Category: 1535-73-5

Electric Literature of 1535-73-5, 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 1535-73-5 as follows.

General procedure: An equimolar mixture of trifluoromethoxyaniline 1 or 2 (5.65 mmol) and the corresponding activated enol ether 3a-h was heated under reflux for 2-120 min (TLC detection). If necessary, methanol or ethanol was used as solvent. Once the reaction was complete, it was cooled to room temperature and the solids formed were separated by suction, washed with hexanes and dried to give enamines 4-5a-h. Isolated enamines 4-5a-h were characterized and used in the subsequent steps.

According to the analysis of related databases, 1535-73-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Plevova, Kristina; Briestenska, Katarina; Colobert, Francoise; Mistrikova, Jela; Milata, Viktor; Leroux, Frederic R.; Tetrahedron Letters; vol. 56; 36; (2015); p. 5112 – 5115;,
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Adding a certain compound to certain chemical reactions, such as: 1535-73-5, name is 3-Trifluoromethoxyaniline, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1535-73-5, SDS of cas: 1535-73-5

General procedure: An equimolar mixture of trifluoromethoxyaniline 1 or 2 (5.65 mmol) and the corresponding activated enol ether 3a-h was heated under reflux for 2-120 min (TLC detection). If necessary, methanol or ethanol was used as solvent. Once the reaction was complete, it was cooled to room temperature and the solids formed were separated by suction, washed with hexanes and dried to give enamines 4-5a-h. Isolated enamines 4-5a-h were characterized and used in the subsequent steps.

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Reference:
Article; Plevova, Kristina; Briestenska, Katarina; Colobert, Francoise; Mistrikova, Jela; Milata, Viktor; Leroux, Frederic R.; Tetrahedron Letters; vol. 56; 36; (2015); p. 5112 – 5115;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, molecular formula is C7H6F3NO, 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. name: 3-Trifluoromethoxyaniline

To a solution of 1.5 mmol N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (EDC*HCl) and 1 mmol 4-dimethylaminopyridine (DMAP) in 2 ml dichloromethane were added 1.5 mmol 3-substituted aniline and the solution stirred at ambient temperature for 5 min. This solution was then added to 1 mmol of substituted benzoic or nicotinic acid and the solution stirred at ambient temperature for 18 hours. The reaction mixture was filtered through a cartridge filled with 5g SCX/silica gel 2:3, pre-washed with 10 ml methanol and 20 ml dichloromethane, and the reaction product eluted with 50 ml dichloromethane. Evaporation provided the benzanilides or nicotinanilides typically as solids.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1535-73-5, its application will become more common.

Reference:
Article; Stalder, Henri; Hoener, Marius C.; Norcross, Roger D.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 4; (2011); p. 1227 – 1231;,
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Synthetic Route of 1535-73-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1535-73-5, name is 3-Trifluoromethoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of NBS (20.1 g, 111.9 mmol) in DMF (40 mL) was added drop wise to a solution of 3-trifluoromethylaniline (20.0 g, 112.9 mmol) in DMF (80 mL) at room temperature over 40 minutes. The reaction mixture was stirred overnight.After 12 h, the reaction mixture was poured into water and extracted with EtOAc and the organic layer was dried over anhydrous Na2SO4. Concentration in vacuo gave 26 g of Preparation 67A. [00514] MS (ES): m/z = 256.2 [M+lf .

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/3077; (2008); A1;,
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Ether | (C2H5)2O – PubChem

Application of 1535-73-5,Some common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, molecular formula is C7H6F3NO, 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) (3-Trifluoromethoxy-phenylamino)-acetonitrile; A mixture of 3-(trifluoromethoxy)aniline (1.00 g, 5.64 mmol), bromoacetonitrile (745 mg, 6.21 mmol), sodium iodide (1.86 g, 12.4 mmol), and sodium carbonate (858 mg, 6.21 mmol) in CH3CN (15 mL) was heated at reflux for 18 h, then partitioned between water and EtOAc. The organic layer was washed with brine, dried (MgSO4), filtered, and evaporated. Chromatography (SiO2; heptane/EtOAc gradient) afforded the title compound (904 mg, 74percent). Brown liquid, MS: 215.2 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Trifluoromethoxyaniline, its application will become more common.

Reference:
Patent; Adam, Jean-Michel; Aebi, Johannes; Binggeli, Alfred; Green, Luke; Hartmann, Guido; Maerki, Hans P.; Mattei, Patrizio; Ricklin, Fabienne; Roche, Olivier; US2010/22518; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 1535-73-5,Some common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, molecular formula is C7H6F3NO, 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: A microwave vial (2?5mL) was charged with 1 equiv of mon-subtituted triazine in acetonitrile. Then 1.1 equiv of DIPEA and 1 equiv of aryl amine derivative were added. The vial was sealed and heated under microwave irradiated between 10 and 180 min at 150°C. After completion of the reaction (monotored by TLC), the solvent was removed by vacuum evaporation. The resultant mixture was dissolved in EtOAc or CH2Cl2, a solution of 2N HCl was added then water. The layer organic was extracted whit EtOAc or CH2Cl2 and dried with MgSO4, The product was purified by silica gel chromatography or recrisallized in ethanol 95.

The synthetic route of 1535-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tber, Zahira; Wartenberg, Mylene; Jacques, Jean-Eddy; Roy, Vincent; Lecaille, Fabien; Warszycki, Dawid; Bojarski, Andrzej J.; Lalmanach, Gilles; Agrofoglio, Luigi A.; Bioorganic and Medicinal Chemistry; vol. 26; 14; (2018); p. 4310 – 4319;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 1535-73-5, These common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, 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: A solution of corresponding aniline (9.32mmol) and diethyl ethoxymethylenemalonate (9.32mmol) in ethanol (20mL) was heated at 90C for 18h. After the solvent was removed under reduced pressure, the residue was extracted with ethyl acetate and water. The organic layer was washed with brine, dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by open column chromatography (eluent: n-hexane/ethyl acetate=4 : 1) to give corresponding compound 16-27.

The synthetic route of 1535-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mori, Shuichi; Iinuma, Hiroto; Manaka, Noriaki; Ishigami-Yuasa, Mari; Murayama, Takashi; Nishijima, Yoshiaki; Sakurai, Akiko; Arai, Ryota; Kurebayashi, Nagomi; Sakurai, Takashi; Kagechika, Hiroyuki; European Journal of Medicinal Chemistry; vol. 179; (2019); p. 837 – 848;,
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Electric Literature of 1535-73-5,Some common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, molecular formula is C7H6F3NO, 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) [3-(trifluoromethoxy)phenyl]hydrazine hydrochloride 3-(Trifluoromethoxy)aniline (3.68 ml) was dissolved in 6 M hydrochloric acid (71 ml), and an aqueous solution (4.7 ml) of sodium nitrite (2.08 g) was added dropwise over 20 min at -5° C. Tin (II) chloride (1.954 ml) was dissolved in 6 M hydrochloric acid (25 ml), and the solution was cooled to -5° C., and added quickly to the above-mentioned reaction mixture at -5° C. The mixture was stirred at -5° C. for 2 hr, and the precipitated solid was collected by filtration, washed with 0.1M hydrochloric acid, and dried under reduced pressure to give the title compound (2.72 g). 1H NMR (300 MHz, CDCl3) delta 6.81-7.03 (3H, m), 7.41 (1H, t, J=8.3 Hz), 8.64 (1H, br. s.), 10.35 (2H, br. s.)

The synthetic route of 1535-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yoshikawa, Masato; Suzuki, Shinkichi; Hasui, Tomoaki; Fushimi, Makoto; Kunitomo, Jun; Kamisaki, Haruhi; Taniguchi, Takahiko; US2013/150344; (2013); A1;,
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Electric Literature of 1535-73-5, The chemical industry reduces the impact on the environment during synthesis 1535-73-5, name is 3-Trifluoromethoxyaniline, I believe this compound will play a more active role in future production and life.

To Z>zs-(2-chloroethyl)amme hydrochloride (0.2 g, 1.12 mmol) was added 3-trifloromethoxy aniline (0.3 g, 1.68 mmol). The reaction was heated at 190″C for 5 min in a microwave reactor. The residue was neutralized with saturated sodium bicarbonate solution. Aqueous layer was extracted with EtOAc (3x). The combined organic phase was dried over MgSO4 and concentrated. The residue was purified on 2×1000 micron preparative thin layer chromatography plates eluting with 10percent methanol in dichloromethane to give the title compound. IH NMR (500 MHz, CDCl3) delta 7.2 (m, IH), 6.8 (d, 2H, J = 10.3 Hz), 6.71 (s, IH), 6.68 (d, 2H), 3.18 (m, 4H), 3.04 (m, 4H). LC/MS 247 (M+l); HPLC 2.04 min.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-Trifluoromethoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2007/70173; (2007); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 1535-73-5, name is 3-Trifluoromethoxyaniline, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1535-73-5, Computed Properties of C7H6F3NO

[00310] A reaction vial was charged with 2-benzyl-5-chloro-l,2,3,4-tetrahydro-2,6-naphthyridine(25.00 mg, 0.09662 mmol), 3-(trifluoromethoxy)aniline (42.8 mg, 0.000242 mol), tris(dibenzylideneacetone)dipalladium(0) (2.2 mg, 0.0000024 mol), xantphos (3 mg, 0.000005 mol), sodium tert-butoxide (14 mg, 0.00014 mol), and toluene (0.500 mL, 0.00469 mol) and tert-butyl alcohol (0.1 mL, 0.001 mol) and the vial was flushed with argon. The reaction mixture was then stirred at 110 0C in a microwave for 30 minutes. The reaction mixture was then filtered and solvent removed and the residue purified by prep HPLC to get the pure compound as a yellow solid. MS (M+H)= 400.4;1H-NMR (CDCl3): (400 MHz) 88.03 (d, 7=4.66 Hz, IH), 7.61 (bs, lH),7.48-7.44 (m, 2H), 7.40-7.28 (m, 5H), 6.83 (d, J=7.98 Hz, IH), 6.51 (d, 7=5.1 1 Hz, IH), 6.25 (bs, IH), 3.85 (s, 2H), 3.70 (s, 2H), 3.00 (t, J=5.50 Hz, 2H), 2.76 (t, 7=5.50 Hz, 2H)

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-Trifluoromethoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RENOVIS, INC.; WO2009/11904; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem