28081-19-8|3-(4-(Dimethylamino)phenyl)-1-(4-fluorophenyl)prop-2-en-1-one| Ambeed

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Quality Control of [ 28081-19-8 ] Purity: 95+% SDS Specification

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Product Details of [ 28081-19-8 ]

CAS No. :	28081-19-8
Formula :	C₁₇H₁₆FNO
M.W :	269.31
SMILES Code :	O=C(C1=CC=C(F)C=C1)/C=C/C2=CC=C(N(C)C)C=C2
MDL No. :	MFCD00017963
Boiling Point :	No data available
InChI Key :	WXIXYWVTPSVBET-LFYBBSHMSA-N
Pubchem ID :	5709047

Safety of [ 28081-19-8 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 28081-19-8 ]

* 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 [ 28081-19-8 ]

[ 28081-19-8 ] Synthesis Path-Downstream 1~35

1
[ 28081-19-8 ]
[ 144442-97-7 ]

References: [1]Journal of Pharmaceutical Sciences,1992,vol. 81,p. 892 - 894.

2
[ 403-42-9 ]
[ 100-10-7 ]
[ 28081-19-8 ]

Yield	Reaction Conditions	Operation in experiment
70%	With sodium hydroxide; In ethanol; water; at 20℃;	General procedure: A solution of benzaldehyde (12 g, 11.7 ml, 0.1 mol) in ethanol was mixed with acetophenone (10.60 g, 10.2 ml, 0.1 mol), and an aqueous solution of sodium hydroxide (10 %) was added to it till no turbidity occurs. The reaction mixture was stirred for 20 h and kept overnight at room temperature. The mixture was poured into crushed ice and acidified with dilute hydrochloric acid. The crude product so obtained was filtered and recrystallized from methanol and dried at room temperature. The completion of the reaction was monitored by running TLC (Singh et al., 2010).
28%	With sodium hydroxide; In ethanol; at 20℃;	General procedure: Into a solution of NaOH (1.5 eq.) in ethanol (10 mL) was added appropriate acetophenone (1 eq.) and a solution of substituted aldehyde (1 eq.) in ethanol. The reaction mixture was stirred at room temperature until the conversion was complete (monitored by TLC), when the solids were formed and precipitated. The solvent was removed under vacuum and the resulting crude product was recrystallized from suitable solvent to give pure compound.
	With potassium hydroxide; In ethanol; water; at 20℃; for 6.0h;	To a stirred solution of 4-dimethylaminobenzaldehyde (2.99g, 20mmol) and4'-fluoroacetophenone (2.76g, 20mmol) in EtOH (50mL), 20% wt KOH aqueous (20mL) was added and left toreact for 6h at room temperature. After completion of the reaction as indicated by TLC, water (30mL) was addedand the mixture was stirred for 1h. The pale yellow solid was obtained by filtration and desiccation.

References: [1]Journal of Pharmaceutical Sciences,1992,vol. 81,p. 892 - 894.
[2]Medicinal Chemistry Research,2015,vol. 24,p. 2580 - 2590.
[3]Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy,2016,vol. 152,p. 318 - 326.
[4]Chemical Biology and Drug Design,2011,vol. 78,p. 94 - 100.
[5]RSC Advances,2016,vol. 6,p. 7723 - 7727.
[6]Archiv der Pharmazie,2016,p. 539 - 552.
[7]Bioorganic Chemistry,2021,vol. 108.
[8]Bioorganic and Medicinal Chemistry Letters,2021,vol. 48.

3
[ 63072-14-0 ]
[ 100-10-7 ]
[ 28081-19-8 ]
[ 791-28-6 ]

References: [1]Journal of the Indian Chemical Society,1988,vol. 65,p. 134 - 136.

4
[ 61011-54-9 ]
[ 100-10-7 ]
[ 28081-19-8 ]

References: [1]Journal fur praktische Chemie (Leipzig 1954),1981,vol. 323,p. 49 - 54.

6
[ 403-29-2 ]
[ 28081-19-8 ]

References: [1]Journal of the Indian Chemical Society,1988,vol. 65,p. 134 - 136.
[2]Journal fur praktische Chemie (Leipzig 1954),1981,vol. 323,p. 49 - 54.

7
(4-fluorophenacyl)triphenylphosphonium bromide [ No CAS ]
[ 28081-19-8 ]

References: [1]Journal of the Indian Chemical Society,1988,vol. 65,p. 134 - 136.

8
[ 79101-34-1 ]
[ 28081-19-8 ]

References: [1]Journal fur praktische Chemie (Leipzig 1954),1981,vol. 323,p. 49 - 54.

9
[ 28081-19-8 ]
[ 144443-01-6 ]

References: [1]Journal of Pharmaceutical Sciences,1992,vol. 81,p. 892 - 894.

10
1-(4'-fluorophenacyl)-pyridinium chloride [ No CAS ]
[ 28081-19-8 ]
4-(4-dimethylamino-phenyl)-2,6-bis-(4'-fluorophenyl)-pyridine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With ammonium acetate; In acetic acid;	EXAMPLE 1 10.06 parts of 1-(4'-fluorophenacyl)-pyridinium chloride and 10.76 parts of <strong>[28081-19-8]1-(4-fluorophenyl)-3-(4'-dimethylaminophenyl)-1-oxoprop-2-ene</strong> are heated at 130 C. for 81/2 hours together with 34 parts of ammonium acetate in 50 parts of glacial acetic acid. The mixture is stirred for 17 hours at room temperature, after which the precipitated colorless crystals are filtered off under suction, washed with methanol and water and dried at 60 C. in a drying oven to give 10.5 parts of 4-(4-dimethylamino-phenyl)-2,6-bis-(4'-fluorophenyl)-pyridine, which dissolves in glacial acetic acid to give an orange yellow coloration (λmax: 431 nm).

References: [1]Patent: US4908447,1990,A .

11
[ 22121-60-4 ]
[ 28081-19-8 ]
N'-(3-(4-(dimethylamino)phenyl)-1-(4-fluorophenyl)allylidene)-2-(2,3-dimethylphenylamino)benzohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
62%	With acetic acid; In chloroform; at 60 - 70℃; for 6.0h;	General procedure: A mixture of 2-(2,3-dimethylphenylamino)benzohydrazide (2.55 g, 0.01 mol) and chalcone (2.08 g, 0.01 mol) in chloroform was stirred at 60-70 C for 6 h in the presence of 2-3 ml of glacial acetic acid. The reaction mixture was poured into a beaker containing crushed ice and allowed to stand for 2 h. The precipitate so formed was filtered and washed with ice-cold water. The crude product was dried and recrystallized from chloroform. The completion of the reaction was monitored by running TLC.

References: [1]Medicinal Chemistry Research,2015,vol. 24,p. 2580 - 2590.

12
[ 28081-19-8 ]
[ 563-41-7 ]
5-(4-(dimethylamino)phenyl)-3-(4-fluorophenyl)-4,5-dihydropyrazole-1-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; In ethanol;Reflux;	General procedure: A solution of the appropriate chalcone (1 eq.) in absolute ethanol (20 mL) and hydrazine (semicarbazide hydrochloride or thiosemicarbazide, 2 eq.) was treated with NaOH (2.5 eq.) in ethanol (10 mL). The reaction mixture was hearted under reflux until the disappearance of the starting materials, as evidenced by TLC (Thin Layer Chromatography) or monitored by the silica gel 60G (Merck) and spots were detected by exposure to iodine vapors, 20% H2SO4 solution and/or visualized with a 254 nm lamp. The precipitates were collected by filtration, washed with a cold mixture of ethanol/water, dried and recrystallized from suitable solvent to give pure compound.

References: [1]Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy,2016,vol. 152,p. 318 - 326.

13
[ 28081-19-8 ]
[ 79-19-6 ]
3-(4-fluorophenyl)-4,5-dihydro-5-(4-(dimethylamino)phenyl)pyrazole-1-carbothioamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; In ethanol;Reflux;	General procedure: A solution of the appropriate chalcone (1 eq.) in absolute ethanol (20 mL) and hydrazine (semicarbazide hydrochloride or thiosemicarbazide, 2 eq.) was treated with NaOH (2.5 eq.) in ethanol (10 mL). The reaction mixture was hearted under reflux until the disappearance of the starting materials, as evidenced by TLC (Thin Layer Chromatography) or monitored by the silica gel 60G (Merck) and spots were detected by exposure to iodine vapors, 20% H2SO4 solution and/or visualized with a 254 nm lamp. The precipitates were collected by filtration, washed with a cold mixture of ethanol/water, dried and recrystallized from suitable solvent to give pure compound.

References: [1]Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy,2016,vol. 152,p. 318 - 326.

14
[ 28081-19-8 ]
C₂₈H₃₁N₃O₃S [ No CAS ]

References: [1]RSC Advances,2016,vol. 6,p. 7723 - 7727.

15
[ 28081-19-8 ]
C₂₇H₂₈FN₃O₃S [ No CAS ]

References: [1]RSC Advances,2016,vol. 6,p. 7723 - 7727.

16
[ 28081-19-8 ]
C₂₇H₂₈BrN₃O₃S [ No CAS ]

References: [1]RSC Advances,2016,vol. 6,p. 7723 - 7727.

17
[ 28081-19-8 ]
C₂₇H₂₇BrFN₃O₃S [ No CAS ]

References: [1]RSC Advances,2016,vol. 6,p. 7723 - 7727.

18
[ 28081-19-8 ]
C₂₈H₂₈F₃N₃O₃S [ No CAS ]

References: [1]RSC Advances,2016,vol. 6,p. 7723 - 7727.

19
[ 28081-19-8 ]
C₂₇H₂₈N₄O₅S [ No CAS ]

References: [1]RSC Advances,2016,vol. 6,p. 7723 - 7727.

20
[ 28081-19-8 ]
C₂₉H₃₁N₃O₂ [ No CAS ]

References: [1]RSC Advances,2016,vol. 6,p. 7723 - 7727.

21
[ 28081-19-8 ]
C₂₉H₃₀FN₃O₂ [ No CAS ]

References: [1]RSC Advances,2016,vol. 6,p. 7723 - 7727.

22
[ 28081-19-8 ]
C₂₉H₃₀ClN₃O₂ [ No CAS ]

References: [1]RSC Advances,2016,vol. 6,p. 7723 - 7727.

23
[ 110-85-0 ]
[ 28081-19-8 ]
C₂₁H₂₅N₃O [ No CAS ]

References: [1]RSC Advances,2016,vol. 6,p. 7723 - 7727.

24
[ 64-18-6 ]
[ 28081-19-8 ]
5-(4-(dimethylamino)phenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazole-1-carbaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	With hydrazine hydrate;Reflux;	General procedure: The chalcone derivatives (2a-2l) were synthesized by condensation of aldehydes and substituted acetophenones in ethanol using sodium hydroxide as a base, according to the reported procedure [36]. To the chalcones (2a-2l), 5.0ml formic acid and hydrazine hydrate (0.5ml, 10mmol) were added dropwise and then the reaction mixture was refluxed for 4-6h. The progress of the reaction was monitored by TLC (thin layer chromatography) in ethyl acetate and hexane (1:3) as effluent. After the completion of reaction, the warm reaction mixture was poured into ice-cold water and neutralized by a 1M NaOH solution. The precipitate was filtered off, washed with cold water and dried in vacuum desiccator over fused CaCl2 and recrystallized in chloroform affording pyrazoline derivatives (3a-3l). The synthesis of pyrazoline derivatives is shown in Scheme 1 .

References: [1]Bioorganic Chemistry,2021,vol. 108.

25
[ 288-88-0 ]
[ 28081-19-8 ]
C₁₉H₁₈N₄O [ No CAS ]