Author: Jessica.F

Synthetic Route of 61613-22-7, The chemical industry reduces the impact on the environment during synthesis 61613-22-7, name is 2-Bromo-N-phenylaniline, I believe this compound will play a more active role in future production and life.

The 34·7 g (140 mmol) of 2-bromo diphenylamine initially introduced 350ml of absolute THF and cooled to -78 C, and the THF was added to 112 ml (280 mmol) of 2.5 Mu n-BuLi . The mixture was then thawed to -10 C stirred for another 1 h at this temperature. Was slowly added dissolved in 600ml of THF of 30 g (86 mmol) 10-biphenyl-4-yl-2,7-diphenyl-10H- acridine-9-one. The mixture is then stirred for another 24 h at room temperature. 100 ml of a solution of ammonium chloride was added, stirring continued briefly, and the organic phase was separated, and the solvent removed in vacuum. The residue was suspended at 40 C in 750 ml of warm glacial acetic acid, added to 60 ml of concentrated hydrochloric acid to the suspension, and the mixture was then stirred at room temperature for another 8 h. After cooling, it is filtered off with suction the precipitated solid was washed once with 100 ml of water, washed three times with each 100 ml of ethanol and finally recrystallized from heptane. Yield: 35.3 g (54 mmol), 77% theory.

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

Reference:
Patent; MERCK PATENT GMBH; PFISTER, JOCHEN; VOGES, FRANK; MONTENEGRO, ELVIRA; MUJICA, FERNAUD, TERESA; (101 pag.)TW2016/2091; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 55289-36-6, 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 55289-36-6 as follows.

Reference Production Example 8(0597) A mixture of 25.0 g of 1-bromo-2-methyl-3-aminobenzene, 60.0 g of triphosgene, and 400 ml of toluene was stirred with heating under reflux for 3 hours. The reaction mixture allowed to cool was concentrated under reduced pressure to obtain 30.3 g of 1-bromo-3-isocyanato-2-methylbenzene (hereinafter referred to as 8A). (0598) 1H-NMR (CDCl3) delta (ppm): 2.42 (3H, s), 7.00 (1H, dt, J=0.5, 8.0 Hz), 7.05 (1H, dd, J=1.7, 8.0 Hz), 7.39 (1H, dd, 1.5, 7.7 Hz).

According to the analysis of related databases, 55289-36-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; SHIODA, Takayuki; ARIMORI, Sadayuki; (191 pag.)US2016/157489; (2016); 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. 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H3BrF4

A mixture of sodium thiomethoxide (0.317g) and 5-bromo-2-fluorobenzotrifluoride (L. OG) in DMF (4ML) was heated at 50C for lh then poured into water and extracted with isohexane. The organics were washed with brine, dried and evaporated under reduced pressure. Yield 0. 762g H NMR DMSO-d6: 8 7.74 (1H, d); 7.59 (1H, dd); 7.22 (1H, d); 2.51 (3H, s)

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 393-37-3.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/18529; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 766-46-1,Some common heterocyclic compound, 766-46-1, name is 2′-Bromophenylacetylene, molecular formula is C8H5Br, 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: In a 25 mL of flask, t-BuLi (2 mmol, 1.6 M in pentane) was added dropwise at -78 C to a stirred solution of o-bromoethynylbenzene (1 mmol, 181 mg) or its derivative (1 mmol) in Et2O (5 mL) and the reaction mixture was allowed to warm to room temperature. After stirring at room temperature for 1 h, S8 (0.25 mmol, 64 mg) was added and the reaction was stirred at room temperature for 2 h. The solvent of the reaction mixture was evaporated under vacuum and THF (5 ml) was added. After that, an electrophile (2 mmol) was added dropwise at room temperature. After stirring at room temperature for 1 h, the solvent of the reaction mixture was evaporated under vacuum. The residue was purified by chromatography to give products 4 and 6.

The synthetic route of 766-46-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Zitao; Geng, Weizhi; Wang, Hanliu; Zhang, Shaoguang; Zhang, Wen-Xiong; Xi, Zhenfeng; Tetrahedron Letters; vol. 52; 51; (2011); p. 6997 – 6999;,
Bromide – Wikipedia,
bromide – Wiktionary

89359-54-6, name is 9-Bromo-1-nonene, 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. Product Details of 89359-54-6

Example 37 This example illustrates the synthesis of 1-(8-Nonenyl)-3,7-dimethylxanthine (CT1550). A mixture of theobromine (17.64 g, 98 mmol) and sodium hydride (2.35 g, 98 mmol) in dimethylsulfoxide (250 ml) was stirred for 15 min. After addition of 9-bromo-1-nonene (Alfebro, 20.0 g, 98 mmol) stirring was continued at ambient temperature for 3 days. The reaction mixture was then poured into water (300 ml) and extracted with dichloromethane (4*200 ml). The combined organic layers were washed with saturated aqueous salt solution (2*150 ml) and dried over sodium sulfate. The solvent was evaporated under vacuum to give a thick oil. After cooling a solution of the oil in a minimum of dichloromethane and ether, 1-(8-nonenyl)-3,7-dimethylxanthine (CT1550) (24.34 g, 77.5 mmol, 99% yield) formed as white crystals.

The synthetic route of 89359-54-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cell Therapeutics, Inc.; US5521315; (1996); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2606-51-1, These common heterocyclic compound, 2606-51-1, name is 5-(Bromomethyl)benzo[d][1,3]dioxole, 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.

1.1 equiv. of 5-(bromomethyl)-1,3-benzodioxole, 1 equiv. ofnoscapine were taken in 3 ml of toluene in a 25 ml round bottom flaskand at 60 C for 20 h on a continuous stirring in an oil bath. After thecompletion of reaction, toluene was decanted and remaining solid residuewas washed with ethyl acetate to remove the unreacted part(3 × 10 ml). Chloroform was added to dissolve the solid productfollowed by evaporation on a vacuum rotary evaporator to obtain 3 asthe solid ionic liquid product.

The synthetic route of 2606-51-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sehrawat, Hitesh; Kumar, Neeraj; Tomar, Ravi; Kumar, Loveneesh; Tomar, Vartika; Madan, Jitender; Dass, Sujata K.; Chandra, Ramesh; Journal of Molecular Liquids; vol. 302; (2020);,
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. 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, A new synthetic method of this compound is introduced below., HPLC of Formula: C18H11BrO

4(4-bromophenyl)dibenzo[b,d]furan (138 mmol) and 4(9-ethyl-9H-indazol-1-yl)aniline (125.5 mmol) were added to the reaction vessel in that order. After tris(dibenzylideneacetone)dipalladium (6.3 mmol), tri-tert-butylphosphine (12.5 mmol), sodium t-butoxide (376.4 mmol), and toluene 1320 mL, the reaction was carried out at 100 ° C; The organic matter was extracted with diethyl ether and water, and the organic layer was dried over magnesium sulfate. Intermediate 1, 94.13 mmol (75percent), mass spectrum: theoretical 528.24, calculated 528.20;

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; Jilin Aolaide Optoelectric Materials Co., Ltd.; Wang Hui; Wang Kang; Li He; Li Long; Li Xiaolong; Wang Jinzheng; Ma Xiaoyu; (27 pag.)CN108864062; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 73918-56-6, A common heterocyclic compound, 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, molecular formula is C8H10BrN, 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.

2-Chloro-6-nitro-benzothiazol (200 mg, 0.93 [MMOL)] was placed in a 15 mi vial equipped with a stirring bar and septum. The vial was purged with argon and charged with DMF (1.0 [ML).] Diisopropyl-ethylamine (0.37 [ML,] 2 eq. ) was added resulting in a reddish solution. [2- (4-BROMO-PHENYL)-ETHYLAMINE] (186 mg, 1 eq. ) in DMF (1.0 [ML)] was added via syringe. The dark solution was then heated to 110 [C] for 30 minutes in an aluminum block. The mixture was cooled in an ice bath and diluted with water (10 [ML) WHILE] stirring vigorously. A dark precipitate formed. An additional 5 mi of water was added after stirring for 10 minutes and the product then collected by vacuum filtration. The product was washed with distilled water (2 x 10 ml) and dried under suction. The sample was dried under high vacuum (0.8 torr, 110 [C,] 20 hours) to give a solid (198 mg, 61%). %).’H NMR [(CDC13)] 8 : 8.5 (s, [1H),] 8.21 (br d, [1H,] J=7.7 Hz), 7.48 m (3H), 7.10 (d, 2H, J=7.7 Hz), 5. 68 (br s, 1H), 3.75 (br t, 3H), 2.99 [(BR T, 3H).]

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; MCR RESEARCH INC.; WO2004/14885; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 38573-88-5, A common heterocyclic compound, 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, molecular formula is C6H3BrF2, 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.

Under nitrogen atmosphere, diisopropylamine (5.8 g) was dissolved in THF (30 mL) and cooled to -70 C. or lower. To the solution, a 1.6 M butyllithium / hexane solution (32 mL) was added dropwise at such a rate that the inner temperature did not reach -65 C., and the mixture was subsequently stirred at -70 C. or lower for 30 minutes.Subsequently, a solution prepared by dissolving 2,3-difluorobromobenzene (10 g) in THF (50 mL) was added dropwise to the stirring reaction solution at a rate such that the internal temperature did not exceed -65 C.,The mixture was stirred at -70 C. or lower for 1 hour to prepare phenyllithiums.In a separate reaction vessel, a solution of difluorodibromomethane (16.3 g) dissolved in THF (160 mL) was cooled to -70 C. or lower, and a solution of the phenyllithium prepared in advance was added to the solution in a cannula , Followed by stirring at -70 C. or lower for 1 hour,And the mixture was heated to room temperature.Water and hexane were added to the reaction solution to separate the organic layer, and the organic layer was washed twice with saturated brine.Sodium sulfate was added to the organic layer after washing, dried, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 4-bromo-2,3-difluoro- (bromodifluoromethyl) benzene and 1,4 – dibromo-2,3-difluorobenzene (14.5 g). By measuring the ratio of each compound in the mixture using gas chromatography, 78.5% of 4-bromo-2,3-difluoro- (bromodifluoromethyl) benzene, 1,4-dibromo- 3-Difluorobenzene was 21.5%.

The synthetic route of 38573-88-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DIC CORPORATION; TOJO, KENTA; KUSUMOTO, TETSUO; TAKATSU, HARUYOSHI; (13 pag.)JP6019595; (2016); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 3972-64-3, 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. 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 112a. To a solution of 1-bromo-3-(tert-butyl)benzene (0.2 g, 0.938 mmol, 1.0 equiv) in DMSO (10 mL) was added 4,4,4?,4?,5,5,5?,5?-octamethyl-2,2?-bi(1,3,2-dioxaborolane) (0.356 g, 1.41 mmol, 1.5 equiv), KOAc (0.184 g, 1.876 mmol, 2.0 equiv) and resulting reaction mixture purged with N2 gas for 10 minute, followed by the addition of Pd(PPh3)4 (0.055 g, 0.047 mmol. 0.05 equiv). The resulting reaction mixture was heated at 100 C. for overnight. Product formation was confirmed by LCMS. After the completion of reaction, the mixture was filtered through celite bed, washed with ethyl acetate (100 mL). Filtrate was concentrated under reduced pressure. The crude product obtained was purified by flash chromatography (hexane as an eluent) to obtain 2-(3-(tert-butyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.230 g, 94.26% Yield) as an off-white solid. (0909) LCMS 261.3 [M+H]+ (0910) 1H NMR (400 MHz, DMSO-d6) delta7.67 (s, 1H), 7.57-7.45 (m, 2H), 7.32 (t, J=7.5 Hz, 1H), 1.44 (d, J=6.6 Hz, 1H), 1.39-1.23 (m, 9H), 1.23-1.04 (m, 12H)

The synthetic route of 1-Bromo-3-(tert-butyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Praxis Biotech LLC; ALFARO, Jennifer; BELMAR, Sebastian; BERNALES, Sebastian; PUJALA, Brahmam; PANPATIL, Dayanand; BHATT, Bhawana; US2019/185451; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary