Month: August 2021

These common heterocyclic compound, 1137142-58-5, name is 2-Bromoimidazo[2,1-b][1,3,4]thiadiazole, 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. Product Details of 1137142-58-5

Intermediate K2-Bromo-5-nitro-imidazo[2,1-b][1,3,4]thiadiazole; Fuming nitric acid (0.15 mL) was added at 0C to a solution of 2-bromo- imidazo[2,1-b][1 ,3,4]thiadiazole (0.200 g, 1 mmol) in cone, sulfuric acid (0.24 mL), and the mixture was stirred for 5h. Ice was added, and stirring was continued for 30 min. The solid was filtered off, washed with cold water and dried to give the title compound (0.244 g; 83%)1H NMR (300 MHz, DMSO) delta 8.55 (s, 1 H) ppm.

The synthetic route of 2-Bromoimidazo[2,1-b][1,3,4]thiadiazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; KURZ, Guido; RICO FERREIRA, Maria del Rosario; SOILAN RODRIGUEZ, David; ORTEGA SORET, Miguel Angel; MARTINEZ GONZALEZ, Sonia; WO2011/121317; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 553-94-6, name is 2,5-Dimethylbromobenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 553-94-6

General procedure: To a flask containing Mg turnings (0.28 g, 14 mmol) was added p-bromotoluene (1.38 g, 8.0 mmol) in THF (8 mL) at room temperature. After being stirred for 2 h, DMF (1.3 mL, 12 mmol) was added to the reaction mixture. The obtained mixture was stirred for 2 h at room temperature. Then, aq NH3 (7 mL, 28-30%) and I2 (4.06 g, 1.6 mmol) were added to the reaction mixture. After being stirred overnight, the reaction mixture was poured into aq sat. Na2SO3 solution and extracted with CHCl3 (3 × 30 mL). The organic layer was dried over Na2SO4 and filtered. After removal of the solvent, the residue was purified by short column chromatography on silica gel (eluent: hexane / ethyl acetate = 9:1, v/v) to provide pure p-tolunitrile (0.77 g) in 67% yield. Most aromatic nitriles mentioned in this work are commercially available and were identified by comparison with the authentic samples.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 553-94-6.

Reference:
Article; Ishii, Genki; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron Letters; vol. 52; 18; (2011); p. 2404 – 2406;,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 52997-43-0, name is 7-(Bromomethyl)pentadecane, This compound has unique chemical properties. The synthetic route is as follows., Formula: C16H33Br

Compound 2. To a solution of compound 1 (1 g, 7.5 mmol) and KOH (421 mg, 7.5 mmol) in EtOH (50 mL) was stirred at 80 C for 4 h and then cooled to room temperature. After the solvent evaporated, 7-(bromomethyl)pentadecane dissolved in DMF( 50 mL) was added and the mixture was stirred at 120 C for 12 h. After reaction, dichloromethane (100 mL) and water (100 mL) were added and the layers were separated, the organic layer was collected and dried with anhydrous sodium sulfate and the solvent evaporated to afford a brownish red oil 2 (3-(2-hexyldecyl)-2-thioxothiazolidin-4-one).

According to the analysis of related databases, 52997-43-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Guo, Yiting; Zhang, Andong; Li, Cheng; Li, Weiwei; Zhu, Daoben; Chinese Chemical Letters; vol. 29; 3; (2018); p. 371 – 373;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 69321-60-4, These common heterocyclic compound, 69321-60-4, name is 2,6-Dibromotoluene, 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.

2?-methyl-3 ?-(4,4,5,5 -tetramethyl- 1,3 ,2-dioxaborolan-2-yl)- [1,1 ?-biphenyll -4-carbaldehyde (1 g,3.1 mmol), 1,3-dibromo-2-methylbenzene (1.57 g, 6.2 mmol), Pd(dppf)C12CH2C12 (0.178 g, 0.22 mmol)and potassium carbonate (1.3 g, 9.3 mmol) were suspended in 10 mL dioxane and 1 mL water. The mixture was sparged for 10 mm with argon and heated to 90 C in a heating block for 4 h. After cooling to room temperature, the reaction was diluted with EtOAc and brine. The organic layer was separated, dried with Na2SO4 and concentrated. Purified by silica gel chromatography (eluting with EtOAc-Hex) to provide 0.72 g (63%) of 3?-bromo-2?,2?-dimethyl-[ 1,1?: 3,1 ?-terphenylj-4-carbaldehyde.

The synthetic route of 69321-60-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; AKTOUDIANAKIS, Evangelos; APPLEBY, Todd; CHO, Aesop; DU, Zhimin; GRAUPE, Michael; GUERRERO, Juan A.; JABRI, Salman Y.; LAD, Lateshkumar Thakorlal; MACHICAO TELLO, Paulo A.; MEDLEY, Jonathan William; METOBO, Samuel E.; MUKHERJEE, Prasenjit Kumar; NADUTHAMBI, Devan; NOTTE, Gregory; PARKHILL, Eric Q.; PHILLIPS, Barton W.; SIMONOVICH, Scott Preston; SQUIRES, Neil H.; VENKATARAMANI, Chandrasekar; WANG, Peiyuan; WATKINS, William J.; XU, Jie; YANG, Kin Shing; ZIEBENHAUS, Christopher Allen; (724 pag.)WO2018/195321; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2270-59-9,Some common heterocyclic compound, 2270-59-9, name is 5-Bromo-2-methylpent-2-ene, molecular formula is C6H11Br, 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 mixture of 5-bromo-2-methylpent-2-ene (0.66 mL, 5.0 mmol) in CH3CN (15 mL) was added 2-hydroxyisoindoline-l,3-dione (3.33 g, 6.0 mmol) and DBU (4.5 mL, 30 mmol) was heated at 1000C for 4 h. Work-up analogous to the procedure described in Example 58 afforded2-(4-methylpent-3-enyloxy)isoindoline-l,3-dione (1.14g, 90%) as a viscous oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-2-methylpent-2-ene, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/97578; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 1000994-95-5, name is 1-Bromo-4-(1,1-difluoroethyl)benzene, A new synthetic method of this compound is introduced below., name: 1-Bromo-4-(1,1-difluoroethyl)benzene

Into a 1000-ml glass reaction vessel equipped with a stirring apparatus were placed 14.85 g (67.2 mmol) of Compound (4-1), 14.09 g (20.2 mmol) of dichlorobis(triph42enylphosphine)palladium(II), 32.6 g (87.4 mmol) of 2-(tributyltin)thiophene, and 450 ml of toluene. The mixture was reacted at an internal temperature of about 100 C. for 2 hours. Afier the completion of the reaction, the reaction solu5 tion was filtered with Celite, and then the solvent was concentrated. And then, inorganic substances were removed by filtration, and the filtrate was concentrated. The concentrate was purified by silica gel column chromatography (normal phase silica gel:potassium carbonate=90: 10 (weight ratio),hexane: 100 vol %). Subsequently, the resultant material was purified again by normal phase silica gel column chromatography (hexane: 100 vol %), to provide 9.8 g of Compound (4-2) in the form of a white solid.The properties of Compound (4-2) were as follows.?H-NMR (400 MHz, CDC13, oe (ppm)); 1.94 (3H, t, J=18.1 Hz), 7.09-7.26 (1H, m), 7.31-7.36 (2H, m), 7.51 (2H, d, J=8.6 Hz), 7.66 (2H, d, J=6.8 Hz)EI-MS; 224 (M+)

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; UBE INDUSTRIES, LTD.; Tokito, Shizuo; Kumaki, Daisuke; Shima, Hidetaka; Oda, Hiroyuki; Tanaka, Yasuhiro; Kakita, Kazuaki; Machida, Toshikazu; Yoneda, Yasuhiro; Omata, Youji; Shimano, Tetsuro; (55 pag.)US9290516; (2016); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 546115-65-5, name is 1-(3-Bromophenyl)cyclopropanamine, 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. Product Details of 546115-65-5

80 mg (0.263 mmol) 2,6,7-trichloro-4-pyrrolidin-1-yl-pteridine are dissolved in 5 ml dioxane, 0.064 ml (0.368 mmol) diisopropylethylamine and 56 mg (0.263 mmol) 1-(3-bromophenyl)-cyclopropylamine are added, then the mixture is heated to 40 C. The reaction mixture is stirred for 72 hours. 113 mg (1.31 mmol) piperazine are dissolved in 15 ml dioxane, heated to 80 C. and the reaction mixture is added dropwise. It is stirred for 1 hour, then the reaction mixture is added dropwise to 20 ml ice water and extracted with dichloromethane. The organic phase is dried and evaporated to dryness. The residue is purified by chromatography, the corresponding fraction is concentrated by evaporation and triturated with petroleum ether/diethyl ether. Yield: 125 mg (=90% of theoretical)

The synthetic route of 1-(3-Bromophenyl)cyclopropanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2006/116370; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 55289-36-6,Some common heterocyclic compound, 55289-36-6, name is 3-Bromo-2-methylaniline, molecular formula is C7H8BrN, 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 solution of triphosgene (2.25 g, 7.58 mmol) in toluene (27 mL), cooled in an ice-water bath, was treated slowly with a solution of 3-bromo-2-methylaniline (3.00 g, 16.1 mmol) and DIEA (5.6 mL, 32.2 mmol) in toluene (5.4 mL). The resulting suspension was stirred at room temperature for 2 h. The precipitate was removed by filtration and washed with EtOAc. The combined filtrates were diluted with EtOAc, washed with brine, dried and concentrated to provide l-bromo-3-isocyanato-2- methylbenzene as a brown oil (3.68 g, 98%). NMR (400 MHz, DMSO-d6) delta 7.49 (dd, J=8.1, 0.9 Hz, 1H), 7.31 (dd, J=7.9, 0.7 Hz, 1H), 7.15 (td, J=8.0, 0.7 Hz, 1H), 2.38 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-2-methylaniline, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; KO, Soo Sung; BATT, Douglas A.; BERTRAND, Myra Beaudoin; DELUCCA, George V.; LANGEVINE, Charles M.; LIU, Qingjie; SRIVASTAVA, Anurag S.; WATTERSON, Scott Hunter; WO2014/210087; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 70733-25-4, name is 3-Bromo-5-methylbenzene-1,2-diamine, A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Bromo-5-methylbenzene-1,2-diamine

A round bottom flask is charged with 1g (4.97 mmol) 3-Bromo-5-methyl-benzene-1 ,2- diamine and solved into 27 ml EtOH. 1.23 g (4.97 mmol) 3,4,5-trimethylphenylglyoxal monohydrate is then added and the mixture is heated to 600C for 1 h. After cooling to O0C, the title compound is collected by filtration and used in the next step without further purification.

The synthetic route of 70733-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; WO2008/148867; (2008); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 10485-09-3, The chemical industry reduces the impact on the environment during synthesis 10485-09-3, name is 2-Bromoindene, I believe this compound will play a more active role in future production and life.

A solution of (pS)-9 (2.00g, 4.04mmol) in THF (70mL) was cooled to -78C, treated with nBuLi (1.6M in hexanes, 3.03mL, 4.85mmol) and stirred at -78C for 30min. A solution of ZnCl2 (0.5M in THF, 9.70mL, 4.85mmol) was added dropwise, the solution warmed to rt over 30min and stirred at rt for 1h. Next, Pd(PPh3)2Cl2 (0.140g, 0.200mmol) in THF (5mL) was treated with DIBAL (1M in THF, 0.400mL, 0.440mmol), stirred for 5min and added dropwise via cannula to the reaction. The resultant solution was heated at reflux and a solution of 2-bromoindene42 (1.56g, 8.08mmol) in THF (5mL) added dropwise over 30min. After refluxing for 4d the solution was cooled to rt, quenched with NH4Cl(aq) (10mL), washed with water (2×40mL), brine (40mL), dried over MgSO4 and concentrated in vacuo. Purification was achieved using flash column chromatography (pet. ether) to give the title compound as an orange oil (1.47g, 75%). Rf=0.31 (pet. ether); [alpha]25D=+235.3[alpha]D25=+235.3 (c 1.02, CHCl3); IR numax 2943, 2866, 1461, 1391, 1130, 1105, 1057, 999, 908, 882cm-1; 1H NMR (400MHz) delta 1.18-1.70 (21H, m, Si(iPr)3), 3.72 (1H, d, J=22.8, IndCH2), 3.79 (1H, d, J=22.8, IndCH2), 4.07 (5H, s, Cpunsub), 4.26 (1H, app t, J=2.5, Cpsub), 4.42 (1H, dd, J=2.5, 1.5, Cpsub), 4.48 (1H, dd, J=2.5, 1.5, Cpsub), 4.74 (1H, d, J=11.6, CpCH2), 4.95 (1H, d, J=11.6, CpCH2), 7.08 (1H, s, IndCH), 7.16 (1H, app dt, J=7.2, 0.8, ArH), 7.25 (1H, app t, J=7.2, ArH), 7.31 (1H, d, J=7.2, ArH), 7.45 (1H, d, J=7.2, ArH); 13C NMR (100MHz) delta 12.2 (CH), 18.2 (CH3), 41.0 (CH2), 61.4 (CH2), 67.3 (CH), 69.0 (CH), 69.7 (CH), 70.9 (CH), 81.4 (C), 85.0 (C), 120.1 (CH), 123.4 (CH), 123.8 (CH), 126.4 (CH), 126.6 (CH), 142.7 (C), 145.5 (C), 146.2 (C); m/z (EI+) 510 (10%, M++HNa), 509 (26%, M++Na), 314 (23%, M++H-OTIPS), 313 (100%, M+-OTIPS), 301 (15%, M+-COTIPS), 269 (7%); HRMS C29H38FeNaOSi calcd 509.1934, found 509.1903; Anal. Calcd for C29H38FeOSi: C, 71.59; H, 7.87. Found: C, 71.10; H, 7.81.

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-Bromoindene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Anderson, James C.; Grounds, Helen; Szaloki, Gyoergy; Tetrahedron Asymmetry; vol. 24; 17; (2013); p. 1023 – 1034;,
Bromide – Wikipedia,
bromide – Wiktionary