Tag: M.W=200-300

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 68322-84-9 as follows. COA of Formula: C7H3BrF4

Example 34a 2-bromo-1-(2,4-difluorophenoxy)-4-(trifluoromethyl)benzene A mixture of 3-bromo-4-fluorobenzotrifluoride (0.5 mL, 3.52 mmol), 2,4-difluorophenol (0.337 mL, 3.52 mmol), and potassium carbonate (0.486 g, 3.52 mmol) in dimethylformamide (7 mL) was heated at 80 C. overnight. The reaction mixture was cooled to ambient temperature and partitioned between ethyl acetate and water. The layers were separated, and the aqueous layer was extracted with ethyl acetate. The combined organics were washed with water and saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, filtered, and concentrated by rotary evaporation. The crude material was purified by flash chromatography (ethyl acetate/hexanes) to provide the title compound (1.0 g, 80% yield).

According to the analysis of related databases, 68322-84-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hasvold, Lisa A.; Liu, Dachun; McDaniel, Keith F.; Pratt, John; Sheppard, George S.; Wada, Carol K.; Woller, Kevin R.; US2014/256705; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1435-53-6, 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. 1435-53-6 name is 2,4-Dibromo-1-fluorobenzene, 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.

General procedure: 8.7 1,3-Di(2-thienyl)-4-fluorobenzene (11g): Starting with 10 (100 mg, 0.39 mmol), Cs2CO3 (190 mg, 0.50 mmol), Pd(PPh3)4 (3 mol%), 2-thienylboronic acid (49 mg, 0.39 mmol) and 1,4-dioxane (4 mL), 11g was isolated as a colorless solid (49 mg, 48%). Mp 91-93 C. 1H NMR (300 MHz, CDCl3): delta = 7.00-7.06 (m, 2H, ArH), 7.22-7.34 (m, 5H, ArH), 7.41-7.43 (m, 1H, ArH), 7.52-7.57 (m, 1H, ArH). 13C NMR (75.46 MHz, CDCl3): delta = 113.4 (d, J = 24.5 Hz, CH), 121.1 (d, J = 13.5 Hz, C), 121.8 (d, J = 3.1 Hz, CH), 123.8 (CH), 125.6 (CH), 125.8 (d, J = 4.5 Hz, CH), 126.3 (d, J = 7.1 Hz, CH), 127.8 (CH), 128.3 (CH), 129.0 (d, J = 4.2 Hz, CH), 134.9 (d, J = 9.4 Hz, C), 136.9 (d, J = 3.87 Hz, C), 142.6 (d, J = 2.9 Hz, C), 159.2 (d, JCF = 250.2 Hz, CF). 19F NMR (282.4 MHz, CDCl3): delta = -107.4 (CF). IR (ATR, cm-1): , 3067 (w), 2956 (w), 2871 (w), 1886 (w), 1799 (w), 1724 (w), 1605 (w), 1555 (w), 1484 (w), 1421 (w), 1355 (w), 1289 (w), 1244 (w), 1177 (w), 1121 (w), 1071 (w), 999 (w), 960 (w), 866 (w), 841 (w), 808 (m), 746 (w), 696 (m), 613 (w), 561 (w), 529 (w). GC-MS (EI, 70 eV); m/z (%) = 260 (100) [M]+, 215 (13). HRMS (EI) calcd. for C14H9FS2 [M]+: 260.01242; found 260.01360.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4-Dibromo-1-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Article; Sharif, Muhammad; Maalik, Aneela; Reimann, Sebastian; Feist, Holger; Iqbal, Jamshed; Patonay, Tamas; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 146; (2013); p. 19 – 36;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 100189-84-2, 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. 100189-84-2, name is 2,5-Dibromo-1,3-dimethylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1: 3-(4-Bromo-3,5-dimethylphenyl)furan A mixture of 2,5-dibromo-1,3-dimethylbenzene (2.00 g), 1-furan-3-ylboronic acid (856 mg), and 2 M aqueous Na2CO3 solution (11 mL) in 1,4-dioxane (40 mL) is purged with argon for 5 min. Tetrakis-triphenylphosphine-palladium-(0) (270 mg) is added and the mixture is stirred at 100 C. over night. More tetrakis-triphenylphosphine-palladium-(0) (50 mg) is added and the mixture is stirred for another 5 h at 100 C. After cooling to room temperature the mixture is diluted with ethyl acetate and aqueous NH4Cl solution. The aqueous phase is extracted with ethyl acetate and the combined extracts are washed with brine, dried over MgSO4 and concentrated in vacuo. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 100:0?90:10) to give the title compound. LC (method 7): tR=1.22 min; Mass spectrum (EI+): m/z=250 [M]+.

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, 2,5-Dibromo-1,3-dimethylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Boehringer Ingelheim International GmbH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; US2013/252937; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 33070-32-5, A common heterocyclic compound, 33070-32-5, name is 5-Bromo-2,2-difluorobenzodioxole, molecular formula is C7H3BrF2O2, 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 79A 2,2-difluoro-1,3-benzodioxol-5-ylboronic acid A solution of 1.5M tert-butyllithium in pentane (130 mL, 195 mmol) in diethyl ether (500 mL) at -78 C. was treated with 5-bromo-2,2-difluoro-1,3-benzodioxole (18 g, 76 mmol) in diethyl ether (80 mL), stirred for 1 hour, treated with triisopropylborate (37 mL, 160 mmol), warmed to room temperature over 1 hour, poured into 4M NaOH (700 mL), stirred for 15 minutes, cooled, adjusted to pH 1 with concentrated HCl, and extracted with ethyl acetate. The extract was washed with brine, dried (Na2SO4), filtered, and concentrated to provide 14.7 g (95%) of the desired product. 1H NMR (DMSO-d6) delta7.75 (m, 1H), 7.66 (m, 1H), 7.51 (m, 1H), 7.39 (m, 1H), 7.30 (m, 1H).

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; Claiborne, Akiyo K.; Gwaltney II, Stephen L.; Hasvold, Lisa A.; Li, Qun; Li, Tongmei; Lin, Nan-Horng; Mantei, Robert A.; Rockway, Todd W.; Sham, Hing L.; Sullivan, Gerard M.; Tong, Yunsong; Wang, Gary; Wang, Le; Wang, Xilu; Wang, Wei-Bo; US2003/87940; (2003); 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

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

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

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

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

Application of 3972-64-3, A common heterocyclic compound, 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, molecular formula is C10H13Br, 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.

A 1. 6 M solution of”butyllithium (0.85 mL, 1.36 mmol) was added to a solution of dicyclohexylamine (0.27 mL, 1.36 mmol) in toluene (5 mL). After stirring for 5 min, a mixture of cisltrans isomers of 3-methyl-cyclohexanecarboxylic acid 2- trimethylsilanyl-ethyl ester (269 mg, 1.11 mmol) was added. After stirring for 30 min, 1-bromo-3-tert-butyl-benzene (250 mg, 1.17 mmol) was added followed by the simultaneous addition of tri-tert-butylphosphonium tetrafluoroborate (31 mg, 107 pmol) and tris (dibenzylideneacetone) dipalladium (0)-chloroform adduct (54 mg, 52.2 pmol). The solution was placed into a preheated oil bath at 60 °C. After stirring for 20 h, the solution was diluted with 10percent aqueous hydrochloric acid, and extracted with diethyl ether. The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated. The residue was flash chromatographed with 49: 1,24 : 1, and 23: 2 hexanes: ethyl acetate as the eluant to yield 250 mg (62percent yield) of a mixture of cisltrans isomers of 1- (3-tert-butyl-phenyl)- 3-methyl-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester as a yellow oil. Method [2] Retention time 3.64 min by HPLC and 3.68 min by MS (M+Na=397).

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; ELAN PHARMACEUTICALS, INC.; WO2005/70407; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary