Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, belongs to chlorides-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 61881-19-4, Product Details of 61881-19-4

To 6 (5.0 g, 5 mmol) and N-phenyl trifluoroacetimidoyl chloride (1.6 g, 7.5 mmol, 1.5 eq) in acetone (103.0 ml) was added K2CO3 (1.0 g, 7.5 mmol, 1.5 eq). The mixture was stirred at room temperature for 1 h. The reaction was monitored by TLC (hexane : ethyl acetate = 2:1) .The mixture was filtered, concentrated, and purified by silica gel column chromatography (hexane : ethyl acetate = 4:1) to obtain the 9 (5.7 g, 96%) as white solid. m. p.132 – 134 oC. [alpha]25D = – 213.6 (c = 1.00 in CHCl3).1H NMR (400 MHz, CDCl3) delta 8.49 – 6.58 (m, 36H), 6.28 (d, J = 10.5 Hz, 1H), 6.01 (d, J = 3.2 Hz, 1H), 5.93 (dd, J = 10.5, 3.4 Hz, 1H), 5.76 (s, 1H), 5.65 (dd, J = 10.5, 3.1 Hz, 1H), 4.98 (d, J = 8.9 Hz, 1H), 4.55 – 4.34 (m, 4H), 4.17 (d, J = 12.0 Hz, 1H), 3.98 (dd, J = 13.1, 1.8 Hz, 1H), 3.92 (d, J = 9.6 Hz, 1H), 1.75 (s, 3H). 13C NMR (100 MHz, CDCl3) delta 170.1-164.83 (C, C=O), 143.2 (C, N-C), 141.0 (F3CC=N), 133.6-128.1 (C, Ar), 124.9, 119.2,116.2 (q, CF3), 106.3, 99.1, 70.2, 69.9, 69.7, 69.1, 68.5, 66.8, 63.9, 63.3, 61.9, 58.3, 20.3. ESI-MS (m/z) : [M+Na]+ : calcd for C62H52F3NO18Na+ 1202.3029, found 1202.3028.

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, 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Hongliang; Wang, Hengtao; Xu, Qiulong; Lu, Rui; Cao, Yunhua; Wang, Zhefeng; Tang, Pingping; Lin, Feng; Li, Yingxia; Carbohydrate Research; vol. 448; (2017); p. 6 – 9;,
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Reference of 110407-59-5, A common heterocyclic compound, 110407-59-5, name is 2-Chloro-4-fluorobromobenzene, molecular formula is C6H3BrClF, 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.

Step C: Preparation of a-(2-chloro-4-fluorophenyl)-2 -methyl- 1 -(2,4,6- trifluorophenyl)- lH-imidazole-5 -methanolTo a mixture of l-bromo-2-chloro-4-fluorobenzene (2.35 mL, 19.3 mmol) in tetrahydrofuran (15 mL) at -2 to -3 C was added isopropylmagnesium chloride lithium chloride (1.3 M in tetrahydrofuran, 15 mL, 19.5 mmol) dropwise over ten minutes. The reaction mixture was stirred for 1.5 h at 0 to 5 C, and then 2 -methyl- 1 -(2,4,6- trifluorophenyl)-lH-imidazole-5-carboxaldehyde (i.e. the product of Step B) (2.32 g, 9.65 mmol) in tetrahydrofuran (8 mL) was added dropwise over 10 minutes while maintaining the reaction temperature at about 0 to 5 C. After 1 h, saturated aqueous ammonium chloride solution (10 mL) was added dropwise to the reaction mixture, and the mixture was extracted with ethyl acetate (2 x 25 mL). The combined organic layers were washed with aqueous sodium chloride solution, dried over magnesium sulfate, filtered and concentrated under reduced pressure at 45 C until a slurry was obtained. Hexanes were added to the resulting slurry (with agitation) and the mixture was allowed to cool to ambient temperature (about 20 C). The resulting precipitate was collected on a sintered glass frit funnel, washed ethyl acetate/hexanes (1 : 1, 3 mL), and allowed to air dry to provide the title compound, a compound of the present invention, as a tan solid (1.866 g)..H NMR (DMSO- ) delta delta 7.5 (m, 3H), 7.38 (m, 1H), 7.20 (m, 1H), 6.43 (s, 1H), 5.96 (m, 1H), 5.64 (m, 1H), 2.05 (s, 3H).

The synthetic route of 110407-59-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; LONG, Jeffrey, Keith; BEREZNAK, James, Francis; KAR, Moumita; TAGGI, Andrew, Edmund; CHEN, Yuzhong; WO2012/44650; (2012); A1;,
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Reference of 14862-52-3, 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. 14862-52-3 name is 3,5-Dibromochlorobenzene, 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.

Synthesis of compound (1-1) Intermediate (A-1): Synthesis of N^N’.N’-Tetrakis-biphenyl^-yl-S- chloro-benzene-1,3-diamine Tri-ieri-butylphosphine (11.1 mL of a 1.0 M solution in toluene, 11.1 mmol), palladium acetate (1.25 g, 5.55 mmol) and cesium carbonate (75.0 g, 232 mmol) are added to a solution of bis-biphenyl-4-yl-amine (CAS Nr. 102113- 98-4) (59.0 g, 185 mmol) and ,3-Dibromo-5-chloro-benzene (25 g, 92 mol) in degassed toluene (600 ml), and the mixture is heated under reflux for 2 h. The reaction mixture is cooled to room temperature, extended with toluene and filtered through Celite. The filtrate is evaporated in vacuo, and the residue is crystallised from heptane/toluene. Yield: 67.7g, 75%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dibromochlorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; MERCK PATENT GMBH; MUJICA-FERNAUD, Teresa; MONTENEGRO, Elvira; PFISTER, Jochen; (103 pag.)WO2016/78738; (2016); A1;,
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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. 220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride, A new synthetic method of this compound is introduced below., Computed Properties of C6H2ClF3O2S

General procedure: To a solution of 500 mg of 6-(4-amino-phenyl)-1H-pyrazolo[3,4-b]pyrazin-3-ylamine hydrochloride and 397 mg of 2-fluoro-5-methyl-benzenesulfonyl chloride in 4 ml DCM, 0.16 ml pyridine were added and the reaction mixture was stirred for 16 h at RT. Then, the solvents were removed under reduced pressure and the crude product was purified by chromatography on silica gel eluting with a gradient of n-heptane/EtOAc. The fractions containing the product were combined and the solvent evaporated under reduced pressure. The title compound was prepared by adapting the procedures described in example 19, employing 2,4,5-trifluoro-benzenesulfonyl chloride instead of 2-fluoro-5-methyl-benzenesulfonyl chloride. MS (ES+): m/e = 421.1 (M+H).

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; SANOFI; Nazare, Marc; Halland, Nis; Schmidt, Friedemann; Weiss, Thilo; Hofmeister, Armin; EP2570415; (2013); A1;,
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Related Products of 118754-53-3, The chemical industry reduces the impact on the environment during synthesis 118754-53-3, name is 4-Bromo-3,5-dichlorobenzotrifluoride, I believe this compound will play a more active role in future production and life.

Stille Coupling Procedure: 1-Bromo-2,6-dichloro-4-trifluoromethylbenzene(3; 1.205 g, 4.1 mmol) and tributylvinyltin (1.268 g, 4 mmol)were degassed with argon. Toluene (15 mL) was then added, degassed,and stirred. Pd(PPh3)4 (0.173 g, 0.15 mmol) was added and themixture was refluxed for 24 h. The crude product was concentratedby rotary evaporation and purified by silica gel column chromatographywith hexanes to give a colorless oil; yield: 0.562 g (57%).1H NMR (400 MHz, CDCl3): delta = 7.58 (s, 2 H), 6.70 (dd, J = 18, 12 Hz, 1H), 5.86 (dd, J = 17, 1.1 Hz, 2 H), 5.82 (dd, J = 12, 1.1 Hz, 2 H).13C NMR (100 MHz, CDCl3): delta = 138.6, 134.9, 130.6 (q, J = 34 Hz),130.0, 125.3 (q, J = 3.8 Hz), 124.4, 122.6 (q, J = 271 Hz).Anal. Calcd for C9H5Cl2F3: C, 44.85; H, 2.09. Found: C, 45.00; H, 2.25.

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, 4-Bromo-3,5-dichlorobenzotrifluoride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Miller, Daniel K.; Bailey, Christopher A.; Sammelson, Robert E.; Synthesis; vol. 47; 18; (2015); p. 2791 – 2798;,
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Electric Literature of 157590-59-5, 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. 157590-59-5, name is 4-Chloro-5-(trifluoromethyl)benzene-1,2-diamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

E. 6-Chloro-7-trifluoromethyl, 4-dihydro-2,3-quinoxalinedione A mixture of 3,4-diamino-6-chlorobenzotrifluoride (185 mg, 0.88 mmol) and oxalic acid dihydrate (117 mg, 0.93 mmol, used as received) in 2N HCl (4 mL) was refluxed at 170-5 C. for 3 h, then cooled to room temperature. The mixture was centrifuged and the liquid layer was removed. The yellow solid was washed twice by cold water (2*2 mL), collected by filtration, and dried at 60 C. with reduced pressure for 2 h, affording 180 mg of crude title compound (77.3%) as a light yellow powder. The crude product was dissolved in 1N NaOH (6 mL) and filtered. The filtrate was acidified to pH=6, affording 138 mg of title compound. It was recrystallized from DMSO/H2 O twice to give 102 mg of pure compound (43.9%) as yellow microcrystals. mp:>360 C. (dec. from 295 C.). IR (KBr, cm-1) 3425, 3200, 1731, 1706, 1625; 1400. 1 H NMR (DMSO-d6): delta7.274 (s, 1H); 7.478 (s, 1H); 12.145 (s, 2H). HRMS: calcd for C9 H4 ClF3 N2 O2 (M+) m/z: 263.9912; found: 263.9919.

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, 4-Chloro-5-(trifluoromethyl)benzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The State of Oregon, acting by and through The Oregon State Board of Higher Education, acting for and on behalf of The Oregon Health Sciences University; The University of Oregon; The Regents of the University of California; US5514680; (1996); A;,
Chloride – Wikipedia,
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Synthetic Route of 202197-26-0, These common heterocyclic compound, 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, 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.

Example 6 4-[3-chloro-4-(3-fluoro-benzyloxy)-phenylamino]-6-nitro-quinazoline In a flask equipped with a reflux condenser, 6-nitro-4-chloro-quinazoline 1.20 g (5.7 mmol) and 4-(3-fluorobenzyloxy)-3-chloroaniline 1.37 g (5.6 mmol) were dissolved into 80 mL of isopropanol, and the solution was refluxed for 3 h. Then a lot of yellow solid was deposited, which was filtered, dried under vacuum, and identified as the title compound. Yield: 67%. 1H-NMR (400 MHz, CDCl3): delta11.30(1H, br), 9.54-9.48 (1H, m), 8.45-8.41 (1H, m), 8.31-8.25 (1H, m), 7.98-7.89 (1H, m), 7.50-7.47 (1H, m), 7.35-7.26 (1H, m), 7.05-6.96 (1H, m), 6.90-6.80 (2H, m), 7.74-7.60 (2H, m), 4.84 (2H, s).

The synthetic route of 202197-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHANGHAI ALLIST PHARMACEUTICALS, INC.; US2008/300248; (2008); A1;,
Chloride – Wikipedia,
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Some common heterocyclic compound, 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, molecular formula is C6H3ClF2O2S, 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. COA of Formula: C6H3ClF2O2S

at room temperature,2-methyl-4-carbonyl-6,7,8,9-tetrahydropyrido [1,2-a] thiophene [2,3-d] pyrimidin-3-amine hydrochloride Compound 10 (0.31 g, 1m mol) was dissolved in anhydrous dichloromethane (10 ml), followed by addition3,5-difluorobenzenesulfonyl chloride (0.23 g, 1.1 mmol)Triethylamine (0.12 g, 1.2 mmol) was slowly added with stirring, stirred at room temperature overnight,Reaction to the material completely disappeared, dichloromethane extraction, concentration,Using a 5: 1 by volume petroleum ether: ethyl acetate column chromatography gradient elution,To give compound 10f; yield: 82% as a white solid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 210532-25-5, its application will become more common.

Reference:
Patent; Shandong University; Liu Zhi; Chen Ting; Zhang Baojie; Feng Ying; Luo Xinyu; Cui Deliang; (19 pag.)CN106749315; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 97329-43-6, name is 1-Bromo-2-chloro-3-methylbenzene, belongs to chlorides-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 97329-43-6, Formula: C7H6BrCl

General procedure: A mixture of arylaldehyde (0.1 g, 1 mmol), dihaloarene (0.565 g, 2 mmol), Pd(OAc)2 (0.022 g, 10.0 mol%), N-phenylpicolinamide (L7, 0.019 g, 15.0 mol%) and potassium hydrogen carbonate (0.5 g, 5 mmol) in tert-amyl alcohol (5.0 ml) was taken in 100.0 ml round bottom flask under N2 atmosphere and stirred for 120C for 24 h. Progress of the reaction was monitored continuously by TLC with ethyl acetate: hexane (2:3) eluent system. After completion of reaction, crude was poured into crushed ice and then filter the reaction mixture. Filtrate then extracted with ethyl acetate (3 times). Organic layer was separated, dried (over anhydrous Na2SO4) and evaporated under reduced pressure and purified by column chromatography to obtain desired product. Characterization data of compounds 3a, 3b, 3c, 3d, 3e, 3f, 3g, 3h, 3i, 3j, 3k, 3l, 3v and 3x were found exactly similar as reported in the literature (References of above compound are mentioned in Supplementary data).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Patel, Anuj; Shaikh, Mahommedumar; Chikhalia, Kishor; Tetrahedron; vol. 75; 2; (2019); p. 236 – 245;,
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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 210532-25-5 as follows. Formula: C6H3ClF2O2S

General procedure: A solution of 1,3-Bis(aminomethyl)benzene (100 mg, 0.73 mmol) and 0.25 ml triethylamine in 20 ml dichloromethane was stirred at 0 C. To this solution was slowly added appropriate benzamide or benzenesulfonamide (2.2 mmol) in 20 ml dichloromethane dropwise. After 10 minutes, the reaction mixture was then placed to ambient temperature and stirred for 2 hours. Upon completion, the reaction mixture was concentrated under reduced pressure. Purification by flash chromatography (silica gel, dichloromethane/methanol 40: 1) afforded a white solid.

According to the analysis of related databases, 210532-25-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chen, Yanmei; Liu, Bo; Ouyang, Liang; Pan, Dabo; Xiang, Honggang; Zhang, Jifa; Zhang, Jin; Chinese Chemical Letters; (2020);,
Chloride – Wikipedia,
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