39769-09-0|4-Fluoro-N-(4-fluorobenzylidene)aniline| Ambeed

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Quality Control of [ 39769-09-0 ] Purity: 95% SDS Specification

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Product Details of [ 39769-09-0 ]

CAS No. :	39769-09-0
Formula :	C₁₃H₉F₂N
M.W :	217.21
SMILES Code :	FC1=CC=C(/C=N/C2=CC=C(F)C=C2)C=C1
MDL No. :	MFCD00017950
InChI Key :	FRNJXANITCYEMD-UHFFFAOYSA-N
Pubchem ID :	2734613

Safety of [ 39769-09-0 ]

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H302-H315-H318-H335
Precautionary Statements:	P261-P280-P305+P351+P338
Class:	8
UN#:	1759
Packing Group:	Ⅲ

Application In Synthesis of [ 39769-09-0 ]

* 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 [ 39769-09-0 ]

[ 39769-09-0 ] Synthesis Path-Downstream 1~48

1
[ 459-57-4 ]
[ 371-40-4 ]
[ 39769-09-0 ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol; for 1.0h;Reflux;	General procedure: An equimolar mixture of 4-substituted aniline (1) (10.0 g, 0.078 mol), 4-fluorobenzaldehyde (2) (9.72 g, 0.078 mol) in ethanol (100 mL) were refluxed for 1 h, pyruvic acid (10.30 g, 0.117 mol) and trifluoroacetic acid (1 mL) were then added to the reaction mass and further refluxed for 12 h. After completion of the reaction, the reaction mixture was poured into ice-cold water. The solid product obtained was filtered, washed with water and recrystallized using ethanol.
	In chlorobenzene; for 1.0h;Reflux;	General procedure: In a 25 mL round-bottom flask, amine (0.8 mmol, 1.0 equiv.) and aldehyde (0.9 mmol, 1.1equiv.) were dissolved in 10 mL of chlorobenzene and refluxed with azeotropic removal of water. After 1 h, half of the solvent was distilled off and 2-diazomalonate (4a-e), 1.6 mmol,2.0 equiv.) was added. The mixture was then refluxed overnight, and the reaction progress was followed via TLC. When no more diazo compound was detectable (20-24 h), the solvent was evaporated in vacuo and the resulting mixture was purified by column chromatography on silica gel with a linear gradient (0-20%) of acetone in n-hexane (total volume of eluent,450 mL) to provide pure compounds 6a-p. In case of volatile aldehyde or amine, they were reacted in chlorobenzene at room temperature overnight in the presence of 4 Å molecular sieves. The latter was filtered off before proceeding with the addition of 4 and heating. Compounds 6a, 6d, 6g, 6l, 6n, 6p were prepared with the use of presynthesized imines.

References: [1]Angewandte Chemie - International Edition,2020,vol. 59,p. 4121 - 4130.
Angew. Chem.,2020,vol. 132,p. 4150 - 4159,10.
[2]Phosphorus, Sulfur and Silicon and the Related Elements,1994,vol. 97,p. 209 - 222.
[3]Journal of Organic Chemistry,2006,vol. 71,p. 3141 - 3148.
[4]Journal of Fluorine Chemistry,2008,vol. 129,p. 701 - 706.
[5]European Journal of Medicinal Chemistry,2012,vol. 54,p. 900 - 906.
[6]RSC Advances,2015,vol. 5,p. 55100 - 55108.
[7]ACS Combinatorial Science,2017,vol. 19,p. 702 - 707.
[8]Journal of Organic Chemistry,2018,vol. 83,p. 11886 - 11895.
[9]Organic and Biomolecular Chemistry,2018,vol. 16,p. 9368 - 9372.
[10]Synlett,2020,vol. 31,p. 1273 - 1276.
[11]Crystal Growth and Design,2012,vol. 12,p. 5096 - 5110,15.

2
[ 39769-09-0 ]
[ 762-04-9 ]
1-[(4-fluorophenyl)-amino]-1-(4-fluorophenyl)-O,O-diethyl-methanephosphonate [ No CAS ]

References: [1]Phosphorus, Sulfur and Silicon and the Related Elements,1994,vol. 97,p. 209 - 222.

3
[ 39769-09-0 ]
(3S)-hydroxy-γ-butyrolactone [ No CAS ]
(3S,4S)-3-((S)-1,2-Dihydroxy-ethyl)-1,4-bis-(4-fluoro-phenyl)-azetidin-2-one [ No CAS ]
(3S,4R)-3-((S)-1,2-Dihydroxy-ethyl)-1,4-bis-(4-fluoro-phenyl)-azetidin-2-one [ No CAS ]

References: [1]Journal of Organic Chemistry,1999,vol. 64,p. 3714 - 3718.

Yield	Reaction Conditions	Operation in experiment
	In water;	General procedure: General procedures for the syntheses of the iminesMethod A: To a solution of the aniline derivative (1 eq) in abs. ethanol the corresponding aldehyde (1 eq) was added and stirred for 3 h at room temperature. The solvent was evaporated and the crude product was purified by crystallization (3a-c). Method B: The aniline derivative (1 eq) was dissolved in a mixture of ethyl L-lactate and water, and the corresponding aldehyde (1 eq) was added. The solution was stirred till all compounds were dissolved. The immediately formed crystals were filtered, washed with cold water and dried in vacuo to give the product. (3d-h)

5
[ 67-56-1 ]
[ 39769-09-0 ]
[ 637-60-5 ]
[ 619-66-9 ]
4-[1-(2,6-dichloro-4-methyl-phenyl)-4,5-bis-(4-fluoro-phenyl)-4,5-dihydro-1<i>H</i>-[1,2,4]triazol-3-yl]-benzoic acid methyl ester [ No CAS ]

References: [1]Synthesis,2005,p. 3535 - 3540.

6
[ 39769-09-0 ]
[ 103-80-0 ]
1,2-bis(4-fluorophenyl)-1,4-dihydro-2H-isoquinolin-3-one [ No CAS ]

References: [1]Synthesis,2006,p. 1775 - 1780.

7
[ 39769-09-0 ]
[ 4521-61-3 ]
CH₂C₅F₂OCH₂OCH₂OC₁₅H₁₄ON⁽¹⁺⁾*Cl^(1-) [ No CAS ]

References: [1]Organic Letters,2007,vol. 9,p. 3085 - 3088.

8
[ 39769-09-0 ]
2,3-bis(4-fluorophenyl)-4,5,6-trimethoxy-2,3-dihydro-isoindol-1-one [ No CAS ]

References: [1]Organic Letters,2007,vol. 9,p. 3085 - 3088.

9
bis(cyclopentadienyl)(tert-butylimido)(tetrahydrofuran)zirconium(IV) [ No CAS ]
[ 39769-09-0 ]
Cp₂Zr[N(tBu)CH(p-F-C₆H₄)N(p-F-C₆H₄)] [ No CAS ]

References: [1]Journal of the American Chemical Society,2000,vol. 122,p. 751 - 761.

10
[ 124-38-9 ]
[ 39769-09-0 ]
[ 124573-82-6 ]

References: [1]Journal of Fluorine Chemistry,2008,vol. 129,p. 701 - 706.

11
[ 72047-94-0 ]
[ 39769-09-0 ]
(R)-1,2-bis(4-fluorophenyl)-4-methylenepyrrolidine [ No CAS ]
(S)-1,2-bis(4-fluorophenyl)-4-methylenepyrrolidine [ No CAS ]

References: [1]Journal of the American Chemical Society,2012,vol. 134,p. 4941 - 4954.

12
[ 39769-09-0 ]
[ 1394063-77-4 ]

References: [1]European Journal of Medicinal Chemistry,2012,vol. 54,p. 900 - 906.

13
[ 39769-09-0 ]
[ 1394063-78-5 ]

References: [1]European Journal of Medicinal Chemistry,2012,vol. 54,p. 900 - 906.

14
[ 39769-09-0 ]
[ 1394063-79-6 ]

References: [1]European Journal of Medicinal Chemistry,2012,vol. 54,p. 900 - 906.

15
[ 39769-09-0 ]
[ 1394063-80-9 ]

References: [1]European Journal of Medicinal Chemistry,2012,vol. 54,p. 900 - 906.

16
[ 39769-09-0 ]
[ 1394063-81-0 ]

References: [1]European Journal of Medicinal Chemistry,2012,vol. 54,p. 900 - 906.

17
[ 39769-09-0 ]
[ 127-17-3 ]
[ 1543-31-3 ]

Yield	Reaction Conditions	Operation in experiment
9.5 g	With trifluoroacetic acid; In ethanol; for 12.0h;Reflux;	General procedure: An equimolar mixture of 4-substituted aniline (1) (10.0 g, 0.078 mol), 4-fluorobenzaldehyde (2) (9.72 g, 0.078 mol) in ethanol (100 mL) were refluxed for 1 h, pyruvic acid (10.30 g, 0.117 mol) and trifluoroacetic acid (1 mL) were then added to the reaction mass and further refluxed for 12 h. After completion of the reaction, the reaction mixture was poured into ice-cold water. The solid product obtained was filtered, washed with water and recrystallized using ethanol.

References: [1]European Journal of Medicinal Chemistry,2012,vol. 54,p. 900 - 906.

