Month: May 2021

10546-67-5, name is 2,6-Dibromo-4-(tert-butyl)aniline, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C10H13Br2N

Example 2.1 : (0854) Preparation of N-(2,6-dibromo-4-(tert-butyl)phenyl)phthalamide (0855) A mixture of phthalic anhydride (5.00 g, 33.76 mmol) and 2,6-dibromo-4-tert-butyl aniline (12.44 g, 40.51 mmol) was dissolved in 50 mL of acetic acid and refluxed for 12 h. The reaction was monitored by TLC (petroleum ether/ethyl acetate, 5/1 ), upon completion the solvent was evaporated under reduced pressure and the residue was recrystallized from methanol to give the desired product as colorless well-defined crystalls. Yield 1 1 .60 g (78%). (0856) 1H NMR (300 M Hz, CDCI3, 298K) delta 1 .34 (s, 9H), 7.67 (s, 2H), 7.83 (dd, J = 5.5, 3.1 Hz, 2H), 8.00 (dd, J = 5.5, 3.1 Hz, 2H). (0857) 13C NMR (75 MHz, CDCI3, 298K) delta 31.14 (3C, CH3), 35.35 (1 C, C-CH3), 124.26, 124.64, 129.99, 131 .97, 134.69, 156.20, 165.97 (2C, C=0). (0858) FD mass spectrum (8 kV): m/z (%): calculated: 437.13; found: 437.20 (100) [M]+.

The synthetic route of 10546-67-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF SE; MAX-PLANCK-GESELLSCHAFT ZUR FOeRDERUNG DER WISSENSCHAFTEN E. V.; BASF (CHINA) COMPANY LIMITED; GESSNER, Thomas; REICHELT, Helmut; WEITZ, Thomas; EUSTACHI, Michael; JAeNSCH, Daniel; CHEN, Long; SKABEEV, Artem Nikolaevich; MUeLLEN, Klaus; REICHERT, Hans; WO2015/125125; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 18648-66-3, 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. 18648-66-3, name is 2-(4-Bromophenyl)-1,1-diphenylethylene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Into a 500 ml three-necked flask equipped with a condenser, 0.16 g (6.6 mmole) of magnesium, a small piece of iodine and 10 ml of tetrahydrofuran (THF) were placed under a stream of argon. After the resultant mixture was stirred at the room temperature for 30 minutes, a solution prepared by dissolving 1 g (3 mmole) of 1-(4-bromophenyl)-2,2-diphenylethylene into 10 ml of THF was added dropwise. After the addition was completed, the resultant mixture was stirred at 60C for 1 hours, and a Grignard reagent was prepared. Into a 500 ml flask equipped with a condenser, 0.6 g (1 mmole) of 9,10-dibromo-2,6-di(2-ethylhexyloxy)anthracene, 0.04 g (5% by mole) of dichlorobis(triphenylphosphine)palladium, 0.1 ml (1 M; 0.1 mmole) of a toluene solution of diisobutylaluminum hydride and 10 ml of THF were placed under a stream of argon. After the Grignard reagent prepared above was added dropwise to the obtained solution at the room temperature, the resultant mixture was heated under stirring for one night. After the reaction was completed, the reaction solution was cooled with ice water. The formed crystals were separated by filtration and washed with 50 ml of methanol and 50 ml of acetone successively, and 0.56 g of a yellow powder was obtained. The obtained yellow powder was identified to be Compound (A1) by the measurements in accordance with NMR, IR and the filed desorption mass spectroscopy (FD-MS) (the yield: 60%).

The synthetic route of 2-(4-Bromophenyl)-1,1-diphenylethylene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; EP1440959; (2004); 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

Some common heterocyclic compound, 591-19-5, name is 3-Bromoaniline, molecular formula is C6H6BrN, 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. HPLC of Formula: C6H6BrN

Under nitrogen or argon atmosphere, 3-bromoaniline 0.4 mmol, 0. 2 mm ? Ir (ppy) (2 mg) And DMF (1 ml) were added to the reaction flask and then irradiated with a blue LED band (7W) at room temperature until complete conversion of the trivalent iodine reagent was completed. 10 ml of a saturated aqueous Na2C03 solution was added thereto, and the mixture was extracted three times with ethyl acetate. The organic layer was washed once with saturated brine, and the organic layer was dried over anhydrous Na2S04. Column chromatography (eluent: petroleum ether 60-90: ethyl acetate = 20: 1-10: 1) to afford the product NIH2Yield 27%; CF3 ? Br ^ A ^ NH2CF, yield 23%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 591-19-5, its application will become more common.

Reference:
Patent; Nanjing University; Zhu, ChengJian; Xie, jin; Xu, Pan; (13 pag.)CN103553857; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 5433-01-2, name is 1-Bromo-3-isopropylbenzene, molecular formula is C9H11Br, 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. name: 1-Bromo-3-isopropylbenzene

To a solution of l-bromo-3-isopropylbenzene (10 g, 0.05 niol) in THF was added dropwise with BuLi (47 mL, 0.075 mol) at -60C. After stirred 30 minutes, -methoxy- -methylacetamide (6,22 g, 0.06 mol) was added. The mixture was stirred at -30C for 3 hours. Then the mixture was quenched with H20, the mixture was partitioned between EtOAc and water. The layer was separated and washed with water, brine, dried over Na2S04, and concentrated. The residue was purified by column chromatography to obtained the titled compound. ‘H NMR (CHLOR OFQRM-d) : delta 7.85 (s, 1H), 7.79 (dt, J = 7.6, 1.4 Hz, 1H), 7.33 – 7.53 (m, 2H), 3.00 (dt, J – 13.8, 6.9 Hz, 1H), 1.30 (d, J – 6.7 Hz, 6H) LC-MS : m/z 163(M+H)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5433-01-2, its application will become more common.

Reference:
Patent; RIPKA, Amy S.; SAUNDERS, Jeffrey O.; KAMENECKA, Theodore Mark; GRIFFIN, Patrick R.; WO2013/78240; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1647-26-3, name is 1-Bromo-2-cyclohexylethane, 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 1647-26-3, HPLC of Formula: C8H15Br

The title compound was prepared by General Method 2. p-tolylhydrazine hydrochloride (0.96g, 6.0mmol) was added to a vigorously stirred mixture of tetra-n-butylammonium chloride (84mg, 0.3mmol) in 50% aqueous sodium hydroxide (6mL) followed by 2-cyclohexylethyl bromide (1.26g, 6.6mmol). The mixture was heated at 60 0C (oil bath temp.) for 6h. After cooling to room temperature, water (20-3OmL) was added and the mixture extracted with chloroform (3 x 1OmL). The total extract was dried (sodium sulfate), evaporated in vacuo to give a dark oil (1.49g) which was chromatographed (45g of silica gel, eluted with dichloromethane) to give the product as a yellow-orange oil (0.68g, 2.93mmol, 48.8%).

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

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; WO2009/120717; (2009); A2;,
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 1073-06-9 as follows. COA of Formula: C6H4BrF

Add carbazole (2g, 11.93mmol) to a 100mL reaction flask.2-bromo-4-fluorobenzene (2g, 11.36mmol), potassium carbonate (3.14g, 22.73 mmol), DMSO (30mL),Under nitrogen protection, heat to 140 C for 4 hours.The reaction was monitored by TLC until the reaction was complete.Filter under reduced temperature and rinse the filter cake with ethyl acetate and water.The aqueous phase was separated, the organic layer was dried and concentrated, 100 mL of n-hexane was added, and sonication was performed for 2 minutes. A white solid was precipitated and filtered to obtain 1.3 g of intermediate M4.

According to the analysis of related databases, 1073-06-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gao Wenzheng; Du Qian; Zhang Chunyu; Ren Xueyan; (35 pag.)CN110407825; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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

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,
bromide – Wiktionary

Reference of 17247-58-4, The chemical industry reduces the impact on the environment during synthesis 17247-58-4, name is (Bromomethyl)cyclobutane, I believe this compound will play a more active role in future production and life.

Sodium sulfite (1.3 g; WAKO), ethanol (3.9 mL), and water (5.8 mL) were added to (bromomethyl)cyclobutane (0.8 mL; Ald), the resulting mixture was stirred at 100 C. for 2 hours, and the solvent was evaporated under reduced pressure. Toluene (10 mL), DMF (20 muL), and thionyl chloride (1.9 mL; TCI) were successively added to the residue, the resulting mixture was stirred at 110 C. for 5 hours, and the solvent was evaporated under reduced pressure. This residue was used instead of ethanesulfonyl chloride described in the step of Reference Example N-2 to give the title compound.

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, (Bromomethyl)cyclobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASAHI KASEI PHARMA CORPORATION; US2010/261701; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary