Month: September 2021

Synthetic Route of 4263-52-9, A common heterocyclic compound, 4263-52-9, name is Sodium 2-bromoethanesulphonate, molecular formula is C2H4BrNaO3S, 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: A solution of 1mmol of chloride salt 1a or 2a in distilled water was treated with equimolar quantity of various salts (NaBF4, KPF6, 2-BrCH2CH2SO3Na). The reaction mixture was stirred at room temperature for 12h. Next, the reaction mixture was extracted twice with CH2Cl2. The organic layer was dried over anhydrous Na2SO4 and then CH2Cl2 was evaporated on a rotary evaporator to give various chiral ionic liquids 1b-d and 2b-d. 4.4.6 1-[(-)-Borneoxycarbonylmethylene]-3-methyl benzimidazolium 2-bromoethylsulfonate [ABoMBI]OSO2CH2CH2Br 2d Off-white solid Yield = 83%, mp = 96-98 C, [alpha]D25 = -15.6 (c 0.25, EtOH). 1H NMR (CDCl3, 400 MHz): delta 10. 35 (s, 1H), 7.78-7.68 (d, 1H, Ar), 7.60 (s, 3H, Ar), 5.47 (s, 2H NCH2), 5.44-5.35 (d, 1 H), 4.13 (s, 3H N-CH3), 3.60-3.52 (t, 2H), 3.20-3.07 (t, 2H), 2.31-2.19 (m, 1H), 1.72-1.56 (m, 3H), 1.19 (s, 3H), 1.02-0.97 (d, 1H), 0.80 (s, 6H), 0.74 (s, 3H). 13C NMR (CDCl3, 400 MHz): delta 166.09, 144.39, 131.67, 131.47, 127.46, 127.32, 113.07, 112.93, 83.16, 54.40, 48.93, 47.91, 44.64, 36.34, 33.76, 29.59, 27.79, 26.87, 26.29, 19.58, 18.72, 13.47. EI-MS: m/z = 327 [M+cation], m/z = 312 [M+cation-CH3].

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:
Article; Singh, Avtar; Chopra, Harish Kumar; Tetrahedron Asymmetry; vol. 27; 11-12; (2016); p. 448 – 453;,
Bromide – Wikipedia,
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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. 7051-34-5, name is (Bromomethyl)cyclopropane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 7051-34-5

a) 3-cyclopropylmethoxy-4-difluoromethoxy-benzaldehyde 4.70 g (24.98 mmol) 4-difluoromethoxy-3-hydroxybenzaldehyde are placed in 50 ml of dimethylformamide, 4.00 g (29.63 mmol) bromomethylcyclopropane and 3.50 g (25.32 mmol) potassium carbonate are added. The reaction mixture is heated to 100 C. for 20 hours, then the dimethylformamide is concentrated by evaporation. The residue is extracted with ethyl acetate and water, the organic phase is dried and evaporated to dryness. Yield: 5.83 g (96% of theoretical)

The synthetic route of 7051-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2006/116373; (2006); A1;,
Bromide – Wikipedia,
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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. 2924-09-6, name is 5-Bromo-2-fluoroaniline, A new synthetic method of this compound is introduced below., Formula: C6H5BrFN

98% of 2-fluoro-5-bromonitrobenzene (211 g, 0.96 mol) and iron powder (212 g, 3.8 mol) were mixed, 1200 ml of ethanol was added and glacial acetic acid (456 g, 7.6 mol) was added dropwise at room temperature. The reaction solution was treated with an oil bath at 60 CThe reaction solution was completed by a gas phase controlled reaction. The reaction solution was filtered through a Buchner funnel pad and the filtrate was evaporated to dryness and extracted with ethyl acetateN-heptane (volume ratio 1: 4) was purified by column and evaporated to give pure product 122.5 g, 98% GC, yield 62.5%

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; Dalian Allychem Co., Ltd.; Wang, Xianxue; Zheng, Peng; (5 pag.)CN104530107; (2016); B;,
Bromide – Wikipedia,
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Synthetic Route of 626-40-4,Some common heterocyclic compound, 626-40-4, name is 3,5-Dibromoaniline, molecular formula is C6H5Br2N, 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.

Preparation of the compound 3-((3-cyano-6-cyclopropylpyridin-2-yl)thio)-N-(3,5-dibromophenyl)propanamide (19) I-3 (0.50) g, 2 mmol, 1 eq), EDCI (0.50 g, 2.6 mmol, 1.3 eq) and HOBT (0.08 g, 0.6 mmol, 0.3 eq) dissolved in DMF, not more than 10 C, The reaction was carried out for 30 min, and 3,5-dibromoaniline (0.56 g, 2.2 mmol, 1.1 eq) was added. the color of the reaction solution was darkened and reacted overnight at room temperature. The reaction was complete by TLC. Post-treatment: The reaction solution was poured into water, suction-filtered, and then filtered to give a crude product. The crude product was recrystallized from petroleum ether-ethyl acetate to afford LWTW-225 (150 mg, yield 31%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dibromoaniline, its application will become more common.

Reference:
Patent; Yao Da Pharmaceutical Co., Ltd.; Bian Jinlei; Zhao Lulu; Wang Jubo; Ma Yinghe; Li Zhiyu; (15 pag.)CN109574920; (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. 399-94-0, name is 1-Bromo-2,5-difluorobenzene, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

2.0 M Isopropyl magnesium chloride solution in THF (163mL, 324.3 mmol) was added to a solution of 2-bromo-l,4-difluorobenzene (62.5 g, 324.3 mmol) in THF (350mL) at -40C and stirring was continued at 5C for 1 h. tert- utyl 2- oxopyrrolidine-l-carboxylate(Step-l)(73 g, 392 mmol) in THF(150mL) was added dropwise to above reaction mixture at -40C and stirring was continued at 10C for 2 h. Reaction mixture was quenched with saturated NH4CI solution, extracted with EtOAc, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford 76 g of the title compound.

The synthetic route of 399-94-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; SASMAL, Pradip Kumar; AHMED, Shahadat; TEHIM, Ashok; PRADKAR, Vidyadhar; DATTATREYA, Prasanna M.; MAVINAHALLI, Nanjegowda Jagadeesh; WO2013/88256; (2013); A1;,
Bromide – Wikipedia,
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Electric Literature of 583-75-5, 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. 583-75-5, name is 4-Bromo-2-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

6-bromo-8-methylquinoline. Glycerol (2.3 ml, 32.2 mmol) was added dropwise via syringe to a solution of 4-bromo-2-methylaniline (5.00 g, 26.8 mmol) and sodium iodide (52 mg, 0.349 mmol) in 75% aq H2SO4 (15.81 ml, 120 mmol) at 140 C. The mixture was held at this temperature for 3 hours. The reaction mixture was neutralized to a pH of 7 with aq NaOH. This mixture was extracted with EtOAc and the combined organics were washed with brine, dried over MgSO4 and concentrated. Column chromatography on silica gel (5-25% EtOAc in hexanes) afforded intermediate 11 (5.50 g, 24.7 mmol, 92%). 1H NMR (400 MHz, CDCl3) delta ppm 8.93 (dd, J=4.28, 1.76 Hz, 1H), 8.03 (dd, J=8.31, 1.76 Hz, 1H), 7.82 (d, J=2.01 Hz, 1H), 7.65 (d, J=1.01 Hz, 1H), 7.40 (dd, J=8.18, 4.15 Hz, 1H), 2.78 (s, 3H). Mass 221 [M+H]+.

The synthetic route of 4-Bromo-2-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2009/18163; (2009); A1;,
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 1198171-18-4 as follows. Recommanded Product: 1-Bromo-2-(difluoromethyl)-4-fluorobenzene

1-Bromo-2-(difluoromethyl)-4-fluorobenzene (Preparation 50, 772 mg, 3.43 mmol) and sodium ethanethiolate (352.7 mg, 3.77 mmol) in DMSO (5 mL) was heated at 50 C. for 18 hours. On cooling, water (70 mL) was added to the reaction mixture, the product was extracted with EtOAc (20 mL*3). The combined organic layers were concentrated to give the crude product, which was purified by silica gel column chromatography eluting with heptane to afford the title compound as a colourless oil (260 mg, 28%). 1H NMR (400 MHz, CDCl3): delta ppm 1.33 (3H, t), 2.98 (2H, q), 6.88 (1H, t), 7.25 (1H, d), 7.50 (1H, d), 7.56 (1H, s).

According to the analysis of related databases, 1198171-18-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Limited; Omoto, Kiyoyuki; Owen, Robert McKenzie; Pryde, David Cameron; Watson, Christine Ann Louise; Takeuchi, Mifune; US2014/171435; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 112734-22-2, 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. 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[0229] To a mixture of (4-bromo-2-fluorophenyl)methanamine (1.0 g, 4.9 mmol, 1.0 equiv) and IPA (15 mL) in a microwave vial (20 mL) were added 2-fluoropyrazine (0.58 g, 5.9 mmol, 1.2 equiv) and DIPEA (1.5 g, 11.8 mmol, 2.4 equiv). The vial was sealed and heated at 170 C in a microwave reactor for 4 h. The mixture was concentrated onto silica (10 g) and purified by silica gel chromatography (40 g column, 20-100% EtOAc/hexanes) to provide 0.82 g (59%) of /V-(4-bromo-2-fluorobenzyl)pyrazin-2-amine as a pale yellow solid. LRMS (ES) m/z 282.0 (M+H).

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-2-fluorophenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CYTOKINETICS, INC.; MORGAN, Bradley P.; VANDERWAL, Mark; CHUANG, Chihyuan; (0 pag.)WO2020/5888; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 2606-51-1, 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. 2606-51-1, name is 5-(Bromomethyl)benzo[d][1,3]dioxole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 3 (870 mg, 3.36 mmol) in DMF (8 mL) was treated with 60% NaH dispersion in mineral oil (134 mg, 3.36 mmol) under N2. The mixture was stirred at r.t. for 10 min, then 4-(bromomethyl)-1-fluoro-2-methoxybenzene (700 mg, 3.20 mmol) was added. The resulting mixture was stirred at 20 C under N2 for 2 h. The mixture was diluted with H2O (80 mL) and extracted with EtOAc (80 mL). The organic layer was dried (MgSO4), filtered and evaporated. The crude product was purified by flash silica gel chromatography (eluent: gradient 20 to 25% EtOAc in heptane). Pure fractions were evaporated to dryness and dried under high vacuum to afford the title compound 4, containing 32 mol% EtOAc (1.20 g, 88%, allowing for solvent residues) as a colourless oil. 1H NMR (500 MHz, CDCl3): delta = 7.73 (d, J = 8.1Hz, 2 H), 7.31 (d, J = 8.1Hz, 2 H), 6.96 (dd, J = 11.1, 8.2 Hz, 1H), 6.82 (dd, J = 8.2, 2.1Hz, 1H), 6.71 (ddd, J = 8.2, 4.2, 2.1Hz, 1H), 4.42 (s, 2 H), 4.36 (t, J = 5.3 Hz, 1H), 3.78 (s, 3 H), 3.26 (s, 6 H), 3.21 (d, J = 5.3 Hz, 2 H), 2.43 (s, 3 H). 13C NMR (126 MHz, CDCl3): delta = 151.9 (J = 245.6 Hz), 147.7 (J = 11.0 Hz), 143.4, 137.5, 132.6 (J = 3.7 Hz), 129.7, 127.2, 120.9 (J = 6.8 Hz), 115.7 (J = 18.5 Hz), 113.4 (J = 1.7 Hz), 104.0, 56.1, 54.7, 52.3, 48.8, 21.5. MS (ES+): m/z = 334 [M + H – 2 MeOH]+. [CAS Reg. No. 1036711-00-8] A solution of 4 (1.18 g, 2.96 mmol) in 1,4-dioxane (12 mL) was treated with 6 N aq HCl (3.94 mL, 23.7 mmol) under N2. The resulting mixture was stirred under vigourous reflux for 24 h. The mixture was evaporated and the residue partitioned between EtOAc (50 mL) and 0.1 M aq NaHCO3 (70 mL). The aqueous layer was extracted with EtOAc (70 mL) and the extracts combined with the organic layer. The combined organic extracts were washed with sat. brine (50 mL), dried (Na2SO4), filtered and evaporated. The crude product was purified by flash silica gel chromatography (eluent: gradient 20 to 50% EtOAc in heptane). Pure fractions were evaporated to dryness to afford the title compound 17 (376 mg, 72%) as a beige solid

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, 5-(Bromomethyl)benzo[d][1,3]dioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Pearson, Stuart E.; Fillery, Shaun M.; Goldberg, Kristin; Demeritt, Julie E.; Eden, Jonathan; Finlayson, Jonathan; Patel, Anil; Synthesis; vol. 50; 24; (2018); p. 4963 – 4981;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 927384-44-9, 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 927384-44-9 as follows.

Bromo-1-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-benzene 11 (2.40 g, 7.43 mmol), 4-(ethoxycarbonyl)phenylboronicacid 12 (2.40 g, 12.4 mmol), powdered tripotassium phosphate(3.40 g, 20.7 mmol) and 1,4-dioxane (150 cm3) were added to around-bottom flask fitted with a condenser and heated at 80 Cfor 15 min under N2. Pd(PPh3)4 (0.47 g, 0.41 mmol) was added tothe mixture which was purged with N2 for a further 15 min beforebeing stirred at 80 C for 2 days. The mixture was allowed to cool,filtered and the filtrate concentrated under reduced pressure. Theresulting residue was dissolved in chloroform (100 cm3), washedwith water (3 x 50 cm3) and brine (50 cm3) and concentratedunder reduced pressure to give a brown solid, which wasrecrystallised from chloroform and methanol to give 13 as largeyellow needles (yield 2.07 g, 71%). 1H NMR (CDCl3, 400 MHz) delta 8.25-8.04 (m, 2H), 7.85-7.67 (m, 6 H), 7.19 (dd, J = 7.3, 8.2 Hz,2H), 7.11 (d, J = 7.8 Hz, 2H), 6.48 (dd, J = 0.8, 7.3 Hz, 2H), 6.11 (s,2 H), 4.45 (q, J = 7.2 Hz, 2H), 1.46 (t, J = 7.2 Hz, 3H). ESI-TOF-MS:m/z 392.23 [M]+. Elemental Anal. Calc. for C25H21BN2O2: C, 76.55;H, 5.40; N, 7.14. Found: C, 76.51; H, 5.33; N, 7.26%. ATR-FTIR(cm-1): 3360 (s), 2900 (m), 1590 (s), 1580 (s), 1360 (m), 1260(s), 1080 (m), 756 (m, br), 728 (m).

According to the analysis of related databases, 927384-44-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Argent, Stephen P.; Tarassova, Irina; Greenaway, Alex; Nowell, Harriot; Barnett, Sarah A.; Warren, Mark R.; Tang, Chiu C.; Morris, Christopher G.; Lewis, William; Champness, Neil R.; Schroeder, Martin; Blake, Alexander J.; Polyhedron; vol. 120; (2016); p. 18 – 29;,
Bromide – Wikipedia,
bromide – Wiktionary