Author: Jessica.F

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. 51776-71-7, name is 1-Bromo-4-(difluoromethyl)benzene, A new synthetic method of this compound is introduced below., Product Details of 51776-71-7

Step 2: To a 250mL round-bottom flask was added 150mL toluene, compound 12b (19g, 0.09mol, l .Oq), Benzyl mercaptan (12.5g, O. lmol, l . leq), DIPEA (23.7g, 0.18mol, 2.0eq), [l, -bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane (3.7g, 0.005mol, 0.05eq) and 4,5- bis(diphenylphosphino)-9,9-dimethylxanthene (5.3g, 0.009mol, O. leq). The reaction was heated to reflux for 15h. The reaction mixture was concentrated in vacuum and purified by column chromatography on silica gel eluted to afford the title compound 12c (15g). Yield: 65%.

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; LIANG, Congxin; (62 pag.)WO2018/5713; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1435-54-7, These common heterocyclic compound, 1435-54-7, name is 1,3-Dibromo-2-fluorobenzene, 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-isopropylphenol 0.1 mol,Dissolved in 100 mL of anhydrous tetrahydrofuran,Stirring, accurately weighing 0.4 moles of sodium hydride in batches added to the reaction flask,Do not be too fast to prevent too much bubble generated, plus the solution after the yellow,Then add 1,3-dibromo-2-fluorobenzene 0.11mol, also added in batches, room temperature reaction overnight. The resulting reaction product was filtered,Remove the solid material, the filtrate spin dry, add methylene chloride dissolved,Column column with petroleum ether: ethyl acetate = 1: 5 (volume ratio)To give 1,3-dibromo-2- (2-isopropylphenoxy) benzene (Intermediate A-1) (0.05 mol, y = 50%).

The synthetic route of 1435-54-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jilin Optical and Electronic Materials Co., Ltd.; Cui, Dunzhu; Gao, Chunji; Wang, Hui; Ma, Xiaoyu; Li, Ming; Li, Wenju; (54 pag.)CN106187963; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 952511-74-9,Some common heterocyclic compound, 952511-74-9, name is 4-Bromo-3-methylbenzene-1,2-diamine, molecular formula is C7H9BrN2, 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.

4-Bromo-3-methyl-1,2-benzenediamine (6.89 g, 34.3 mmol), formic acid (60 ml) and 37percent concentrated HCl (150 ml) were heated at 60¡ã C. for 12 h, cooled in an ice-water bath, and slowly adjusted with 28percent concentrated ammonium solution (280 ml) to pH8-9. The solid was collected by filtration, washed with water and dried in air to afford the title compound as a pinkish white solid.1H NMR (400 MHz, DMSO-d6) delta ppm 2.58 (s, 3H) 7.32 (s, 2H) 8.20 (s, 1H) 12.62 (br., 1H); (M+1) 212.94, 1.11 min (LC/MS method A)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-3-methylbenzene-1,2-diamine, its application will become more common.

Reference:
Patent; Diaz, Caroline Jean; Haffner, Curt Dale; Speake, Jason Daniel; Zhang, Cunyu; Mills, Wendy Yoon; Spearing, Paul Kenneth; Cowan, David John; Green, Gary Martin; US2010/222345; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 3959-05-5, 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. 3959-05-5, name is (2-Bromophenyl)methanamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 47 Part A. (2-Bromo-benzyl)-methyl-amine A solution of 2-bromobenzylamine (9 g, 36.1 mmol) in MeOH (60 ml) was added dropwise over 30 min. to a solution of methylamine in MeOH (200 mL of a 2.0 M solution, 0.4 mol). The resulting solution was stirred at rt for 2 h and concentrated. The residue obtained was dissolved in DCM (100 mL) and successively washed with saturated aqueous sodium carbonate, dried over sodium sulphate, and concentrated. The resulting oil was distilled to afford the title compound (7 g, 95%) as a colorless oil (b.p. 110 C. at 0.1 mm Hg, LC/MS retention time=1.22 min.; M+=201.92 Column: Phenominex 4.6 mm*50 mm.

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

Reference:
Patent; Bristol-Myers Squibb Company; US6596747; (2003); B2;,
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 117635-21-9 as follows. SDS of cas: 117635-21-9

1,4-dibromo-2,5-dihexyl benzene (8.05 mmoles, 3.255g), boronic ester 26 (17.7 mmoles, 7.545g), Na2CO3 (40.3 mmoles, 4.268g) and Aliquat 336 (0.500g) were suspended in toluene (100 mL) in a 250 mL two-necked- round-bottom-flask with stir bar and condenser. The reaction mixture degassed and Pd(PPh3)4 (0.403 mmoles, 0.465g) added followed by addition of degassed water (50 mL). Reaction heated to 90C for two days. Resulting reaction mixture diluted with ethyl acetate (150 mL), washed with ethyl acetate (3 x 100 mL). Organic layer washed with brine (2 x 100 mL), dried over magnesium sulfate, filtered and concentrated. Purification by column chromatography on silica gel using 1 :3 DCM: Hexanes to yield white powder (56%, 3.8g). 1 H NMR (500 MHz, CD2CI2) delta = 7.45 (d, J = 8.5Hz, 4H), 7.33-7.31 (m, 5H), 7.26-7.19 (m, 5H), 6.65 (s, 2H), 2.71 -2.63 (m, 9H0, 1 .54 (s, 18H), 1 .31 -1 .20 (m, 14H), 1 .15 (t, J = 7.49, 7H), 0.83 (t, J = 6.85Hz, 6H).

According to the analysis of related databases, 117635-21-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; PARK, Kyung-Ho; RADU, Nora, Sabina; JOHANSSON, Gary, A.; FENNIMORE, Adam; DELANEY, William, J.; LECLOUX, Daniel, David; WO2011/159872; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1159010-96-4, 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. 1159010-96-4 name is 3-Bromo-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride, 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 4,4,5,5-tetramethyl-2-(2-methylbiphenyl-3-yl)-1,3,2-dioxaborolane (Example 4, Step 1: 20 mg, 0.07 mmol), 3-bromo-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride (AstaTech cat SC2711: 17 mg, 0.068 mmol), [1,1?-bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with dichloromethane (1:1) (3 mg, 0.003 mmol) and potassium carbonate (28 mg, 0.20 mmol) in 1,4-dioxane (1 mL) and water (0.5 mL) was degassed and recharged with nitrogen three times. The mixture was then heated and stirred at 110 C. overnight. The crude reaction mixture was purified by prep LCMS (pH 2, acetonitrile/water+TFA) to give the desired product as its TFA salt. LC-MS calculated for C21H21N2(M+H)+: m/z 301.2; found: 301.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Incyte Corporation; Wu, Liangxing; Qian, Ding-Quan; Lu, Liang; Lajkiewicz, Neil; Konkol, Leah C.; Li, Zhenwu; Zhang, Fenglei; Li, Jingwei; Wang, Haisheng; Xu, Meizhong; Xiao, Kaijiong; Yao, Wenqing; (101 pag.)US2018/177784; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 121086-19-9,Some common heterocyclic compound, 121086-19-9, name is 4-Bromo-N-isopropylaniline, molecular formula is C9H12BrN, 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.

N-(4-Bromophenyl)-N-(2-propyl)-3-methyl-2-butenamide Compound 5 A solution of 3,3-dimethylacryloyl chloride (5.56 mL, 50 mmol) in 120 mL of chloroform was added to a solution of 4-bromo-N-(2-propyl)-aniline (Compound 4, 10.4 g, 48.5 mmol) in 400 mL of chloroform over 5 minutes. The reaction mixture was then refluxed overnight. After cooling to room temperature, the reaction mixture was washed with 5% HCl (1*150 mL), saturated, aqueous sodium bicarbonate (1*150 mL) and brine (1*150 mL). The organic phase was dried over anhydrous sodium sulfate and the solvent evaporated in vacuo to afford 13.8 g (96%) of the title compound as a brown solid. 1 H-NMR (300 MHz, CDCl3): d 1.05(d, J=6.8 Hz, 6H), 1.63(s, 3H), 2.08(s, 3H), 4.98(m, 1H), 5.22(br s, 1H), 6.95(d, J=8.5 Hz, 2H), 7.51(d, J=8.6 Hz, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-N-isopropylaniline, its application will become more common.

Reference:
Patent; Allergan Sales, Inc.; US6048873; (2000); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 112279-60-4, name is 4-Bromo-2,5-difluoroaniline, 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 112279-60-4, category: bromides-buliding-blocks

A degassed solution of ethyl 3-(trifluoromethanesulfonyloxy)furo [3,2- c]pyridine-2-carboxylate (678 mg, 2.00 mmol), 4-bromo-2,5-difluoroaniline (670 mg, 3.22 mmol), Pd2dba3 (147 mg, 0.160 mmol), Xantphos (97.0 mg, 0.168 mmol) and finely powdered K3PO4 (793 mg, 3.74 mmol) in toluene (7.5 ml) was heated in a sealed tube at 1050C overnight. The reaction mixture was cooled to ambient temperature then diluted with ethyl acetate (15 ml) and filtered through a plug of silica gel (15 ml packed in ethyl ether). After washing the filter cake with more ethyl acetate (20 ml), the filtrate was dried over magnesium sulfate and concentrated in vacuo to give a brown oil. The residue was purified by flash chromatography (silica gel, using using 5:3:2 hexane-methylene chloride-ethyl ether) to afford the title compound as a tan solid (329 mg, 41%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2,5-difluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; GENENTECH, INC.; WO2008/24725; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 21865-50-9, 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 21865-50-9 as follows.

General procedure: A mixture of starting compound (2.69 mmol), CuCl2.2H2O (10 mol %) in DMSO (5 mL) stirred at 100 C. The reaction progress was monitored by thin layer chromatography (PMA was used for stain solution). The reaction mixture was poured into ice cold water. The crude product was purified by column chromatography using ethyl acetate and petroleum ether as eluent to afford carbazoles.

According to the analysis of related databases, 21865-50-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Dalvi, Bhakti A.; Lokhande, Pradeep D.; Tetrahedron Letters; vol. 59; 22; (2018); p. 2145 – 2149;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 69902-83-6, A common heterocyclic compound, 69902-83-6, name is 1-Bromo-2-methyl-3-(trifluoromethyl)benzene, molecular formula is C8H6BrF3, 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.

Step 1[00293] To a solution of l-bromo-2-methyl-3-(trifluoromethyl)benzene (CXXVII) (5.7 g, 23.86 mmol) in CC14 (50 niL) was added NBS (4.24 g, 23.86 mmol) and a catalytic amount of benzoyl peroxide. The reaction mixture was gently refluxed for 1 h. The reaction mixture was cooled to room temperature and the precipitate was removed by filtration. The solution was concentrated under reduced pressure and the crude product was dissolved in hexane and additional precipitate was removed by filtration. The filtrate was concentrated to dryness to give l-bromo-2-(bromomethyl)-3-(trifluoromethyl)benzene (CXXVIII) as an orange oil (7.51 g, 23.62 mmol). 1H NMR (DMSO-d6) delta ppm 4.73 (s, 2H), 7.4 (dd, J=8 Hz, J=8 Hz, 1H), 7.80 (d, J=8 Hz, 1H), 8.02 (d, J=8 Hz, 1H); 19 F NMR (DMSO-d6) delta ppm -57.85 (s, 3F). The crude product was used without further purification for step 2.

The synthetic route of 69902-83-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REMPEX PHARMACEUTICALS, INC.; GLINKA, Tomasz; HIGUCHI, Robert; HECKER, Scott; EASTMAN, Brian; RODNY, Olga; WO2012/109164; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary