Month: August 2021

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 2255-80-3 as follows. name: 4-Bromo-7-methylbenzo[c][1,2,5]thiadiazole

A mixture of compound (1) 4-Bromo-7-methyl-benzo[1,2,5]thiadiazole (4.582 g, 20.00 mmol), tributyl-thiophen-2-yl-stannane (8.956 g, 24.00 mmol) and 3.0 mol % of tetrakis(triphenylphosphine) palladium [Pd(PPh3)4] (0.693 g, 0.600mmol) in N,N-dimethylformamide (DMF) was stirred for 24 hours at 90 C under N2 atmosphere. A portion of 100mLof water was added the mixture and allowed to cool to room temperature. The mixture was extracted with ethyl acetate (EA) and the extracted organic layer was dried over anhydrous MgSO4. The organic solvent was removed by using a rotary evaporator. The crude product was purified by column chromatography on silica gel using EA/n-hexane. The yield of dark brown liquid was 4.820 g (77.95%). 1H-NMR (400 MHz, CDCl3, ppm): delta 8.05?8.04 (dd, J1 = 3.2 Hz, J2 =2.1 Hz, 1H), 7.76?7.74 (d, J = 6.9 Hz, 1H), 7.42?7.37 (m,1H), 7.19?7.16 (dd, J1 = 5.1 Hz,J2 = 3.6 Hz, 1H), 2.75 (s, 3H). 13C NMR (100 MHz, CDCl3, ppm): delta 156.75, 152.82, 139.59,130.35, 128.31, 127.84, 126.93, 126.64, 125.86, 125.08, 17.92. Anal. Calcd. for C11H8N2S2: C,56.87; H, 3.47; N, 12.06; S, 27.60. Found: C, 56.77; H, 3.39; N, 12.02; S, 27.53.

According to the analysis of related databases, 2255-80-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sylvianti, Nadhila; Marsya, Mutia Anissa; Kim, Youn Hwan; Park, Chan-Young; Chang, Dong Wook; Moon, Doo Kyung; Kim, Joo Hyun; Molecular Crystals and Liquid Crystals; vol. 653; 1; (2017); p. 78 – 83;,
Bromide – Wikipedia,
bromide – Wiktionary

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 656-64-4 as follows. HPLC of Formula: C6H5BrFN

Compound IV (10g, 61.53mmol) was dissolved in ethanol (300 mL), add 3-bromo-4-fluoroaniline (. 1-V)(12.86 g, 67.68mmol), plus NaHC03. 3(12.92 g, 153.83mmol) Dissolved in 150mL water solution, heated to 60 ,TLC detection reaction, to be complete after the reaction of compound IV to stop the reaction.The solvent was distilled off under reduced pressure, the residue was extracted with ethyl acetate (100 mL)was dissolved, washed three times (30mL × 3), washed twice with saturated NaCl (30mL × 3), dried over anhydrous of Na2SO. 4dried overnight, solvent was distilled off under reduced pressure Recrystallization from ethyl acetate / n-hexane gave 8.03 g of a slightly yellow solid, 41.3% yield,

According to the analysis of related databases, 656-64-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; China Pharmaceutical University; Zhu Qihua; Fang Shengyang; Duan Qizhu; Xu Yungen; Jiang Zhenzhou; Heng Hao; Zhang Luyong; (15 pag.)CN106967004; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 103273-01-4, 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 103273-01-4 as follows.

45.0 g (197.26 mol) of Intermediate 21, 33.7 g (197.26 mol) of 2-methoxybenzoyl chloride and 650 mL of THF were added and the mixture was stirred at room temperature for 3 hours. After the reaction was completed, the solvent was distilled off under reduced pressure. And solidified with diisopropyl ether (IPE) to obtain 63.8 g (yield: 89.3%) of a white solid compound (intermediate (22)).

