Author: Jessica.F

Reference of 5003-71-4, 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. 5003-71-4, name is 3-Bromopropan-1-amine hydrobromide, This compound has unique chemical properties. The synthetic route is as follows.

Di-tert-butyl dicarbonate (3.71 g, 16 9 mmol) and triethylamine (10 mL). were added to a solution of 3-bromopropylamine hydrobromide 3 (3.72 g, 16.9 mmol) in dichloromethane (100 mL). The reaction mixture was stirred at room temperature for 12 hours. The reaction progress was monitored by TLC. After this period, the reaction was complete. The solvent was removed under reduced pressure. Saturated sodium chloride solution (100 mL) was added to this residue and the mixture was extracted with diethyl ether (2×50 mL). The organic phases were combined, washed with saturated sodium chloride solution (3×50 mL) and dried over sodium sulfate. After filtration, the solvent was removed under reduced pressure to give compound 4 in the form of a slightly brown solid. The compound was sufficiently pure to be used in the rest of the synthesis without further purification (3.50 g, 87%). 1H NMR (200 MHz, CDCl3) delta: 4.63 (s, 1H), 3.42 (t, J=6.5 Hz, 2H), 3.26 (td, J=6.5; 6.5 Hz, 2H), 2.03 (m, J=6.5 Hz, 2H), 1.43 (s, 9H). HMRS (ESI) calculated for C8H16NO2Br [M+H+], m/z 255.0703. found: 255.0695.

The chemical industry reduces the impact on the environment during synthesis 3-Bromopropan-1-amine hydrobromide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CISBIO BIOASSAYS; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; ECOLE NORMALE SUPERIEURE DE LYON; Lamarque, Laurent; Maury, Olivier; Parker, David; Zwier, Jurriaan; Walton, James W.; Bourdolle, Adrien; US2014/336373; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 502496-36-8, 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. 502496-36-8, name is 3-Bromo-5-fluoro-2-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 123 (250 mg, 0.46 mmol) and 3-bromo-5-fluoro-2-methylaniline 165 (112 mg, 0.55 mmol) in acetonitrile was added cesium carbonate (307 mg, 0.936 mmol). The reaction was degassed and purged with nitrogen for 10 min. Pd(dppf)Cl2 (16 mg, 0.0234 mmol) was added to the reaction. The reaction was degassed and purged with nitrogen for another 10 min. The reaction was heated to 90 C. under sealed condition for overnight. The reaction mixture was allowed to cool to room temperature, diluted with chloroform. The organic layer was filtered through celite plug and concentrated to get the crude. The crude was purified through flash chromatography by using 100-200 mesh silica gel. The compound was eluted in 12% ethyl acetate in hexane as half white solid 166.

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, 3-Bromo-5-fluoro-2-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRIEN PHARMACEUTICALS LLC; Vankayalapati, Hariprasad; Yerramreddy, Venkatakrishnareddy; Gangireddy, Paramareddy; Appalaneni, Rajendra P.; US2014/315909; (2014); A1;,
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. 393-36-2, name is 4-Bromo-3-(trifluoromethyl)aniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 393-36-2

Preparation of 3-trifluoromethyl-4-vinylaniline 4-Bromo-3-(trifluoromethyl)aniline (4.0 g, 16.7 mmol) was dissolved in isopropanol (20 mL), water (10 mL), and t-butylamine (5 mL). To the solution, potassium(trifluoro)vinylborate (4.0 g, 29.9 mmol), PdCl2(dppf)2·2-dichloromethane complex (300 mg, 0.37 mmol) were added. The resulting mixture was stirred under argon atmosphere at 80C for 20 hours and then concentrated. The residue was partitioned between water and ethyl acetate, and the organic layer was washed with saturated brine and concentrated under reduced pressure. The resulting product was purified by silica-gel column chromatography (n-hexane: ethyl acetate = 6:1) to give 3-trifluoromethyl-4-vinylaniline (2.475 g, 79%) as a light-yellow oil. 1H-NMR (270MHz, CDCl3) delta (ppm): 3.84 (2H, s), 5.20 (1H, dd, J=1.8, 10.9Hz), 5.56 (1H, d, J=17.1Hz), 6.78 (1H, dd, J=10.9, 17.1Hz), 6.88-7.04 (2H, m), 7.48 (1H, d, J=8.4Hz).

The synthetic route of 393-36-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; The University of Tokyo; EP1921078; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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