Tag: M.W=200-300

Reference of 6627-78-7, A common heterocyclic compound, 6627-78-7, name is 1-Bromo-4-methylnaphthalene, molecular formula is C11H9Br, 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.

b. 5.0 g (0.0226 mole) of 1-bromo-4-methylnaphthalene, 3.2 g (0.0233 mole) of anthranilic acid, 3.0 g (0.0215 mole) of anhydrous potassium carbonate and 0.1 g of copper powder were heated in 35 ml of nitrobenzene at 190 to 195 C. for 1 hour while introducing nitrogen gas. The reaction product was cooled and the nitrobenzene as the solvent was completely removed by steam distillation. The residual aqueous solution was made slightly acidic with 2N hydrochloric acid. The precipitated crystal was washed with water and dried to obtain a crude crystal. Recrystallization from ethanol gave yellow needles crystal having a decomposition point of 215 to 217 C. As a result of the infrared absorption spectrum analysis and the mixed examination, it was found that this product was indentical with the compound obtained in the above method a).

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; Ikeda Mohando Co., Ltd.; US3989746; (1976); A;,
Bromide – Wikipedia,
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Electric Literature of 69321-60-4, 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. 69321-60-4 name is 2,6-Dibromotoluene, 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.

DESCRIPTION FOR D933-bromo-2-methylbenzaldehyde (D93)To a solution of 1,3-dibromo-2-methylbenzene (3 g, 12.00 mmol) in Tetrahydrofuran (THF) (100 mL) stirred under nitrogen at -78 C. was added BuLi (9.00 mL, 14.40 mmol) dropwise. The reaction mixture was stirred at -78 C. for 20 min. DMF (1.115 mL, 14.40 mmol) was added dropwise. The reaction mixture was continuously stirred for 2 hours. The reaction was quenched with sat. aq. ammonia chloride solution. The aqueous layers were separated and extracted by EA for 3 times. The combined organic layers were washed by brine, dried over anhydrous sodium sulfate. The dried solution was concentrated in vacuo to afford 3-bromo-2-methylbenzaldehyde (D93) (2.4 g), which was used for the next step without further purification. MS (ES): C8H7BrO requires 197.9. found 199 (M+H+)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,6-Dibromotoluene, and friends who are interested can also refer to it.

Reference:
Patent; Glaxo Group Limited; US2011/269738; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, 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 138526-69-9, Safety of 1-Bromo-3,4,5-trifluorobenzene

To a reaction vessel under a nitrogen atmosphere, 1-bromo-3,4,5-trifluorobenzene (10.7 g) and diethyl ether (150 ml) were added, and cooling was carried out to -50C. Thereto, a n-butyllithium (1.57 M) n-hexane solution (30.7 ml) was added dropwise in a temperature range of -50C to -45C, and stirring was carried out for another 1 hour. Then, after cooling to -74C, a diethyl ether (20.0 ml) solution of compound (T-3) (7.47 g) was added dropwise in a temperature range of -74C to -70C, and stirring was carried out for 4 hours while returning to room temperature. The resultant reaction mixture was poured into ice water (200 ml), and mixing was carried out. Toluene (200 ml) was added to separate layers into an organic layer and an aqueous layer, and an extraction operation was performed. The resultant organic layer was sequentially washed with a 1 N hydrochloric acid solution, a saturated aqueous solution of sodium hydrogencarbonate and water, and drying over anhydrous magnesium sulfate was carried out. The resultant solution was concentrated under reduced pressure, and a residue was purified by fractionation by means of column chromatography (silica gel; heptane), and further purified by recrystallization from a heptane/Solmix A-11 mixed solvent, and thus (E)-4-[1,2-difluoro-2-(3,4,5-trifluorophenyl)vinyl]-3-fluoro-4′-pr opylbiphenyl (1-1-1) (3.75 g) was obtained. The yield based on compound (T-3) was 36%. Chemical shifts according to 1H-NMR analysis were as described below, and the compound obtained could be identified to be (E)-4-[1,2-difluoro-2-(3,4,5-trifluorophenyl)vinyl]-3-fluoro-4′-pr opylbiphenyl. Chemical shifts delta (ppm; CDCl3); 7.58 (dd, J = 7.80 Hz, J = 7.65 Hz, 1H), 7.53 (d, J = 8.15 Hz, 2H), 7.50 – 7.37 (m, 4H), 7.29 (d, J = 8.10 Hz, 2H), 2.65 (t, J = 7.85 Hz, 2H), 1.75 – 1.64 (m, 2H), 0.98 (t, 7.45 Hz, 3H). A phase transition temperature of compound (1-1-1) obtained was as described below. Phase transition temperature: C 66.2 SA 95.2 N 116 I.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-3,4,5-trifluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; JNC Corporation; JNC Petrochemical Corporation; EP2522649; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 454-79-5, name is 2-Bromo-5-(trifluoromethyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H5BrF3N

Example 239 2-Mercapto-5-trifluoromethyl-benzothiazole (239) In analogy to the procedure of Chaudhuri, N. Synth. Commun. 1996, 26, 20, 3783, O-ethylxanthic acid, potassium salt (Lancaster, 7.5 g, 46.9 mmol) was added to a solution of 2-bromo-5-trifluoromethylphenylamine (Aldrich, 5.0 g, 20.8 mmol) in N,N-dimethylformamide (DMF, 30 mL). The mixture was heated to reflux for 4 hours. After cooling to room temperature, the mixture was poured into ice water and acidified with 2N HCl. The solid product was collected by filtration. Recrystalization from CHCl3/Hexanes gave 239 (4.5 g, 92%) as a white solid. 1H NMR (400 MHz, DMSO-d6) delta 14.00 (s, 1H), 7.94 (d, J=8.1 Hz, 1H), 7.62 (dd, J=8.4, 1.0 Hz, 1H), 7.48 (d, J=1.0 Hz, 1H). MS (M-H) 234.

According to the analysis of related databases, 454-79-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Tularik Inc.; US2003/139390; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 112279-72-8,Some common heterocyclic compound, 112279-72-8, name is 4-Bromo-2,3-difluoroaniline, molecular formula is C6H4BrF2N, 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 Compound (G-2) (78 g, 375 mmol) in anhydrous dichloromethane (250 mL) was added acetic anhydride (53.2 ml, 563 mmol) at room temperature, then the reaction mixture was stirred for 1 hour. After the completion of the reaction, the insoluble residue was collected by filtration to give Compound (G-3) (85.3 g, 91%).Compound (G-3);1H-NMR (DMSO-d6) delta: 2.10 (s, 3H), 7.48 (t, J=7.2 Hz, 1H), 7.72 (t, J=7.2 Hz, 1H), 10.32 (s, 1H).

The synthetic route of 112279-72-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shionogi & Co., Ltd.; US2012/253040; (2012); 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. 66417-30-9, name is 2-Bromo-1-methyl-4-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Product Details of 66417-30-9

Butyl lithium (1.6 M in hexane, 2.6 mL, 4.18 mmol) was added dropwise to a solution of 2-methyl-5-(trifluoromethyl)bromobenzene (1 g, 4.18 mmol) in Et20 (15 mL) at -78 C. The r.m. was stirred at -78 C for 20 min and then l-(tert-butyldimethylsilyloxy)-2- propanone (0.827 g, 4.39 mmol) in Et20 (5 mL) was added and the r.m. was further stirred for 2 h at -78 C. The r.m. was then quenched with water and the product was extracted with EtOAc. The organic layer was dried over MgS04, filtered and the solvent was removed in vacuo. The crude product was purified by flash column chromatography (silica; heptanes/EtOAc 100/0 to 90/10). The fractions containing the product were collected and concentrated in vacuo to give intermediate 46 (1.036 g, 71%).

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; JANSSEN PHARMACEUTICA NV; BISCHOFF, Francois, Paul; VELTER, Adriana, Ingrid; ROMBOUTS, Frederik, Jan, Rita; DE CLEYN, Michel, Anna, Jozef; VAN BRANDT, Sven, Franciscus, Anna; GIJSEN, Henricus, Jacobus, Maria; ZAVATTARO, Chiara; VAN DEN KEYBUS, Frans, Alfons, Maria; WO2014/111457; (2014); A1;,
Bromide – Wikipedia,
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Related Products of 4766-33-0, 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 4766-33-0 as follows.

General procedure: The substituted 1-naphthylamine (10 mmol), 2-picolinic acid (12.5 mmol) and Et3N (20 mmol,2.8 mL) were dissolved in DCM (40 mL) followed by dropwise addition of POCl3 (1.88 mL) at 0C. The resulting mixture was stirred at 0C for 0.5 h and warmed to room temperature for 2 h. Then the reaction mixture was cooled to 0C. Ice water was added slowly to quench the reaction. The organic layer was collected, and the aqueous phase was extracted with DCM. The combined organic phase was washed by saturated NaHCO3 and dried over MgSO4. The solvent was evaporated under reduced pressure, and the residue was recrystallized from i-propyl alcohol to give desired product.

According to the analysis of related databases, 4766-33-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Guan, Dinghui; Han, Lu; Wang, Lulu; Song, He; Chu, Wenyi; Sun, Zhizhong; Chemistry Letters; vol. 44; 6; (2015); p. 743 – 745;,
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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. 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. HPLC of Formula: C6H5BrN4

To a solution of Intermediate B (195 mg, 0.91 mmol) in THF at -78 0C under N2 was added dropwise n-butyllithium (1.46 ml, 3.66 mmol). The reaction mixture was stirred for 15 min and then gaseous ethylene oxide was bubbled into the reaction mixture for 5 min. The diy-ice bath was removed and warmed up to rt. Analytical HPLC found a new peak and then the reaction was quenched with 2 ml saturated aq NH4Cl followed by addition of 10 ml EtOAc and H2O (2ml). The organic phase was collected and washed with brine and dried over Na2SO4 and evaporated to crude as yellow oil. The crude was dissolved in 5 ml 10%MeOH/CH2Cl2 and 4 ml silica gel was added and then solvent evaporated. The crude in the silica gel was loaded on an MPLC column and was eluted with a gradient 0 – 10%MeOH in CH2Cl2 to give 20 mg of the desired product. ; MS [M+H]+ = 178.9; LCMS RT = 1.1 min

The synthetic route of 937046-98-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2007/64931; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 1-Bromo-3,5-di-tert-butylbenzene

Bis(pinacolato)diboron (6.89 g, 27.1 mmol) , KOAc (7.01 g, 71.4 mmol), 13 (5.62 g, 20.9 mmol) and 25 mL of dioxane were sparged with Ar for 1 h. Pd(dppf)Cl2 (341 mg, 0.418 mmol) was added and the reaction was sparged for an additional 20 min. The reaction was then refluxed overnight. The reaction was then cooled to room temperature and quenched with 50 mL of sat. NH4Cl and diluted with 75 mL of distilled water and extracted 3 x with 75 mL of Et2O. The combined organics were washed with 75 mL of water and 75 of brine, dried with magnesium sulfate, treated with activated charcoal, and filtered in through a pad of celite. The solvents were removed under vacuum. The product was isolated with column chromatography to afford a white solid (3.31 g, 50percent), mp 175-178 C (lit.7 mp 179 C). 1H NMR (CDCl3): delta 7.67 (s, 2H), 7.55 (s, 1H), 1.35 (s, 30H). The 1H NMR matches the known spectrum.7

The synthetic route of 22385-77-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dressler, Justin J.; Miller, Sarah A.; Meeuwsen, Brian T.; Riel, Asia Marie S.; Dahl, Bart J.; Tetrahedron; vol. 71; 2; (2015); p. 283 – 292;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 67344-77-8, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 67344-77-8, name is 1-(3-Bromophenyl)-N-methylmethanamine, This compound has unique chemical properties. The synthetic route is as follows.

Intermediate A (1.50 g, 7.5 mmol), pyridine-3-boronic acid (0.97 g, 7.9 mmol), Pd(PPh3)4 (0.44 g, 0.38 mmol) and K2C03 (2.68 g, 18.8 mmol) were placed in a 20 mL microwave reaction vial. The vessel was sealed with a crimp-cap septum and then was twice evacuated under hi- vacuum and flushed with nitrogen. THF (11 .5 mL) and H20 (5.5 mL) were added by syringe, theevacuation/nitrogen flush procedure was repeated and the vessel contents were then heated at reflux 0/N. After cooling to rt, the reaction mixture was partitioned between Et0Ac and H20 and the layers were separated. The aqueous layer was extracted twice with Et0Ac and the organic phases were combined, dried over MgS04 and concentrated in vacuo. Flash chromatography of the residue on silica gel eluting with an increasing proportion of Me0H (0.5 to 10percent) in DCM andevaporation of solvents in vacuo afforded Intermediate B as a faint-orange oil.

The chemical industry reduces the impact on the environment during synthesis 1-(3-Bromophenyl)-N-methylmethanamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; VAL-CHUM, LIMITED PARTNERSHIP; MADIRAJU, S.R. Murthy; PRENTKI, Marc; JOLY, Erik; ZHAO, Shangang; WO2015/127559; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary