride (2.0 equiv) dropwise at 0 C. The mixture was stirred at room temperature. After completion of the reaction (TLC), the mixture was treated with water and additional stirring for 10 minutes, the aqueous phase was extracted with dichloromethane. The combined organic extracts were washed with an aqueous saturated solution of sodium chloride, dried over sodium sulfate, filtered and concentrated under reduced pressure. The resulting crude material was purified by flash column chromatography to afford the desired compounds 1.
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