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[ CAS No. 4023-81-8 ]

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Chemical Structure| 4023-81-8
Chemical Structure| 4023-81-8
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Product Details of [ 4023-81-8 ]

CAS No. :4023-81-8 MDL No. :MFCD04619579
Formula : C10H9BrO2 Boiling Point : -
Linear Structure Formula :- InChI Key :GIKXMINIUUFRFD-UHFFFAOYSA-N
M.W :241.08 Pubchem ID :432653
Synonyms :

Safety of [ 4023-81-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 4023-81-8 ]

* 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 [ 4023-81-8 ]

[ 4023-81-8 ] Synthesis Path-Downstream   1~69

  • 1
  • [ 4023-81-8 ]
  • [ 145353-53-3 ]
YieldReaction ConditionsOperation in experiment
With hydrazine hydrate; In methanol; for 2h;Reflux; Add a 100 ml round bottom flask to the magnet and add 1-p-bromophenylbutane-1,3-dione inward. (4.82g, 20mmol, 1.0eq) And hydrazine hydrate (1.1g, 20mmol, 1.0eq), then add methanol 50 ml, heated under reflux for 2 h, extracted with ethyl acetate Silica gel column chromatography to give 3-methyl-5-p-bromophenyl 1-hydropyrazole;
  • 2
  • [ 99-90-1 ]
  • [ 141-78-6 ]
  • [ 4023-81-8 ]
YieldReaction ConditionsOperation in experiment
With sodium hydride; at 20℃;Cooling with ice; Add a 100 ml round bottom flask to the magnetizer and add sodium hydride inward. (0.88 g, 22 mmol, purity 60%, 1.1 eq), then 50 ml of ethyl acetate was added under ice bath. Slowly adding p-bromoacetophenone (3.98g, 20mmol, 1.0eq), after 30min in ice bath, react at room temperature for more than 10h, TLC plate was monitored and the reaction was completed and quenched with 10% ammonium chloride. Extraction with ethyl acetate, spin-drying solvent, silica gel column chromatography to give 1-p-bromophenylbutane-1,3-dione.
With sodium hydride; In tetrahydrofuran; at 0 - 20℃; for 12h;Inert atmosphere; General procedure: In a 100 ml round bottom flask, substituted acetophenone (30 mmol,1 equiv) and NaH (33 mmol, 1.1 equiv) was dissolved in THF at 0 C. Thecorresponding acid ethyl ester was added and the mixture was stirred at0 C for 30 min. Then, the reaction was stirred at room temperature for12 h. After the reaction was quenched with saturated NH4Cl (50 ml) andextracted with EtOAc (2 × 100 ml), the combined organic layers werewashed with brine (50 ml), dried over Na2SO4, concentrated undervacuum and purified by column chromatography on silica gel to affordthe corresponding product 2.
  • 4
  • [ 7357-70-2 ]
  • [ 4023-81-8 ]
  • [ 109273-53-2 ]
  • [ 94639-15-3 ]
  • 5
  • [ 4023-81-8 ]
  • [ 98078-02-5 ]
  • [ 98078-33-2 ]
  • 6
  • [ 4023-81-8 ]
  • [ 98078-37-6 ]
  • [ 98078-29-6 ]
  • 7
  • [ 4023-81-8 ]
  • [ 95081-19-9 ]
  • (6-Bromo-3-methyl-4H-benzo[1,4]thiazin-2-yl)-(4-bromo-phenyl)-methanone [ No CAS ]
  • 8
  • [ 4023-81-8 ]
  • [ 98078-35-4 ]
  • [ 98078-21-8 ]
  • 9
  • [ 4023-81-8 ]
  • [ 98078-36-5 ]
  • [ 98078-25-2 ]
  • 11
  • [ 4023-81-8 ]
  • [ 137-07-5 ]
  • [ 124453-66-3 ]
  • 12
  • [ 4023-81-8 ]
  • [ 107-91-5 ]
  • [ 109273-56-5 ]
  • [ 109273-58-7 ]
  • 13
  • [ 4023-81-8 ]
  • [ 93168-99-1 ]
YieldReaction ConditionsOperation in experiment
With N-Bromosuccinimide; In dichloromethane; at 20℃; for 0.5h; General procedure: To a solution of 1,3-diketones 1a-g (1.0 mmol) in DCM (10 mL) was added NBS (0.177 g, 1.0 mmol) and mixture was allowed to stir at rt for 30 min. Subsequently, 2-aminopyridine 2 (0.094 g, 1.0 mmol) was added and reaction mixture was maintained at rt with stirring. The reaction was monitored with TLC. On completion of reaction (4 h), excess DCM was distilled off in vacuo and the residue was washed with aq NaHCO3 and extracted with DCM. Organic layers were combined, dried over anhyd. Na2SO4 and excess solvent was distilled off. The residual mass was recrystallized from ethanol and 7a-g was obtained in 71-81% yield.
  • 14
  • [ 99-90-1 ]
  • CH3-COOR (2a-c,f) [ No CAS ]
  • [ 4023-81-8 ]
  • 15
  • [ 4023-81-8 ]
  • [ 1441-85-6 ]
  • 1-(3-hydroxybenzo[b]selenophen-2-yl)ethanone [ No CAS ]
  • (4-bromo-phenyl)-(3-hydroxy-benzo[<i>b</i>]selenophen-2-yl)-methanone [ No CAS ]
  • 2-acetyl-2-(4-bromo-benzoyl)-benzo[<i>b</i>]selenophen-3-one [ No CAS ]
  • 16
  • [ 4023-81-8 ]
  • [ 3306-62-5 ]
  • [ 862420-62-0 ]
  • 17
  • [ 74-85-1 ]
  • [ 4023-81-8 ]
  • [ 53498-48-9 ]
YieldReaction ConditionsOperation in experiment
55% With triethylamine;palladium diacetate; tris-(o-tolyl)phosphine; In N,N-dimethyl-formamide; at -196 - 100℃; under 15514.9 Torr; for 12.3333h;Product distribution / selectivity; Example 1 Synthesis of 4-vinylbenzoylacetone: Dimethyl formamide (30 mL), palladium acetate (0.022 g, 0.1 mmol), tri-o-tolyl phosphine (0.060 g, 0.2 mmol), triethylamine (9.1 g, 90 mmol), 4-bromobenzoylacetone (2.41 g, 10 mmol) were added to a 100 mL Parr high pressure reactor with an inner glass liner. The solution was degassed with nitrogen for 10 minutes before the reactor was cooled to -196 C. and ethylene (1.7 g, 61 mmol) was condensed for 20 minutes. The reactor was allowed to warm to room temperature before heating to 100 C. in an oil bath. The pressure was bled off until 300 psi was achieved and the reaction was allowed to proceed for 12 hours. The reaction vessel was cooled to room temperature, the extra pressure bled, and the contents dissolved in water (50 mL) and ether (50 mL). The aqueous phase was made acidic by addition of concentrated hydrochloric acid followed by extraction with ether (2*50 mL). The combined organic phase was rinsed with saturated sodium chloride solution, and the organic phase was dried over magnesium sulfate overnight. The solution was filtered, the solvent was removed by vacuum, and the residue dissolved in chloroform (3 mL). The product was isolated by column chromatography from silica gel (Selecto, mesh size 63-200) with chloroform as eluent. The first band collected resulted in a yellow powder (1.03 g, 55% yield) upon solvent removal. 1H-NMR (200 MHz, 25 C., CDCl3): δ 16.12 (s, 1 H), 7.83 (d, 2 H), 7.45 (d, 2 H), 6.70 (dd, 1 H), 6.17 (s, 1 H), 5.82 (d, 1 H), 5.35 (d, 1 H), 2.20 (s, 3 H).
  • 18
  • [ 6048-21-1 ]
  • [ 67-64-1 ]
  • [ 4023-81-8 ]
  • 19
  • [ 75-15-0 ]
  • [ 4023-81-8 ]
  • [ 500169-91-5 ]
  • 20
  • [ 4023-81-8 ]
  • [ 623-47-2 ]
  • C20H19BrO5 [ No CAS ]
  • C20H19BrO5 [ No CAS ]
  • 21
  • [ 4023-81-8 ]
  • C16H14N2O2S [ No CAS ]
  • 22
  • [ 4023-81-8 ]
  • C19H22N2O3S [ No CAS ]
  • 23
  • [ 4023-81-8 ]
  • C21H19NO3S [ No CAS ]
  • 24
  • [ 4023-81-8 ]
  • C21H20N2O2S [ No CAS ]
  • 25
  • [ 4023-81-8 ]
  • C21H20N2O2S [ No CAS ]
  • 26
  • [ 4023-81-8 ]
  • C23H22N2O3S [ No CAS ]
  • 27
  • [ 4023-81-8 ]
  • C23H22N2O3S [ No CAS ]
  • 28
  • [ 4023-81-8 ]
  • C23H22N2O3S [ No CAS ]
  • 29
  • [ 4023-81-8 ]
  • C21H18ClNO2S [ No CAS ]
  • 30
  • [ 4023-81-8 ]
  • C22H18N2O2S [ No CAS ]
  • 31
  • [ 4023-81-8 ]
  • C22H18F3NO3S [ No CAS ]
  • 32
  • [ 4023-81-8 ]
  • C22H18F3NO3S [ No CAS ]
  • 33
  • [ 4023-81-8 ]
  • C28H25NO3S [ No CAS ]
  • 34
  • [ 4023-81-8 ]
  • C28H25NO3S [ No CAS ]
  • 35
  • [ 4023-81-8 ]
  • C23H21NO3S [ No CAS ]
  • 36
  • [ 4023-81-8 ]
  • C23H21NO3S [ No CAS ]
  • 37
  • [ 4023-81-8 ]
  • C23H21NO3S [ No CAS ]
  • 38
  • [ 4023-81-8 ]
  • C22H19NO3S [ No CAS ]
  • 39
  • [ 4023-81-8 ]
  • C23H21NO4S [ No CAS ]
  • 40
  • [ 4023-81-8 ]
  • C23H21NO4S [ No CAS ]
  • 41
  • [ 4023-81-8 ]
  • C24H23NO4S [ No CAS ]
  • 42
  • [ 4023-81-8 ]
  • C29H25NO4S [ No CAS ]
  • 43
  • [ 4023-81-8 ]
  • C22H20N2O3S [ No CAS ]
  • 44
  • [ 4023-81-8 ]
  • C27H23NO2S [ No CAS ]
  • 45
  • [ 4023-81-8 ]
  • C27H23NO2S [ No CAS ]
  • 46
  • [ 4023-81-8 ]
  • C23H17F6NO2S [ No CAS ]
  • 47
  • [ 4023-81-8 ]
  • C22H21NO3S [ No CAS ]
  • 48
  • [ 4023-81-8 ]
  • C29H25NO2S [ No CAS ]
  • 49
  • [ 4023-81-8 ]
  • C23H20ClNO2S [ No CAS ]
  • 50
  • [ 4023-81-8 ]
  • C23H20FNO2S [ No CAS ]
  • 51
  • [ 4023-81-8 ]
  • C25H23NO4S [ No CAS ]
  • 52
  • [ 4023-81-8 ]
  • C25H23NO4S [ No CAS ]
  • 53
  • [ 4023-81-8 ]
  • C30H24N2O4S [ No CAS ]
  • 54
  • [ 4023-81-8 ]
  • C19H17NO2S2 [ No CAS ]
  • 55
  • [ 4023-81-8 ]
  • C19H17NO2S2 [ No CAS ]
  • 56
  • [ 4023-81-8 ]
  • C19H17NO3S [ No CAS ]
  • 57
  • [ 4023-81-8 ]
  • C20H17NO3S2 [ No CAS ]
  • 58
  • [ 4023-81-8 ]
  • C23H19NO3S [ No CAS ]
  • 59
  • [ 4023-81-8 ]
  • C25H21NO2S [ No CAS ]
  • 60
  • [ 4023-81-8 ]
  • C26H21NO3S [ No CAS ]
  • 61
  • [ 4023-81-8 ]
  • C27H21NO3S [ No CAS ]
  • 62
  • [ 4023-81-8 ]
  • 2-(4-benzo[<i>b</i>]thiophen-3-yl-phenyl)-6-morpholin-4-yl-thiopyran-4-one [ No CAS ]
  • 63
  • [ 4023-81-8 ]
  • 2-morpholin-4-yl-6-(4-naphthalen-1-yl-phenyl)-thiopyran-4-one [ No CAS ]
  • 64
  • [ 4023-81-8 ]
  • 2-[4-(4-methyl-naphthalen-1-yl)-phenyl]-6-morpholin-4-yl-thiopyran-4-one [ No CAS ]
  • 65
  • [ 4023-81-8 ]
  • [ 13114-87-9 ]
  • [ 105-07-7 ]
  • 4-{5-(4-bromobenzoyl)-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidin-4-yl}benzonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
45% With polyphosphoric acid ethyl ester; In tetrahydrofuran; for 20h;Heating / reflux; Example 83; 4- {5- (4-Bromobenzoyl)-6-methyl-2-oxo-1- [3- (trifluoromethyl) phenyl]-1, 2,3, 4-tetrahydropyrimi- din-4-yl} b enzonitril e; 4.23 g (20.74 mmol) N-[3-(trifluoromethyl) phenyl] urea, 2.72 g (20.74 mmol) 4-cyanobenz- aldehyde, 5.00 g (20.74 mmol) 1- (4-bromophenyl) butane-1, 3-dione and 6.5 g polyphosphoric acid ethyl ester are suspended in 50 ml of tetrahydrofuran. The mixture is stirred at reflux for 20 hours. After cooling down to room temperature, the solvent is removed i7l vacuo and the residue is purified by column chromatography on silica with cyclohexane/ethyl acetate mixtures as eluent. Yield: 5.32 g (45% of th.) 'H-NMR (400 MHz, DMSO-d6) : 8 = 1.4 (s, 3H), 5.4 (d, 1H), 7.6-7. 9 (m, 12H), 8.4 (d, 1H) ppm.
  • 66
  • concentrated aqueous ammonium hydroxide [ No CAS ]
  • [ 4023-81-8 ]
  • [ 1488363-22-9 ]
YieldReaction ConditionsOperation in experiment
In methanol; hexane; The intermediate 3-(4-bromophenyl)-1-methyl-3-oxo-1-propenamine, m.p. 126-128 C., 56.8 g, was prepared following the procedure described in Example A-2 using 83 g of <strong>[4023-81-8]1-(4-bromophenyl)-1,3-butanedione</strong>, 750 ml of methanol and 100 ml of concentrated aqueous ammonium hydroxide solution. The solid residue after stripping the reaction mixture to dryness on a rotary evaporator was treated with 500 ml of boiling n-hexane, the mixture allowed to stand at room temperature overnight, and, the product collected and dried at room temperature.
  • 67
  • sodium hexachlorodipalladate [ No CAS ]
  • [ 4023-81-8 ]
  • [ 590419-75-3 ]
  • 68
  • europium(III) chloride hexahydrate [ No CAS ]
  • [ 4023-81-8 ]
  • 12BrC6H4COCHCOCH3(1-)*6OH(1-)*6Eu(3+)=Eu6(BrC6H4COCHCOCH3)12(OH)6 [ No CAS ]
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