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[ CAS No. 5892-99-9 ]

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Chemical Structure| 5892-99-9
Chemical Structure| 5892-99-9
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Product Details of [ 5892-99-9 ]

CAS No. :5892-99-9 MDL No. :MFCD00463697
Formula : C11H14BrNO Boiling Point : 347.4°C at 760 mmHg
Linear Structure Formula :- InChI Key :N/A
M.W :256.14 g/mol Pubchem ID :-
Synonyms :

Safety of [ 5892-99-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 5892-99-9 ]

  • Downstream synthetic route of [ 5892-99-9 ]

[ 5892-99-9 ] Synthesis Path-Downstream   1~15

  • 1
  • [ 109-89-7 ]
  • [ 586-75-4 ]
  • [ 5892-99-9 ]
YieldReaction ConditionsOperation in experiment
98% With triethylamine In dichloromethane at -10 - 20℃; for 0.5h; General Procedure for the Preparation of N,N-Diethyl Benzamide Precursors to Ketopyrrole Ligands, Method A: To a stirred CH2Cl2 solution (20 mL) of the benzoyl chloride at -10° C. was added triethylamine (4 mL), followed by the dropwise addition of diethylamine (1.4 equivalents). The heterogeneous reaction mixture was allowed to warm to room temperature and stirring was continued for 30 minutes. The reaction mixture was then transferred to a separatory funnel containing H2O (20 mL). The organic layer was separated and washed with 5% HCl (2*25 mL), H2O (25 ml), and dried over Na2SO4. Removal of the CH2Cl2 solvent afforded the product.
In benzene
In 1,2-dichloro-ethane at 0℃; 134.134A Oxalyl chloride (3.5 mL, 40.1 mmol) was added dropwise to a solution of 4-bromobenzoic acid (4.08 g, 20.3 mmol) and dimethyl formamide (0.04 mL) in anhydrous DCE (50 mL) at 0° C. The mixture was stirred for 2 h at rt, concentrated in vacuo and coevaporated with toluene twice. The residue was dissolved in anhydrous DCE (25 mL) and cooled in an ice bath. Diethyl amine (5 mL, 48.3 mmol) in DCE (25 mL) was added dropwise. The reaction was stirred overnight and then concentrated in vacuo. The residue was treated with 1N hydrochloric acid solution and extracted twice with dichloromethane. The organic layer was washed with water and saturated sodium chloride solution, dried (MgSO4), and concentrated in vacuo to give 134A (4.87 g, 94%) as a pink solid. LC-MS m/z: 588.19 (M+H)+.
With triethylamine In dichloromethane at 0 - 20℃;
With triethylamine Inert atmosphere;
With triethylamine In dichloromethane at 0 - 20℃;

  • 2
  • [ 78-81-9 ]
  • [ 5892-99-9 ]
  • N,N-Diethyl-4-isobutylamino-benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
82% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,1'-bis(diphenylphosphino)ferrocene/Pd; sodium t-butanolate In tetrahydrofuran at 100℃; for 3h;
82%
  • 3
  • [ 120-72-9 ]
  • [ 5892-99-9 ]
  • N,N-Diethyl-4-indol-1-yl-benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; caesium carbonate In toluene at 100℃; for 12h;
  • 4
  • [ 781-35-1 ]
  • [ 5892-99-9 ]
  • N,N-Diethyl-4-(2-oxo-3,3-diphenyl-propyl)-benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% With tol-BINAP; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In tetrahydrofuran at 70℃;
  • 5
  • [ 5892-99-9 ]
  • [ 4885-19-2 ]
YieldReaction ConditionsOperation in experiment
99% With triethyl borane; phenylsilane; sodium hydroxide In tetrahydrofuran; tert-butyl methyl ether at 20℃; Inert atmosphere; Schlenk technique; Sealed tube; chemoselective reaction;
99% With triethyl borane; phenylsilane; sodium hydroxide In tetrahydrofuran; tert-butyl methyl ether at 80℃; for 48h; Inert atmosphere; Schlenk technique; Glovebox; Sealed tube;
85% With diphenylsilane In tetrahydrofuran for 20h;
  • 6
  • [ 5892-99-9 ]
  • [ 95-48-7 ]
  • N,N-diethyl-4-(2'-methylphenoxy)benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With palladium diacetate; sodium hydride; johnphos 1.) toluene, 100 deg C, 15 min, 2.) toluene, 100 deg C, 22 h; Yield given; Multistep reaction;
  • 7
  • [ 4612-26-4 ]
  • [ 5892-99-9 ]
  • N,N,N',N'-tetraethyl-p-terphenyl-4,4''-dicarboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
48% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; ethanol; water for 19h; Heating;
  • 8
  • [ 565-69-5 ]
  • [ 5892-99-9 ]
  • 2-(4-N,N-diethylcarbamoylphenyl)-4-methyl-3-pentanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
73% With tris(dibenzylideneacetone)dipalladium (0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 80℃; for 24h;
  • 9
  • [ 5892-99-9 ]
  • N,N,N',N'-tetraethylbiphenyl-4,4'-dicarboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% Stage #1: 4-bromo-N,N-diethylbenzamide With n-butyl magnesium bromide; n-butyllithium In tetrahydrofuran; hexane at -40℃; for 0.5h; Stage #2: With titanium tetrachloride In tetrahydrofuran; hexane at -40 - 0℃;
  • 10
  • [ 5892-99-9 ]
  • [ 106-95-6 ]
  • 4-allyl-N,N-diethylbenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
79% Stage #1: 4-bromo-N,N-diethylbenzamide With lithium dibutyl(isopropyl)magnesate In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: allyl bromide In tetrahydrofuran; hexane at -78℃; for 1h;
  • 11
  • [ 5720-07-0 ]
  • [ 5892-99-9 ]
  • [ 331816-27-4 ]
YieldReaction ConditionsOperation in experiment
99% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In methanol; benzene at 80℃; for 17h;
99% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In methanol; water; benzene at 80℃; for 17h;
  • 12
  • [ 5892-99-9 ]
  • [ 123-38-6 ]
  • lithium dibutyl(isopropyl)magnesate [ No CAS ]
  • N,N-diethyl-4-(1-hydroxypropyl)benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
37% Stage #1: 4-bromo-N,N-diethylbenzamide; lithium dibutyl(isopropyl)magnesate In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: propionaldehyde In tetrahydrofuran; hexane at -78℃; Further stages.;
  • 13
  • [ 5892-99-9 ]
  • [ 106-95-6 ]
  • lithium dibutyl(isopropyl)magnesate [ No CAS ]
  • 4-allyl-N,N-diethylbenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
79% Stage #1: 4-bromo-N,N-diethylbenzamide; lithium dibutyl(isopropyl)magnesate In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: allyl bromide With CuCN*2LiCl In tetrahydrofuran; hexane at -78℃; Further stages.;
  • 14
  • [ 5892-99-9 ]
  • [ 51207-85-3 ]
YieldReaction ConditionsOperation in experiment
99% With tris(dibenzylideneacetone)dipalladium (0); lithium hexamethyldisilazane; CyJohnPhos In 1,4-dioxane at 80℃; for 15h;
94% With dicyclohexyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C50H70NO4PPdS; C50H70NO4PPdS; dicyclohexyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; ammonia; sodium t-butanolate In 1,4-dioxane at 20℃; for 36h; Inert atmosphere;
  • 15
  • [ 5892-99-9 ]
  • [ 101-97-3 ]
  • ethyl α-phenyl-α-(4-N,N-diethylcarbamoylphenyl)acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
88% With palladium diacetate; lithium hexamethyldisilazane; DavePhos In toluene at 80℃; for 1h;
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