18
[ 39769-09-0 ]
[ 28123-63-9 ]
[ 1419182-42-5 ]

References: [1]Medicinal Chemistry Research,2013,vol. 22,p. 4253 - 4262.

19
[ 39769-09-0 ]
[ 80143-73-3 ]

References: [1]RSC Advances,2014,vol. 4,p. 2596 - 2600.
[2]Organic and Biomolecular Chemistry,2018,vol. 16,p. 9368 - 9372.
[3]Journal of Organic Chemistry,2018,vol. 83,p. 11886 - 11895.
[4]RSC Advances,2015,vol. 5,p. 55100 - 55108.
[5]Chemistry - A European Journal,2015,vol. 21,p. 7540 - 7555.
[6]Journal of the American Chemical Society,2020,vol. 142,p. 14513 - 14521.

20
[ 39769-09-0 ]
[ 97-62-1 ]
1,4-bis(4-fluorophenyl)-3,3-dimethylazetidin-2-one [ No CAS ]

References: [1]MedChemComm,2014,vol. 5,p. 57 - 63.

21
[ 39769-09-0 ]
[ 1587696-71-6 ]
[ 1587696-72-7 ]

References: [1]MedChemComm,2014,vol. 5,p. 57 - 63.

22
[ 39769-09-0 ]
N-(4-fluorobenzyl)-N-(4-fluorophenyl)thiophene-2-carboxamide [ No CAS ]

References: [1]RSC Advances,2015,vol. 5,p. 55100 - 55108.

23
[ 39769-09-0 ]
N-(4-fluorobenzyl)-5-chloro-N-(4-fluorophenyl)thiophene-2-carboxamide [ No CAS ]

References: [1]RSC Advances,2015,vol. 5,p. 55100 - 55108.

24
C₃₄H₃₇N₆ORu⁽¹⁺⁾*BF₄^(1-) [ No CAS ]
[ 39769-09-0 ]
C₄₅H₄₂F₂N₆ORu⁽¹⁺⁾ [ No CAS ]

References: [1]Chemistry - A European Journal,2015,vol. 21,p. 7540 - 7555.

25
[ 108-30-5 ]
[ 39769-09-0 ]
C₁₇H₁₃F₂NO₃ [ No CAS ]
C₁₇H₁₃F₂NO₃ [ No CAS ]

References: [1]RSC Advances,2016,vol. 6,p. 83808 - 83813.

26
[ 108-55-4 ]
[ 39769-09-0 ]
C₁₈H₁₅F₂NO₃ [ No CAS ]
C₁₈H₁₅F₂NO₃ [ No CAS ]

References: [1]RSC Advances,2016,vol. 6,p. 83808 - 83813.

27
[ 4160-82-1 ]
[ 39769-09-0 ]
C₂₀H₁₉F₂NO₃ [ No CAS ]
C₂₀H₁₉F₂NO₃ [ No CAS ]

References: [1]RSC Advances,2016,vol. 6,p. 83808 - 83813.

28
[ 6852-54-6 ]
[ 39769-09-0 ]
bis(tert-butylazanidylene)bis(2,2-dimethylpropan-1-uid-1-yl)molybdenumtetrakis(ylium) immobilized on partially dehydroxylated silica [ No CAS ]
[ 6852-58-0 ]
N-benzylidene-4-fluoroaniline [ No CAS ]
N-tert-butyl-1-(4-fluorophenyl)methanimine [ No CAS ]
[ 82605-86-5 ]

References: [1]Organometallics,2017,vol. 36,p. 1550 - 1556.

29
[ 6852-54-6 ]
[ 39769-09-0 ]
bis([2,6-bis(propan-2-yl)phenyl]azanidylene})bis(2,2-dimethylpropan-1-uid-1-yl)molybdenumtetrakis(ylium) immobilized on partially dehydroxylated silica [ No CAS ]
N-benzylidene-4-fluoroaniline [ No CAS ]
N-(4-fluorobenzylidene)-2,6-diisopropylbenzeneamine [ No CAS ]
[ 117696-79-4 ]
[ 82605-86-5 ]

References: [1]Organometallics,2017,vol. 36,p. 1550 - 1556.

30
[ 39769-09-0 ]
C₈H₄FN₃ [ No CAS ]
[ 189114-61-2 ]
C₂F₆NO₄S₂^(1-)*C₃₃H₂₀F₅N₂⁽¹⁺⁾ [ No CAS ]

References: [1]Angewandte Chemie - International Edition,2017,vol. 56,p. 5035 - 5039.
Angew. Chem.,2017,vol. 129,p. 5117 - 5121.

31
[ 110-15-6 ]
[ 39769-09-0 ]
C₁₇H₁₃F₂NO₃ [ No CAS ]
C₁₇H₁₃F₂NO₃ [ No CAS ]