Category: 53518-15-3

Reference of 53518-15-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 53518-15-3 as follows.

The Schiff base was synthesized from the condensation reaction between 7-amino-4-(trifluoromethyl)coumarin (0.2684g; 1.171mmol) and 20 2-amino-3-formylchromone (0.2216g; 1.171mmol) in 16 methanol (20cm3) which was heated under reflux for 3h. The resultant yellow solution was allowed to cool to room temperature before the light yellow precipitate was filtered and washed using cold methanol and 21 petroleum ether. Yield=50%; Melting point: 239.9-244.8C; Infrared (vmax/cm-1): nu(N-H) 3242, 3093 (br), nu(C=O) 1679 (s), nu(C=N) 1610 (s), nu(C-O-C) 1334 (s); 1H NMR (d6-DMSO/298K/ppm): 10.09 (s, 1H, H11), 9.59 (s, 2H, NH2), 8.05-8.01 (dd, J=7.7Hz, J=1.7Hz, 1H, H15), 7.76-7.70 (t, J=1.5Hz, J=1.1Hz, 3H, H17), 7.48-7.33 (m, 3H, H8, H16, H18), 6.68-6.64 (dd, J=8.8Hz, J=2.2Hz, 1H, H9), 6.53-6.50 (d, J=2.2Hz, 1H, H6), 6.43 (s, 1H, H3); 13C NMR (d6-DMSO/295K/ppm): 188.42 (C13), 175.58 (C20), 165.96 (C4), 159.86 (C19), 157.05 (C2), 154.57 (C11), 153.60 (C5), 134.59 (C7), 126.22 (C9), 126.20 (C14), 125.83 (C16), 125.70 (C1), 122.70 (C17), 117.34 (C15), 112.69 (C18), 107.92 (C10), 107.86 (C8), 102.23 (C6), 99.46 (C3), 99.14 (C12); UV-Vis (Methanol, lambdamax (epsilon, M-1cm-1)): 377nm (1361), 292nm (1297), 264nm (1785), 234nm (2698); TOF-MS (m/z): Calcd: 400.0671, Found: 400.0753 [M]+, 401.0750 [M+H]+, 402.0785 [M+2H]+.

According to the analysis of related databases, 53518-15-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jadoo, Barushka; Booysen, Irvin Noel; Akerman, Matthew Piers; Rhyman, Lydia; Ramasami, Ponnadurai; Polyhedron; vol. 144; (2018); p. 107 – 118;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 53518-15-3, name is 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, A new synthetic method of this compound is introduced below., Formula: C10H6F3NO2

In a 25 mL reaction tube, add coumarin 151 (45.8 mg, 0.2 mmol), sodium bromide (30.8 mg, 0.3 mmol), sodium bisulfate hydrate (55.2 mg, 0.4 mmol), water (72 mg, 4 mmol) And acetonitrile (2mL), stirred under the irradiation of three 2-watt LED lamps for 17 hours, after the reaction was completed, extracted, dried, filtered, concentrated, and separated by column chromatography to obtain a yellow solid 2q (48mg, 81%);

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; East China Normal University; Jiang Xuefeng; Lu Lingling; Li Yiming; (19 pag.)CN111138307; (2020); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 53518-15-3, These common heterocyclic compound, 53518-15-3, name is 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: The commercially available 7-aminocoumarin 1a,b (1.0 eq) was treated with benzoxazin-4-ones 2a-c (1.0 eq) in glacial acetic acid and the reaction was refluxed until the consumption of starting materials (TLC monitoring). The reaction mixture was cooled to r.t. and the obtained precipitate was filtered-off, washed with Et2O (3 * 10 ml) and dried under vacuum to afford the desired products 3a-f.

The synthetic route of 53518-15-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bozdag, Murat; Alafeefy, Ahmed Mahmoud; Altamimi, Abdul Malik; Vullo, Daniela; Carta, Fabrizio; Supuran, Claudiu T.; Bioorganic and Medicinal Chemistry; vol. 25; 2; (2017); p. 677 – 683;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 53518-15-3, These common heterocyclic compound, 53518-15-3, name is 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: The commercially available 7-aminocoumarin 1a,b (1.0 eq) was treated with benzoxazin-4-ones 2a-c (1.0 eq) in glacial acetic acid and the reaction was refluxed until the consumption of starting materials (TLC monitoring). The reaction mixture was cooled to r.t. and the obtained precipitate was filtered-off, washed with Et2O (3 * 10 ml) and dried under vacuum to afford the desired products 3a-f.

The synthetic route of 53518-15-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bozdag, Murat; Alafeefy, Ahmed Mahmoud; Altamimi, Abdul Malik; Vullo, Daniela; Carta, Fabrizio; Supuran, Claudiu T.; Bioorganic and Medicinal Chemistry; vol. 25; 2; (2017); p. 677 – 683;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 53518-15-3, name is 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, A new synthetic method of this compound is introduced below., Formula: C10H6F3NO2

General procedure: To synthesize Boc-Gly-AFC, 1 eq of Boc-Gly-OH and 1 eq of AFC2 were dissolved in anhydrous pyridine and cooled in a ice/NaCl bath to 15 C. To this mixture 1.4 eq of POCl3 was added dropwise in 10 min. The reaction was carried out at -15 C and the progress was monitored using TLC analysis. After the reaction was complete (60 min) the mixture was dissolved in ethyl acetate and extracted with 5% citric acid (2x), 5% NaHCO3 (2x),and brine (2x). The organic fraction was dried over MgSO4 and ethyl acetate was then removed under reduced pressure to obtain Boc-Gly-AFC, which was used for further synthesis without additional purification. In a separate synthesis N-acetylated tripeptides with the free carboxylic group at the C terminus were synthesized similarly as described previously and used without further purification (41). To synthesize Ac-peptide-Gly-AFC substrates, 1 eq of Boc-Gly-AFC was dissolved in 50% TFA in dichloromethane (with 2.5% of triisopropylsilane as a scavenger) and the Boc deprotection reaction was carried out for 30 min. After the reaction was completed, TFA and dichloromethane were removed under reduced pressure to obtain NH2-Gly-AFC. Next, NH2-Gly-AFC was dissolved solved in a minimal amount of N,N-dimethylformamide, followed by the addition of 1 eq of Ac-peptide-COOH and 1 eqof HBTU (O-benzotriazole-N,N,N’,N’-tetramethyluronium hexafluorophosphate). Finally, 3 eq of DIPEA (N,N-diisopropylethylamine) were added and the coupling reaction was carried out for 3 h. After the reaction was completed, as judged by HPLC analysis, the mixture was diluted in ethyl acetate and extracted with 5% citric acid (2x), 5% NaHCO3 (2x), and brine (2x). The organic fraction was dried over MgSO4 and the ethyl acetate was then removed under reduced pressure to obtain crude Ac-peptide-Gly-AFC. Next, all protecting groups were removed in 50% TFA in dichloromethane (with 2.5% of triisopropylsilane as a scavenger) for 1 h. Finally, the crude productwas purified by HPLC on a Waters M600 solvent delivery module with a Waters M2489 detector system using a semi-preparative Waters Spherisorb S10ODS2 column. The solvent composition was as follows: phase A (water, 0.1% TFA) and phase B (acetonitrile, 0.1% TFA). The purity of each compound was verified by an analytical HPLC system using a Waters Spherisorb S5ODS2 column. The molecular weight of each Ac-peptide-Gly-AFC substrate was determined by high-resolutionmass spectrometry using a High Resolution Mass Spectrometer WATERS LCT premier XE with Electrospray Ionization (ESI) and Time of Flight (TOF) module.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Rajkovi?, Jelena; Poreba, Marcin; Cagli?, Dejan; Vidmar, Robert; Wilk, Aleksandra; Borowik, Agata; Salvesen, Guy; Turk, Vito; Drag, Marcin; Turk, Boris; Journal of Biological Chemistry; vol. 290; 47; (2015); p. 28231 – 28244;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 53518-15-3,Some common heterocyclic compound, 53518-15-3, name is 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, molecular formula is C10H6F3NO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A vial was charged with S21 (60 mg, 0.117 mmol), oxalyl chloride (12 iiL, 0.141 mmol, 1.2 eq.) and DCM (1.00 mL) and the content was stirred at room temperature and ambient atmosphere for 30 minutcs. 7-amino-4-(trifluoromethyl) coumarin (81 mg, 0.352 mmol, 3 eq.) and DIEA (126 .tL, 0.704 mmol, 6 eq.) were then added and the contents were stirred for lh, after which the solvent was concentrated to dryness, and the crude product was purified by silica gel chromatography (0-30% EtOAc/DCM, linear gradient) to afford S7 (53 trig, 62%).?H NMR (CDC13, 400 MHz) 5 8.09-7.95 (m, 2H), 7.78 (m, 1H), 7.60 (td, J= 4.6, 2.2 Hz, 1H), 7.54 (if, J 5.6, 1.1 Hz, 1H),7.45 (m, 1H), 6.86 (d, J- 2.6 Hz, 1H), 6.76 (ddd, J 8.8, 3.7, 1.2 Hz, 2H), 6.62 (d, J 2.8 Hz, 1H), 6.60 (s, 1H), 6.42 (dd, J= 8.9, 2.7 Hz, 1H), 6.24 (dd, J- 8.8, 2.6 Hz, 1H), 3.88 (t, J 7.2 Hz, 4H), 3.81 (s, 3H), 3.65 (t, J= 6.2 Hz, 2H), 3.31 (t, J 6.6 Hz, 2H), 2.35 (p, J 7.2 Hz, 2H), 2.06 (p, J= 6.3 Hz, 2H), 0.71 (s, 3H), 0.59 (s, 3H).

The synthetic route of 53518-15-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HOWARD HUGHES MEDICAL INSTITUTE; LAVIS, Luke; JRADI, Fadi, M.; (109 pag.)WO2018/182811; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 53518-15-3, name is 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. HPLC of Formula: C10H6F3NO2

To a solution of 2 (1.40g, 6.11mmol), in 20mL CH2Cl2 was added triethylamine (1.78mL, 12.81mmol) and the solution was stirred at 35C for 20min. After cooling the system to room temperature, thiophosgene (1.40mL, 18.37mmol) was added dropwise and the mixture was stirred at 35C for 20min. The reaction was completed after 20min, as indicated by TLC (Hexanes:EtOAc=8:1). Excess of CSCl2 was removed by distillation in high vacuum. The orange precipitate was dissolved in 20mL CH2Cl2, filtered through silica gel for the removal of triethylamine hydrochloride, washed with 10mL dichloromethane, and dried in high vacuum to yield 1.37g (83.0%) of product as a light orange solid.mp: 119.7-120.8C. 1H NMR (300MHz, DMSO-d6): delta (ppm)=7.73-7.76 (m, 1H, ArH), 7.71 (d, 1H, J=2.1Hz, ArH), 7.50 (dd, 1H, J1=2.1Hz, J2=8.7Hz, ArH), 7.12 (s, 1H, C-CH-C=O). 13C NMR (75MHz, DMSO-d6) delta (ppm): 158.45, 154.83, 139.03, 138.59, 136.87, 134.37, 126.56, 123.65, 118.29, 115.13, 113.00. 19F NMR (282MHz, DMSO-d6) delta (ppm): -63.42. HR-ESI-MS (C11H4F3NO2S): m/z calcd for [M+H]+=271.9993, found=271.9987.

The synthetic route of 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Zheng-Yi; Su, Hong-Kui; Tong, Hong-Xiao; Yin, Yue; Xiao, Tangxin; Sun, Xiao-Qiang; Jiang, Juli; Wang, Leyong; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 200; (2018); p. 307 – 312;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 53518-15-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 53518-15-3 name is 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A vial was charged with S5 (9 mg, 0.011 mmol), 7-amino-4-(trifluoromethyl) coumarin (7 mg, 0.033 mmol, 3 eq.), HATU (12 mg, 0.033 mmol, 3 eq.), DIEA (19 1iL, 0.11 mmol, 10 eq.) and DIvIF (300 1iL). Contents were stirred at room temperature and ambient atmosphere for 24 h, after which the solvent was concentrated to dryness, and the crude product was purified by silica gel chromatography (0-5% MeOH/DCM, linear gradient) to afford PC-3F549-exHT (2 mg, 18%).?H NMR (CDC13, 400 MHz) 8.05 (d, J 7.9 Hz, 1H), 7.92 (d, J= 8.0 Hz, 1H), 7.49 (m, 2H), 7.30 (dd, J 8.9, 2.1 Hz, 1H), 7.17 (d, J= 2.1 Hz, 111), 6.79 (s, 1H), 6.65 (s, 1H), 6.57 (d, J 8.6 Hz, 2H), 6.12 (d, J 2.3 Hz, 2H), 6.02 (dd, J= 8.6, 2.3 Hz, 2H), 5.23 (s, 1H), 4.14 (s, 2H), 3.89 (t, J 7.3 Hz, 811),3.67 -3.50 (m, 18H), 3.45 (t, J 6.6 Hz, 211), 3.33 (d, J= 5.6 Hz, 2H), 2.37 (p, J= 7.2 Hz, 4H),1.77 (p,J= 6.7 Hz, 2H), 1.60 (d, J= 14.6 Hz, 2H), 1.44 (q, J 8.1, 6.8 Hz, 2H), 1.37 (d, J 7.0 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, and friends who are interested can also refer to it.

Reference:
Patent; HOWARD HUGHES MEDICAL INSTITUTE; LAVIS, Luke; JRADI, Fadi, M.; (109 pag.)WO2018/182811; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 53518-15-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 53518-15-3 as follows.

The Schiff base was synthesized from the condensation reaction between 7-amino-4-(trifluoromethyl)coumarin (0.2684g; 1.171mmol) and 20 2-amino-3-formylchromone (0.2216g; 1.171mmol) in 16 methanol (20cm3) which was heated under reflux for 3h. The resultant yellow solution was allowed to cool to room temperature before the light yellow precipitate was filtered and washed using cold methanol and 21 petroleum ether. Yield=50%; Melting point: 239.9-244.8C; Infrared (vmax/cm-1): nu(N-H) 3242, 3093 (br), nu(C=O) 1679 (s), nu(C=N) 1610 (s), nu(C-O-C) 1334 (s); 1H NMR (d6-DMSO/298K/ppm): 10.09 (s, 1H, H11), 9.59 (s, 2H, NH2), 8.05-8.01 (dd, J=7.7Hz, J=1.7Hz, 1H, H15), 7.76-7.70 (t, J=1.5Hz, J=1.1Hz, 3H, H17), 7.48-7.33 (m, 3H, H8, H16, H18), 6.68-6.64 (dd, J=8.8Hz, J=2.2Hz, 1H, H9), 6.53-6.50 (d, J=2.2Hz, 1H, H6), 6.43 (s, 1H, H3); 13C NMR (d6-DMSO/295K/ppm): 188.42 (C13), 175.58 (C20), 165.96 (C4), 159.86 (C19), 157.05 (C2), 154.57 (C11), 153.60 (C5), 134.59 (C7), 126.22 (C9), 126.20 (C14), 125.83 (C16), 125.70 (C1), 122.70 (C17), 117.34 (C15), 112.69 (C18), 107.92 (C10), 107.86 (C8), 102.23 (C6), 99.46 (C3), 99.14 (C12); UV-Vis (Methanol, lambdamax (epsilon, M-1cm-1)): 377nm (1361), 292nm (1297), 264nm (1785), 234nm (2698); TOF-MS (m/z): Calcd: 400.0671, Found: 400.0753 [M]+, 401.0750 [M+H]+, 402.0785 [M+2H]+.

According to the analysis of related databases, 53518-15-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jadoo, Barushka; Booysen, Irvin Noel; Akerman, Matthew Piers; Rhyman, Lydia; Ramasami, Ponnadurai; Polyhedron; vol. 144; (2018); p. 107 – 118;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 53518-15-3, name is 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. HPLC of Formula: C10H6F3NO2

EXAMPLE 61 Preparation of 7-[N’-(3,5-diaminopyrazol-4-ylidene)hydrazino]-4-trifluoromethylchroman-2-one In a manner similar to that described in Example 2, 7-[N’-(3,5-diaminopyrazol-4-ylidene)hydrazino]-4-trifluoromethylchroman-2-one was prepared from 7-amino-4-trifluoromethylchromen-2-one (0.25 g), malononitrile (0.15 g) and hydrazine hydrate (0.3 mL). The title compound (0.101 g) was isolated after purification by column chromatography.

The synthetic route of 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhang, Zaihui; Daynard, Timothy Scott; Sviridov, Serguei V.; Chafeev, Mikhail A.; Wang, Shisen; US2003/60453; (2003); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics