Category: bromides-buliding-blocks

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. 1073-06-9, name is 1-Bromo-3-fluorobenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Bromo-3-fluorobenzene

General procedure: An argon filled 50 mL two-necked flask equipped with stir barand a gas condenser was charged with magnesium turnings(165 mg, 6.800 mmol). After three successive vacuum/argon cycles,THF (15 mL) and one grain of iodine were added, and brownishsuspension was stirred for 15 min at room temperature. Subsequentlyfluorinated bromobenzene (6.700 mmol) was added. Anexothermic reaction was followed by changes of the color of thereaction mixture from original brown, through colorless to finalgrayish. This suspension was stirred 2 h at room temperature andthen cooled to 50 C. A white solid precipitated. Subsequently,methyl 2-formylbenzoate (20) (500 mg, 3.046 mmol) was addedinto vigorously stirred suspension. Cooling was stopped and thereaction mixture was slowly allowed to reach room temperatureand then stirred for additional 16 h. The suspension dissolved atca 5 C leaving dark red solution, which then slowly changed colorto orange and the dense yellowish solid slowly precipitated duringsubsequent stirring. Then Ac2O (4 mL) was added dropwise (thesuspension dissolved leaving a clear yellow/orange solution) andthe reaction mixturewas refluxed at the temperature of the oil bath 70 C for additional 30 min. A dense yellowish precipitate wasformed again. Yellow suspension was cooled to room temperature,diluted with ether (100 mL), and washed with a saturated aqueoussolution of NaHCO3 (3 15 mL). Deep yellow organic phase wasdried over MgSO4. Solvents were removed under reduced pressureand column chromatography on silica gel (hexane/ethyl-acetate -4:1) afforded products as yellow crystalline solids.

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; 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,
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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. 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 1-Bromo-2,4,5-trifluorobenzene

Into a 100 mL three-necked flask were added 4.62 g 1-bromo-2,4,5-trifluorobenzene (0.022 mol) and anhydrous tetrahydrofuran (50 mL). The resulting mixture was cooled to -20 C. The solution of isopropylmagnesium bromide (22 mmol) in tetrahydrofuran (22 ml, 1M THF) was slowly added dropwise under nitrogen. After the addition was complete, the reactants were maintained at -20 C. for later use. Cuprous bromide-dimethyl sulfide (0.41 g, 0.002 mol) was suspended in 5 ml anhydrous tetrahydrofuran. The resulting mixture was cooled to -5 C. The Grignard reagent as described above was slowly added dropwise under nitrogen. After 15 min, a solution of the aziridine compound as shown in the above reaction formula (4.16 g, 0.015 mol) in 30 mL tetrahydrofuran was slowly added dropwise. After additional 5 min, 50 mL saturated solution of ammonia chloride was added to quench the reaction. Into this obtained solution was added 50 mL ethyl acetate. The separated water layer was extracted with another 50 mL ethyl acetate. The obtained organic layers were collected together and further was washed with saturated solution of sodium chloride and then dried over anhydrous sodium sulfate, followed by filtration and concentration to obtain a crude product, which was further treated by column chromatography to obtain a compound (4.98 g, 0.0128 mol, yield 85%). 1H NMR (400 MHz, CDCl3) delta 7.877.61 (m, 5H), 7.156.94 (m, 1H), 6.88 (d, J=6.8 Hz, 1H), 5.02 (d, J=8.9 Hz, 1H), 4.00-3.80 (m, 1H), 2.922.76 (m, 1H), 2.762.64 (m, 1H), 2.642.44 (m, 2H), 2.06 (d, J=14.6 Hz, 3H), 1.84 (s, 1H), 1.62 (s, 1H). Ms (M++1): 390.

