No renderable structure data available
C1=CC=C(C=C1)C(=O)CNC2=CC=C(C=C2)BrChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-(4-bromoanilino)-1-phenylethanone |
|---|---|
| IUPAC Name | — |
| CAS Number | 4831-21-4 |
| Database ID | 804442 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-(4-bromoanilino)-1-phenylethanone (CAS 4831-21-4) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 804442
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-38ee1721c0ce41d8a951641c504c817dConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-3b88209f4fce4ffbb417430cce615e2bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 2-(4-bromoanilino)-1-phenyl-1-ethanone (3.50 g, 0.0121 mol) in anhydrous methanol (200 mL) was cooled to 0° C. and sodium borohydride (2.28 g, 0.0603 mol) was added at once. The mixture was allowed to warm up to ambient temperature while stirring under an atmosphere of nitrogen for three hours. The reaction was quenched by dropwise addition of acetic acid, the reaction mixture was concentrated under reduced pressure and the residue was partitioned between dichloromethane (120 mL) and water (85 mL). The organic phase was dried with magnesium sulfate and concentrated under reduced pressure to yield 2-(4-bromoanilino)-1-phenyl-1-ethanol (3.49 g, 0.0117 mol) as a yellow oil. The reaction was quenched by dropwise addition of acetic acid the reaction mixture was concentrated under reduced pressure the residue was partitioned between dichloromethane (120 mL) and water (85 mL) The organic phase was dried with magnesium sulfate concentrated under reduced pressure
Source ID: ord-ae0e3744a75943fda7b08335e59dd0afConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 2-(4-bromoanilino)-1-phenyl-1-ethanone (3.50 g, 0.0121 mol) in anhydrous methanol (200 mL) was cooled to 0° C. and sodium borohydride (2.28 g, 0.0603 mol) was added at once. The mixture was allowed to warm up to ambient temperature while stirring under an atmosphere of nitrogen for three hours. The reaction was quenched by dropwise addition of acetic acid, the reaction mixture was concentrated under reduced pressure and the residue was partitioned between dichloromethane (120 mL) and water (85 mL). The organic phase was dried with magnesium sulfate and concentrated under reduced pressure to yield 2-(4-bromoanilino)-1-phenyl-1-ethanol (3.49 g, 0.0117 mol) as a yellow oil. The reaction was quenched by dropwise addition of acetic acid the reaction mixture was concentrated under reduced pressure the residue was partitioned between dichloromethane (120 mL) and water (85 mL) The organic phase was dried with magnesium sulfate concentrated under reduced pressure
Source ID: ord-ae0e3744a75943fda7b08335e59dd0afConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution containing 4-bromoaniline (7.42 g, 0.0431 mol) and 2-bromoacetophenone (8.58 g, 0.0431 mol) in N,N-dimethylformamide (200 mL) N,N-diisopropylethylamine was added dropwise and the reaction mixture was stirred at ambient temperature for five hours. The solvent was removed under reduced pressure and the residue partitioned between dichloromethane (150 mL) and water (100 mL). The organic phase was dried with magnesium sulfate and concentrated under reduced pressure. The residue was suspended in diethyl ether and the precipitate was collected by filtration and dried to yield 2-(4-bromoanilino)-1-phenyl-1-ethanone (10.03 g, 0.0346 mol) as an off-white solid. was added dropwise The solvent was removed under reduced pressure the residue partitioned between dichloromethane (150 mL) and water (100 mL) The organic phase was dried with magnesium sulfate concentrated under reduced pressure the precipitate was collected by filtration dried
Source ID: ord-1788061007714db6be220df7c7d58e99Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 2-(4-bromoanilino)-1-phenyl-1-ethanone (3.50 g, 0.0121 mol) in anhydrous methanol (200 mL) was cooled to 0° C. and sodium borohydride (2.28 g, 0.0603 mol) was added at once. The mixture was allowed to warm up to ambient temperature while stirring under an atmosphere of nitrogen for three hours. The reaction was quenched by dropwise addition of acetic acid, the reaction mixture was concentrated under reduced pressure and the residue was partitioned between dichloromethane (120 mL) and water (85 mL). The organic phase was dried with magnesium sulfate and concentrated under reduced pressure to yield 2-(4-bromoanilino)-1-phenyl-1-ethanol (3.49 g, 0.0117 mol) as a yellow oil. The reaction was quenched by dropwise addition of acetic acid the reaction mixture was concentrated under reduced pressure the residue was partitioned between dichloromethane (120 mL) and water (85 mL) The organic phase was dried with magnesium sulfate concentrated under reduced pressure
Source ID: ord-d19eb105b20c483086390362e8bdf459Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution containing 4-bromoaniline (7.42 g, 0.0431 mol) and 2-bromoacetophenone (8.58 g, 0.0431 mol) in N,N-dimethylformamide (200 mL) N,N-diisopropylethylamine was added dropwise and the reaction mixture was stirred at ambient temperature for five hours. The solvent was removed under reduced pressure and the residue partitioned between dichloromethane (150 mL) and water (100 mL). The organic phase was dried with magnesium sulfate and concentrated under reduced pressure. The residue was suspended in diethyl ether and the precipitate was collected by filtration and dried to yield 2-(4-bromoanilino)-1-phenyl-1-ethanone (10.03 g, 0.0346 mol) as an off-white solid. was added dropwise The solvent was removed under reduced pressure the residue partitioned between dichloromethane (150 mL) and water (100 mL) The organic phase was dried with magnesium sulfate concentrated under reduced pressure the precipitate was collected by filtration dried
Source ID: ord-0574f08883e34842925cd873f7fdf159Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution containing 4-bromoaniline (7.42 g, 0.0431 mol) and 2-bromoacetophenone (8.58 g, 0.0431 mol) in N,N-dimethylformamide (200 mL) N,N-diisopropylethylamine was added dropwise and the reaction mixture was stirred at ambient temperature for five hours. The solvent was removed under reduced pressure and the residue partitioned between dichloromethane (150 mL) and water (100 mL). The organic phase was dried with magnesium sulfate and concentrated under reduced pressure. The residue was suspended in diethyl ether and the precipitate was collected by filtration and dried to yield 2-(4-bromoanilino)-1-phenyl-1-ethanone (10.03 g, 0.0346 mol) as an off-white solid. was added dropwise The solvent was removed under reduced pressure the residue partitioned between dichloromethane (150 mL) and water (100 mL) The organic phase was dried with magnesium sulfate concentrated under reduced pressure the precipitate was collected by filtration dried
Source ID: ord-0574f08883e34842925cd873f7fdf159Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-38ee1721c0ce41d8a951641c504c817dConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-3b88209f4fce4ffbb417430cce615e2bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 2-(4-bromoanilino)-1-phenyl-1-ethanone (3.50 g, 0.0121 mol) in anhydrous methanol (200 mL) was cooled to 0° C. and sodium borohydride (2.28 g, 0.0603 mol) was added at once. The mixture was allowed to warm up to ambient temperature while stirring under an atmosphere of nitrogen for three hours. The reaction was quenched by dropwise addition of acetic acid, the reaction mixture was concentrated under reduced pressure and the residue was partitioned between dichloromethane (120 mL) and water (85 mL). The organic phase was dried with magnesium sulfate and concentrated under reduced pressure to yield 2-(4-bromoanilino)-1-phenyl-1-ethanol (3.49 g, 0.0117 mol) as a yellow oil. The reaction was quenched by dropwise addition of acetic acid the reaction mixture was concentrated under reduced pressure the residue was partitioned between dichloromethane (120 mL) and water (85 mL) The organic phase was dried with magnesium sulfate concentrated under reduced pressure
Source ID: ord-ae0e3744a75943fda7b08335e59dd0afConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution containing 4-bromoaniline (7.42 g, 0.0431 mol) and 2-bromoacetophenone (8.58 g, 0.0431 mol) in N,N-dimethylformamide (200 mL) N,N-diisopropylethylamine was added dropwise and the reaction mixture was stirred at ambient temperature for five hours. The solvent was removed under reduced pressure and the residue partitioned between dichloromethane (150 mL) and water (100 mL). The organic phase was dried with magnesium sulfate and concentrated under reduced pressure. The residue was suspended in diethyl ether and the precipitate was collected by filtration and dried to yield 2-(4-bromoanilino)-1-phenyl-1-ethanone (10.03 g, 0.0346 mol) as an off-white solid. was added dropwise The solvent was removed under reduced pressure the residue partitioned between dichloromethane (150 mL) and water (100 mL) The organic phase was dried with magnesium sulfate concentrated under reduced pressure the precipitate was collected by filtration dried
Source ID: ord-1788061007714db6be220df7c7d58e99PubChem References
These sources are listed in the compound's public database record.
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