Month: March 2021

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. 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene, A new synthetic method of this compound is introduced below., Safety of 1,3-Dibromo-5-fluorobenzene

Example 6 a) 20.0 g (78.8 mmol) 1,3-dibromo-5-fluoro-benzene, 16.3 g (78.8 mmol) 6H-benzimidazolo[1,2-a]benzimidazole and 43.5 g (0.315 mmol) potassium carbonate in 200 ml DMF are stirred for 17 h at 170 C. The reaction mixture is filtered hot and the precipitate from the mother liquor is filtered after cooling. The product is washed with water and ethanol and decocted with diethyl ether and ethanol. Yield 21.2 g (61%).1H NMR (400 MHz, THF-d8): delta 8.21-8.26 (m, 4H), 7.98-7.8.00 (m, 1H), 7.68-7.73 (m, 2H), 7.31-7.49 (m, 4H).

The synthetic route of 1435-51-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF SE; US2012/241681; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 337915-79-4, name is 5-Bromo-N1-methylbenzene-1,2-diamine, 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 337915-79-4, COA of Formula: C7H9BrN2

Example 30 4- ( (4-Chlorobenzyl) oxy) -1- (2-isopropyl-l-methyl-lH- benzimidazol-6-yl) pyridin-2 (1H) -one A) 6-Bromo-2-isopropy1-1-methyl-lH-benzimidazole To a solution of 5-bromo-Nx-methylbenzene-l, 2-diamine. (122 mg) and isobutyric acid (0.056 ml) in DMF (2 ml) was added HATU (242 mg) at room temperature. The mixture was stirred at room temperature under a dry atmosphere (CaCl2 tube) for 1 h. After being stirred, N, N-diisopropylethylamine (0.311 ml) was added to the reaction mixture. The mixture was stirred at room temperature for 1 h. The mixture was quenched with water and extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over MgS04 and concentrated in vacuo. The resulting residue was stirred in AcOH (2.00 ml) at 90C for 1 h and at room temperature overnight. The mixture was quenched with saturated NaHCC>3 solution at room temperature and extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over MgSC>4 and concentrated in vacuo. The residue was purified by NH silica gel column chromatography (hexane/EtOAc) to give the title compound (119 mg) as a pale yellow solid. MS (ESI+) : [M+H]+ 255.0.

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:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KASAI, Shizuo; IGAWA, Hideyuki; TAKAHASHI, Masashi; MAEKAWA, Tsuyoshi; KAKEGAWA, Keiko; YASUMA, Tsuneo; KINA, Asato; AIDA, Jumpei; KHAMRAI, Uttam; KUNDU, Mrinalkanti; WO2013/105676; (2013); 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. 33070-32-5, name is 5-Bromo-2,2-difluorobenzodioxole, A new synthetic method of this compound is introduced below., SDS of cas: 33070-32-5

40 g (0.169 mol) of the 5-bromo-2,2-difluorobenzodioxole prepared in Example 1 and 108 g (121.5 ml) of tetrahydrofuran were placed in a 1 L reaction flask, and the mixture was stirred under a nitrogen atmosphere to cool the system to -10 C, control system temperature -10 ~ 0 C, A solution of 104 g (0.202 mol) of 20% isopropylmagnesium chloride in tetrahydrofuran was added dropwise to the system to control the dropping rate, and the dropwise addition was completed in about 3 hours. After the completion of the dropwise addition, the reaction was kept for 2 hours. The temperature was further lowered to -25 C, and 18.5 g (0.253 mol) of N,N-dimethylformamide was added dropwise, and the mixture was kept for 2 hours. Quenched by adding 200 ml of saturated ammonium chloride solution, adding 15% hydrochloric acid to adjust the pH value of 5-6, adding 250 g of dichloromethane to extract, layering, transfer the lower organic phase to 500 ml reaction flask at 60 C, and concentrate under reduced pressure until no fraction was obtained to give the intermediate product 2,2-difluoro-1,3-benzodioxan-5-carbaldehyde 28.6 g (0.153 mol). The system was cooled to 20-30 C, and 180 g of absolute ethanol was added.Under nitrogen protection, stirring was started, and 2.55 g (0.067 mol) of sodium borohydride was slowly added to the system in portions, and the addition was completed in about 3 hours. After the addition of heat for 30 min, the reaction was quenched by adding 800 g of water, and then extracted with 205 g of dichloromethane, and the mixture was allowed to stand for separation. The lower organic layer was evaporated and concentrated at 60 C, -0.08Mpa (G) to no fraction, and obtain the 2,2-fluorobenzo[d][1,3]dioxo-5-yl)methanol 25.7g, The purity of the gas was determined by gas chromatography to be 96% (0.131 mol, yield 77.7%, based on 5-bromo-2,2-difluorobenzodioxole)

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; Fuxin Da Deli Chemical Co., Ltd.; Nie Qiang; Zhang Jinsheng; Jiang Shan; Jia Yitong; (9 pag.)CN109503544; (2019); A;,
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. 22034-13-5, name is 4-Bromobenzo[c][1,2,5]thiadiazole, A new synthetic method of this compound is introduced below., Product Details of 22034-13-5

A mixture of 2,7-bis-boronic acid pinacol ester-4-hexylcarbazole-9,9-diarylfluorene (0.2 g, 0.24 mmol, 1 equiv), 4-bromo-2,1,3-thiadiazole (0.206 g, 1 mmol, 4 equiv) were dissolved in 15 ml of a dry bubbling packed with tetrahydrofuran in N2, 5 ml of potassium carbonate aqueous solution (2 mol / L), followed by the addition of 40 mg of palladium catalyst tetraphenylphenylphosphine The reaction mixture was heated at 85 ¡ã C for 24 h and extracted with methylene chloride. After drying, the mixture was purified by rotary distillation using petroleum ether: dichloromethane = 4: 1 silica gel to give a powdery solid in 68percent

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; Nanjing Tech University; Han Yamin; Bai Lubing; Lin Jinyi; (12 pag.)CN106967056; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 156682-52-9,Some common heterocyclic compound, 156682-52-9, name is 1,4-Dibromo-2,3-difluorobenzene, molecular formula is C6H2Br2F2, 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.

Intermediate 4 (5 g, 18.1 mmol),1,4-dibromo-2,3-difluorobenzene (2.4 g, 9.0 mmol), Tetrakis (triphenylphosphine) palladium (0) (0.9 g, 0.9 mmol) Tetrahydrofuran (60 ml) and potassium carbonate 2M solution (20 ml) were added to a mixed solvent and refluxed for 24 hours.After completion of the reaction, the reaction solution was extracted with methylene chloride and methylene chloride / hexane mixed solvent was subjected to column chromatography with a developing solvent to obtain 4.3 g of intermediate 5.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,4-Dibromo-2,3-difluorobenzene, its application will become more common.

Reference:
Patent; LG Chem, Ltd.; Dankook University Cheonan Campus Industry-Academic Cooperation Foundation; Gu Gi-dong; Lee Gi-gon; Keum Su-jeong; Kim Gong-gyeom; Lee U-cheol; Lee Chil-won; Cha Jae-ryeong; Joo Yun-seok; (37 pag.)KR2019/109846; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 2924-09-6, name is 5-Bromo-2-fluoroaniline, 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 2924-09-6, Computed Properties of C6H5BrFN

Example 25Synthesis of TRV 1 159TRV 1159 (4-(3-(benzylamino)-4-fluorophenyl)piperazin- 1 -yl)(phenyl)methanone [00164] Scheme for TRV 1 159[00165] 5-bromo-2-fluoroanile (0.500 g, 2.63 mmol) and benzaldehyde (0.27 mL, 2.63 mmol) were dissolved in DCM (8.8 mL) and then treated with NaBH(OAc)3 (0.837 g, 3.95 mmol) and AcOH (0.23 mL, 3.95 mmol). This mixture was stirred at room temperature under argon until complete by TLC. The reaction was quenched by the dropwise addition of IN NaOH (20 mL). This mixture was then extracted with EtOAc (3x 20 mL). The combined organic layers were washed with H2O, brine, dried (Na^SC^), filtered and concentrated to give 1.0 g of an oil. This crude oil was purified via flash chromatography (5 % EtOAc / hexane to give 0.6127 g (83 % yield) of the desired benzylamine. The benzyl amine (0.5032 g, 1.8 mmol), benzoylpiperazine hydrochloride (0.4897 g, 2.16 mmol) and NaOiBu (0.517 g, 5.38 mmol) were added to a tube. The tube was evacuated and flushed with argon for three cycles. Toluene (5.4 mL) and NMP (3.2 mL) were then added and the mixture was degassed with argon for 30 minutes. Pd2(dba)3 (0.033 g, 0.036 mmol) and BINAP (0.0448 g, 0.072 mmol) were then added, the tube was sealed and heated overnight at 100C. After cooling, the mixture was diluted with water and EtOAc. The aqueous layer was back-extracted with EtOAc (3x). The combined organic layers were then washed with H20, IN HC1 (2x), saturated NaHC03, H20 and brine before drying with Na2S0 . The material was filtered and concentrated under reduced pressure to give 1.3 g of crude brown oil. Initial purification via flash chromatography (45 % EtOAc / hexane) failed to separate the product from the minor by-product. A second chromatographic process (20 % EtOAc / hexane) was used to afford 0.1998 g (24 % yield) of TRV1159. NMR (500 MHz, CDC13) delta = 7.47-7.41 (m, 5H), 7.38-7.34 (m, 4H), 7.30-7.27 (m, 1H), 6.88 (dd, J = 1 1.5, 8.5 Hz, 1 H), 6.26 (dd, J = 7.5, 3.0 Hz, 1 H), 6.16 (dt, J = 8.5, 3.0 Hz, 1 H), 4.35 (s, 2H), 4.32 (br s, 1H), 3.89 (br s, 2H), 3.54 (br s, 2H), 3.09 (br s, 2H), 2.95 (br s, 2H). Example 26 Synthesis of TRV 1 158

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:
Patent; TREVENTIS CORPORATION; REED, Mark, A.; YADAV, Arun; BANFIELD, Scott, C.; BARDEN, Christopher, J.; WO2012/119035; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 18599-22-9, A common heterocyclic compound, 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, molecular formula is C4H3BrF4, 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: In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar, were added iodobenzene (3a, 0.40 mL, 3.6 mmol) and Cu2O (0.027 g, 0.18 mmol), and a DMF solution of 2-Zn (0.60 M, 1.0 mL, 0.6 mmol). The whole was heated up at 100 C and stirred at that temperature for 24 h. After cooling to room temperature, the resultant was filtered through a short pad of silica gel using hexane as an eluent. The filtrate was concentrated in vacuo to give the crude materials, which was purified by silica gel column chromatography using hexanes as an eluent, leading to the corresponding compound 4a (0.036 g, 0.17 mmol) in 29% isolated yield as a colorless oil.

The synthetic route of 18599-22-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 55289-36-6, These common heterocyclic compound, 55289-36-6, name is 3-Bromo-2-methylaniline, 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.

To a solution of 3-bromo-2-methylaniline (5 g,27 mmol) in chloroform (1 mL) was added acetic anhydride (5 g, 27 mmol) at 0 0C and the mixture was stirred at room temperature for 1 h. Potassium acetate (0.75 g, 7.8 mmol) and isoamyl nitrite (0.78 g, 58 mmol) were added and the reaction mixture was refluxed for 18 h. The volatiles were removed under reduced pressure and water (0.65 mL) was added. The mixture was concentrated, diluted with concentrated hydrochloride acid (1 mL) and heated at 50 0C for 2 h. After being cooled to room temperature, aqueous sodium hydroxide solution (50 %) was added until pEta=10. The aqueous mixture was extracted with ethyl acetate (100 mL><3). The combined organic layer was washed with brine (150 mL), dried over anhydrous sodium sulfate, filtered, evaporated and purified on silica gel column (3 % ethyl acetate in petroleum ether) to give the desired product (2.69 g, 34 % yield) as a solid. MS (ESI): m/z 197.0 [M+l]+. The synthetic route of 55289-36-6 has been constantly updated, and we look forward to future research findings. Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; ELSNER, Jan; HARRIS, Roy, L.; LEE, Branden; MORTENSEN, Deborah; PACKARD, Garrick; PAPA, Patrick; PERRIN-NINKOVIC, Sophie; RIGGS, Jennifer; SANKAR, Sabita; SAPIENZA, John; SHEVLIN, Graziella; TEHRANI, Lida; XU, Weiming; ZHAO, Jingjing; PARNES, Jason; MADAKAMUTIL Loui; FULTZ Kimberly; NARLA, Rama K.; WO2010/62571; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 766-81-4, These common heterocyclic compound, 766-81-4, name is 3-Bromophenylacetylene, 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.

The catalyst [(IPr) AuCl] (3.1mg, 0.5mol%), 3- bromophenyl acetylene (1mmol), in methanol (1ml) and water (0.5ml) was added successively 25ml reactor.After the reaction mixture was reacted for 6 hours at 110 , cooled to room temperature.Rotary evaporation to remove the solvent, then purified by column chromatography (eluent: petroleum ether / ethyl acetate) to give pure title compound, yield: 93%

The synthetic route of 766-81-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing University of Science and Technology; WANG, NANA; MA, JUAN; LI, FENG; (10 pag.)CN106032348; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 18599-22-9, These common heterocyclic compound, 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, 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: In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar, were placed benzoyl chloride (5a, 0.17 mL, 1.5 mmol), Cu2O (0.027 g, 0.18 mmol), 2,2′-bipyridyl (0.019 g, 0.12 mmol), and a DMF solution of 2-Zn (0.61 M, 1.0 mL, 0.61 mmol), and the whole were stirred at room temperature for 20 h. The resultant was poured into water and the organic products were extracted with Et2O three times. The combined organic layers were dried over anhydrous Na2SO4, then filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography to give the corresponding 6a (0.13 g, 0.56 mmol) in 92% yield as a colorless oil.

Statistics shows that 4-Bromo-3,3,4,4-tetrafluorobut-1-ene is playing an increasingly important role. we look forward to future research findings about 18599-22-9.

Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
Bromide – Wikipedia,
bromide – Wiktionary