The synthetic route of 327-52-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZHEJIANG HISOAR PHARMACEUTICAL CO., LTD.; Pan, Xianhua; Li, Weijin; Zhang, Qunhui; Ruan, Libo; Yu, Wansheng; Deng, Fei; Ma, Tianhua; Huang, Mingwang; He, Minhuan; US2013/281695; (2013); A1;,
Bromide – Wikipedia,
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Application of 7745-91-7, A common heterocyclic compound, 7745-91-7, name is 3-Bromo-4-methylaniline, molecular formula is C7H8BrN, 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 2; (3’R,4’S,5’S,6’R,7S)-1-[(4-ethylphenyl)methyl]-6′-hydroxymethyl-3′,4′,5′,6′-tetrahydro-spiro[furo[3,4,f]indole-7(5H),2′-[2H]pyran]-3′,4′,5′-triol; 1) Synthesis of (3-bromo-4-methylphenyl)-(2,2-diethoxyethyl)-amine; [Show Image] Under a nitrogen stream, a mixture of 3-bromo-4-methyl-phenylamine (4.94 g, 26.55 mmol), bromoacetaldehyde diethyl acetal (6.80 g, 34.50 mmol), triethylamine (5.37 mL, 38.53 mmol) and ethanol (10.3 mL) was stirred for 2 hours at 150C using a microwave apparatus. The resultant solution was cooled to room temperature, and then water was added thereto. The resultant mixture was extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel flash column chromatography (developing solution = ethyl acetate:n-hexane (1:10)), to thereby obtain the titled compound (6.43 g, 80%). 1H-NMR (CDCl3) delta: 1.17-1.28 (6H, m), 2.27 (3H, s), 3.18-3.77 (6H, m), 3.80 (1H, bs), 4.61-4.68 (1H m), 6.49 (1H, dd, J = 2.47, 8.23 Hz), 6.83 (1H, d, J = 2.47 Hz), 6.99 (1H d, J = 8.23 Hz).

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; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP2048152; (2009); A1;,
Bromide – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 5433-01-2, name is 1-Bromo-3-isopropylbenzene, 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 5433-01-2, Formula: C9H11Br

a) 3-lsopropyl-benzonitrileTo a solution of 200 g (954 mmol) of 1 -bromo-3-isopropyl-benzene in 1 I of 1 -methyl-2-pyrro- lidone are added under a nitrogen atmosphere 1 14 g (954 mmol) of zinc cyanide and 28.7 g (24.8 mmol) of Pd(PPh3)4. The mixture is heated to 1259C, stirred at this temperature for 150 min, then cooled to rt and filtered through Hyflo Super Gel. The filtrate is diluted with water and EtOAc. The organic layer is washed with water, 1 N aq. HCI and brine, dried over sodium sulfate and concentrated. The residue is purified by column chromatography (DCM/he- xanes 1/3) to yield the title compound. 1H-NMR (400 MHz, CDCI3): 7.57 (s, 1 H), 7.53-7.48 (m, 2H), 7.43 (t, 1 H), 3.01 -2.92 (m, 1 H), 1.29 (d, 6H).

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, 1-Bromo-3-isopropylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2008/9734; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 86845-27-4, name is 5-Bromo-2-methylbenzotrifluoride, 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 86845-27-4, Safety of 5-Bromo-2-methylbenzotrifluoride

A mixture of 4-methyl-3-trifluorobromobenzene (25 g, 104.59 mmol), N-bromosuccinimde (18.62 g, 104.59 mmol) and benzoyl peroxide (1.27 g, 5.23 mmol) in CCI4 (35 mL) was heated at 90 C for 4 hours. The reaction mixture was cooled to 0 C and then filtered through a glass frit washing with CH2CI2. The filtrate was concentrated and then purified by flash column chromatography (0% to 5% EtOAc in hexanes) to give the product as a clear oil that crystallized on standing (33.26 g, 100%). 1H NMR (400 MHz, CDCI3) 5 4.57 (s, 2H), 7.46 (d, J=8.3 Hz, 1 H), 7.67 (d, J=8.3 Hz, 1 H), 7.78 (s, 1H)

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-Bromo-2-methylbenzotrifluoride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; WO2006/18725; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 766-46-1, name is 2′-Bromophenylacetylene, 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 766-46-1, Safety of 2′-Bromophenylacetylene

General procedure: A solution of1-iodo-2-methoxybenzene derivatives 5a-c or 1-iodo-2-methoxynathpthlene (5d) (1.0equiv.), 1-bromo-2-ethynylbenzene (6) (1.2 equiv.), Pd(PPh3)4 (5 mol%), and CuI (5 mol%) indegassed triethylamine and degassed THF was stirred at room temperature for 15 h under a nitrogenatmosphere. The reaction mixture was diluted with CHCl3 and washed with saturated NH4Cl aq. andbrine. The organic layer was dried over MgSO4. After removal of the solvent under reduced pressure,the residue was purified by chromatography on SiO2 to give the corresponding asymmetricdiarylacetylene derivatives 3a-d. The product 3a was characterized by comparing its spectral data withprevious report.[S1] The structures of the products 3b-d were assigned by their 1H and 13C-NMR, IR,mass spectra.

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

Reference:
Article; Umeda, Rui; Shimizu, Yuji; Ida, Yuta; Ikeshita, Masahiro; Suzuki, Shuichi; Naota, Takeshi; Nishiyama, Yutaka; Tetrahedron Letters; vol. 60; 2; (2019); p. 183 – 186;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 57946-63-1, These common heterocyclic compound, 57946-63-1, name is 2-Bromo-4-(trifluoromethyl)aniline, 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.

Diethyl ethoxymethylenemalonate (2.3 g, 10.6 mmol, 2.5 eq.) was added to a solution of 2-bromo-4-(trifluoromethyl)aniline (25) (1.0 g, 4.2 mmol, 1.0 eq.) in toluene (6 mL). The resulting mixture was refluxed for 11 h. After cooling to room temperature, the solvent was evaporated under reduced pressure. The residue obtained was purified by column chromatography (SiO2, cyclohexane/ethyl acetate, 100/0 to 80/20, v/v) to afford the desired product 26 (1.5 g, 3.7 mmol, 88percent) as a white solid. Rf (SiO2, cyclohexane/ethyl acetate, 9/1, v/v): 0.34; Mp: 90-92 °C; IR (cm-1): 1682 (nuC=O), 1646 (nuC=C), 1596 (deltaN-H), 1321 (nuCF3), 1245 (nuas C-O-C), 1077 (nus C-O-C); 1H NMR (CDCl3, 400 MHz) delta 11.38 (d, 1H, 3JNH-Ha= 12.7 Hz, NH), 8.48 (d, 1H, 3JHa-NH = 12.7 Hz, Ha), 7.86 (d, 1H, 4JH3-H5= 1.4 Hz, H3), 7.61 (m, 1H, H5), 7.36 (d, 1H, 3JH6-H5= 8.5 Hz, H6), 4.36 (q, 2H, 3JHd-He or Hd?-He?= 7.1 Hz, Hd or Hd?), 4.28 (q, 2H, 3JHd-He or Hd?-He?= 7.1 Hz, Hd or Hd?), 1.39 (t, 3H, 3JHe-Hd or He?-Hd?= 7.1 Hz, He or He?), 1.34 (t, 3H, 3JHe-Hd or He?-Hd?= 7.1 Hz, He or He?); 13C NMR (DMSO-d6, 125 MHz) delta 167.9 (Cc or Cc?), 164.8 (Cc or Cc?), 150.0 (Ca), 140.9 (C1), 130.5 (d, 3JC3-F = 4 Hz, C3), 126.6 (d, 3JC5-F = 4 Hz, C5), 125.6 (q, 2JC4-F = 33 Hz, C4), 123.7 (d, 1JCF3-F = 270 Hz, CF3), 117.2 (C2), 112.9 (C6), 97.5 (Cb), 60.7 (Cd or Cd?), 60.4 (Cd or Cd?), 14.6 (Ce or Ce?), 14.5 (Ce or Ce?); HRMS calculated for C15H1579BrF3NO4 [M+H]+ m/z 410.0215, found C15H1579BrF3NO4 [M+H]+ m/z 410.0189 (100percent); C15H1581BrF3NO4 [M+H]+ m/z 412.0157 (98percent).

The synthetic route of 57946-63-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Jianrong; Maisonial-Besset, Aurelie; Wenzel, Barbara; Canitrot, Damien; Baufond, Ariane; Chezal, Jean-Michel; Brust, Peter; Moreau, Emmanuel; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 548 – 560;,
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bromide – Wiktionary

Related Products of 45762-41-2, 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. 45762-41-2, name is 4-Bromo-2-ethylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 4-bromo-2-ethylaniline (1.09g) in chloroform (20ml) was stirred at room temp. then treated with potassium acetate (0.49g) followed by acetic anhydride (0. 95ml). 18-Crown-6 (0.26g) and t-butylnitrite (1. 32ml) were added after 30 min and the mixture was stirred at reflux for 18h. The reaction mixture was diluted with chloroform and washed with saturated aqueous sodium hydrogen carbonate. The organic phase was separated using a hydrophobic frit and the solvent was evaporated to give the title compound as a brown solid (l. Og). NMR : 8H [CDC13] 8.30 (1H, d), 7.79 (1H, s), 7.63 (1H, d), 2.74 (3H, s), (2.55 (3H, s).

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

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/10995; (2004); 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. 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

1,1-Cyclopropanedicarboxylic acid (2 g, 15.4 mmol) was dissolvedin anhydrous CH2Cl2, anhydrous triethylamine (2.2 mL) wasadded under nitrogen. The mixture was stirred on the ice-bath for30 min. Thionyl chloride (1.2 mL) in anhydrous CH2Cl2 was addeddropwise to the above mixture and stirring for 2 h. 5-bromo-3-(trifluoromethyl)-benzenamine (3.6 g, 15.4 mmol)dissolved inanhydrous CH2Cl2 was added into the mixture. Stirring wascontinued for 2 h and the solution was adjusted to pH 10 withNaOH (2 mol/L), after filtration and concentration in vacuo, anappropriate amount of water was added to the residues.The productwas extracted with ethyl acetate (50 mL), The organic layer wasseparated and the aqueous layer was adjusted to pH 2 with HCl(2 mol/L). The product was extracted with ethyl acetate (50 mL 3)again. The combined organic layer was concentrated in vacuo, totalyielding 1-[[(3,5-dimethylphenyl)amino]carbonyl] (9) (0.8 g, 37%).

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; Zhang, Lin; Shan, Yuanyuan; Li, Chuansheng; Sun, Ying; Su, Ping; Wang, Jinfeng; Li, Lisha; Pan, Xiaoyan; Zhang, Jie; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 275 – 285;,
Bromide – Wikipedia,
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Synthetic Route of 1435-51-4, 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. 1435-51-4 name is 1,3-Dibromo-5-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.

A mixture of Pd(OAc)2 (88 mg, 0.394 mmol) and BINAP (294 mg, 0.473 mmol) in dioxane (8 mL) was stirred in a sealed tube for ~5 min. To the mixture was then added l,3-dibromo-5-fluorobenzene (0.496 mL, 3.94 mmol) and (tetrahydro-2H-pyran- 4-yl)methanamine hydrochloride (299 mg, 1.969 mmol), stirring was continued for additional ~5 min and KOtBu (486 mg, 4.33 mmol) was added. The resulting mixture was heated at 93 C for ~18 hrs. The reaction mixture was cooled to room temperature, diluted with EtOAc (-50 mL) and MeOH (-10 mL), filtered off and concentrated under reduced pressure. The residue was purified by column chromatography [silica gel, 40 g, EtOAc/heptane = 5/95 to 30/70] providing 3-bromo-5-fluoro-N-((tetrahydro-2H-pyran- 4-yl)methyl)aniline (220 mg) as a colorless liquid. LCMS (m z): 289.9 [M+H]+; Rt = 1.03 min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3-Dibromo-5-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; PFISTER, Keith B; SENDZIK, Martin; WO2011/26917; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary