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CAS No. : | 116668-37-2 | MDL No. : | MFCD08701580 |
Formula : | C14H15N | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | RHFXTYPJXCHYIG-UHFFFAOYSA-N |
M.W : | 197.28 | Pubchem ID : | 23005184 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 | UN#: | |
Hazard Statements: | H315-H319 | 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 |
---|---|---|
With aluminium trichloride; toluene |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: dichloromethane / 20 °C 2: palladium diacetate; sodium hydrogencarbonate / 1,2-dichloro-ethane / 3 h / 80 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In dichloromethane at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: triethylamine / dichloromethane / 4 h / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 2.2: 4 h / 0 - 20 °C / Inert atmosphere 3.1: sodium carbonate; palladium diacetate; triphenylphosphine / N,N-dimethyl-formamide / 5 h / 155 °C / Inert atmosphere 4.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / -10 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: triethylamine / dichloromethane / 4 h / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 2.2: 4 h / 0 - 20 °C / Inert atmosphere 3.1: sodium carbonate; palladium diacetate; triphenylphosphine / N,N-dimethyl-formamide / 5 h / 155 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: triethylamine / dichloromethane / 4 h / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 2.2: 4 h / 0 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethylamine In dichloromethane at 20℃; for 4h; | 2. Benzamides 4a-x General procedure: The 2-Bromobenzoic acid (5.7 mmol) was refluxed in SOCl2 (13 mmol) at 78 for 2 h and then superfluous SOCl2 was removed under reduced pressure. The reaction solution was diluted with dichloromethane and added dropwise to a solution of 3a-x (5.2 mmol) and triethylamine (2.25 mL). The reaction was carried out at room temperature for 4 h (TLC monitored the reaction). The reaction mixture was concentrated under reduced pressure to remove excess dichloromethane. The residue was added an appropriate amount of dichloromethane/petroleum ether (1:10), filtered, and dried to give white or faint yellow solids of benzamides 4a-x, yield: 60-98% in two steps. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; N,N-dimethyl-formamide at 100℃; for 15h; Inert atmosphere; | 1. 1,1'-Biphenyl-4-amines 3a-x General procedure: 4-Bromobenzenamines 1a-c (6.4 mmol) were dissolved in the mixed solvents (2M K2CO3:DMF = 1:1, 24 mL), and then added corresponding 4-substituent phenylboronic acids 2a-h (7.7 mmol) and Pd (PPh3)4 (0.22 mmol) under argon. The reaction mixture was refluxed at 100 for 15 h (TLC monitored the reaction). The reaction was then cooled to room temperature and filtered. The filtrate was added 10 times the amount of water and extracted with ethyl acetate. The organic layer was washed with saturated NaCl solution, concentrated under reduced pressure, and dried to give a crude product. The crude product was purified by flash column chromatography (ethyl acetate/petroleum ether, 1:8-1:5) to afford 1,1'-biphenyl-4-amines 3a-x, yield: 77-95%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: aluminium trichloride |