According to the analysis of related databases, 103273-01-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Samsung Display Co., Ltd.; Raepto Co., Ltd.; Cho Hwan-hui; Bae Seong-su; Oh Yu-jin; Kim Gyu-ri; Jeong Hye-in; Han Gap-jong; Kim Nam-ho; Kim Hye-jeong; (64 pag.)KR2019/25788; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, belongs to bromides-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 73918-56-6, HPLC of Formula: C8H10BrN

To a solution of 2-(4-bromophenyl)ethan-1-amine (5.0 g, 25.0 mmol) in dichloroethane (100 ml), triethylamine (7.0 mL) and trifluoroacetic acid anhydride (7.88 g, 37.5 mmol) were added under ice cooling, and the mixture was stirred for 1 hour. Thereafter, the mixture was stirred at room temperature for further 3 hours. Under ice cooling, water was added to the reaction solution and, after stirring for 20 minutes, the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium bicarbonate, a saturated aqueous solution of ammonium chloride, and a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was dissolved in acetic acid (15 mL), fuming nitric acid (30 mL) was slowly added dropwise under ice cooling, and, thereafter, the reaction mixture was stirred under ice cooling for 1 hour and at room temperature for 16 hours. The reaction solution was poured onto ice and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by flash column chromatography to obtain N-[2-(4-bromo-3-nitrophenyl)ethyl]-2,2,2-trifluoroacetamide (5.17 g)

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

Reference:
Patent; TEIJIN PHARMA LIMITED; US2012/46467; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 69321-60-4, 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 69321-60-4 as follows.

3-Bromo-2-methylbenzonitrile This compound was prepared in a manner similar to that described for 3-bromo-5-fluorobenzonitrile from commercially available 2,6-dibromotoluene (1.80 g, 7.20 mmol), DMF (11 mL), pyridine (1.1 mL), and copper (I) cyanide (0.52 g, 5.76 mmol). The crude product was purified by flash column chromatography (100 mL silica, hexane) to afford 50 mg (35%) of 3-bromo-2-methylbenzonitrile.

According to the analysis of related databases, 69321-60-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5693646; (1997); A;; ; Patent; Ligand Pharmaceuticals Incorporated; US5693647; (1997); A;; ; Patent; Ligand Pharmaceuticals Incorporated; US5696127; (1997); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 10485-09-3, These common heterocyclic compound, 10485-09-3, name is 2-Bromoindene, 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.

Tert-butyllithium (48.5 ml, 93.0 mmol, 3 eq.) Was added dropwise to a solution of 2-bromoindene (6.00 g, 31.0 mmol, 1 eq.) In 200 ml of anhydrous ether at -80 C. The resulting mixture was heated to -20 C, and a solution of CuCN (0.27 g, 3.10 mmol, 0.1 equivalent) and LiCl (0.26 g, 6.20 mmol, 0.2 equivalent) in 20 ml of THF was added dropwise. After the solid is completely dissolved, add a portion of chlorodimethyl (2,3,4,5, -tetramethylcyclopenta-2,4-dienyl) silane (6.60 g, 31.0 mmol, 1 equivalent), and The reaction mixture was slowly warmed to a warm temperature and stirred overnight. The resulting mixture was poured into water, the organic layer was separated, and the aqueous layer was extracted with ether. The combined organic phases were dried over anhydrous sodium sulfate and then evaporated to dryness. The residue was purified by preparative HPLC (Waters 2525 pump; Waters 996 PDA detector (UV-Vis); chromatographic column: Phenomenex LinaC18 (2) 50 × 250 mm, 10 um; eluent: MeCN, 100 ml / min). As a yellow oil, 2.30 g (28%) of the title product was obtained.

The synthetic route of 10485-09-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SABIC Worldwide Technology Co., Ltd.; N ·H·fulaidelichisi; A ·weiduoliya; R ·xipuluo; V ·buxike; I ·bolisuofu; B ·A·gujifu; D ·Y·muladantesaifu; M ·I·xialikefu; D ·wubosiji; A ·wosikebonikefu; H ·keen; (16 pag.)CN110650964; (2020); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 138526-69-9,Some common heterocyclic compound, 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, molecular formula is C6H2BrF3, 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: An argon filled 50 mL two-necked flaskequipped with a stir bar and a gas condenser was charged withmagnesium turnings (129 mg, 5.300 mmol). After three successivevacuum/argon cycles, THF (15 mL) and one grain of iodine wereadded, and the brownish suspensionwas stirred for 15 min at roomtemperature. Subsequently fluorinated bromobenzene(5.200 mmol) was added. An exothermic reaction was followed bychanges of the color of the reaction mixture from original brown,through colorless to final grayish. This suspensionwas stirred 2 h atroom temperature and then 3-phenylisobenzofuran-1(3H)-one(19) (1.000 g, 4.757 mmol) was added and stirring continued for16 h. Then Ac2O (4 mL) was added dropwise and the reactionmixture was refluxed at the temperature of the oil bath 70 C foradditional 30 min. A dense yellowish precipitate was formed. Theyellow suspension was cooled to room temperature, diluted withether (100 mL), and washed with a saturated aqueous solution ofNaHCO3 (3 15 mL). The deep yellow organic phase was dried overMgSO4. Solvents were removed under reduced pressure and columnchromatography on silica gel (hexane/ethyl-acetate – 4:1)afforded products as yellow crystalline solids.

The synthetic route of 138526-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kaleta, Ji?i; ?imkova, Ludmila; Li?ka, Alan; Bim, Daniel; Madridejos, Jenica M.L.; Pohl; Ruli?ek, Lubomir; Michl; Ludvik, Ji?i; Electrochimica Acta; vol. 321; (2019);,
Bromide – Wikipedia,
bromide – Wiktionary

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 55289-36-6 as follows. Computed Properties of C7H8BrN

Reference Production Example 3 (0555) A mixture of 25.0 g of 1-bromo-2-methyl-3-aminobenzene, 60.0 g of triphosgene, and 400 ml of toluene was stirred with heating under reflux for 3 hours. The reaction mixture allowed to cool was concentrated under reduced pressure to obtain 30.3 g of 1-bromo-3-isocyanato-2-methylbenzene. 1-Bromo-3-isocyanato-2-methylbenzene (0556) (0557) 1H-NMR (CDCl3) delta (ppm): 7.39 (1H, dd, 1.5, 7.7 Hz), 7.05 (1H, dd, J=1.7, 8.0 Hz), 7.00 (1H, dt, J=0.5, 8.0 Hz), 2.42 (3H, s).

According to the analysis of related databases, 55289-36-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; HOU, Zengye; TAKAHASHI, Teruki; (156 pag.)US2016/174558; (2016); 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. 65896-11-9, name is 2-Bromo-6-fluoroaniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Bromo-6-fluoroaniline

Preparation of intermediate 3A:N-(4-bromophenyl)-4-fluorobenzothiazol-2-ylamine2-Bromo-6-fluoroaniline (500 mg, 2.63 mmol) and potassium carbonate (5726 mg, 5.26 mmol) were placed in a flask, to which was added 10 mL of DMSO. l-Bromo-4-thiocyanato-benzene (845 mg, 3.95 mmol) was added under nitrogen protection and resulting mixture was stirred at room temperature for 30 min. Cuprous iodide (50 mg, 0.263 mmol) was added and then heated to 120 C under nitrogen protection, and reacted overnight. The mixture was cooled to room temperature, poured into water to give a precipitate, which was filtered to give 383 mg of compound 3 A, which was used directly in the next step without further purification. Yield: 45.2%.MS (ESI, m/z): [M+H]+: 324.0

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; BEIJING HANMI PHARMACEUTICAL CO., LTD; ZHANG, Bo; YANG, Jun; LIU, Jinming; HUANG, Hai; WU, Yong; TAO, Ran; XU, Jiangcheng; SHEN, Ning; MOON, Sunghwan; KIM, Maengsup; WO2013/56679; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 937046-98-5, 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. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred suspension of 7-bromopyrrolo[2,1-f][1,2,4]triazin-4-ylamine (0.372 g, 1.745 mmol) in THF (8mL) was added TMS-Cl (0.446 ml, 3.49 mmol) and the mixture was stirred at room temperature for 2 hours. The reaction was then cooled to -78 C. and n-BuLi (2.79 ml, 6.98 mmol) was added dropwise. The mixture was stirred at -78 C. for 1 hour and then Int 21h (0.69 g, 1.745 mmol) dissolved in THF (2 mL) was added dropwise. After 10 min at -78 C., the reaction mixture was allowed to warm up to 0 C. over 40 minutes. The reaction was quenched with aqueous ammonium chloride (15 mL) and then extracted with ethyl acetate (3×30 mL). The combined organic layers were dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography using a gradient of 10-70% EtOAc in hexane to provide Int 21i as a mixture of isomers (240 mg).

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, 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck Sharp & Dohme Corp.; Girijavallabhan, Vinay; Njoroge, F. George; Bogen, Stephane; Bennett, Frank; Verma, Vishal; Arasappan, Ashok; Chen, Kevin X.; Huang, Ying; Kerekes, Angela; Nair, Latha; Pissarnitski, Dimitri; Dang, Qun; Davies, Ian; Olsen, David B.; Stamford, Andrew; Vacca, Joseph P.; US2014/206640; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary