Month: November 2020

4263-52-9, 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. 4263-52-9 name is Sodium 2-bromoethanesulphonate, 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.

Sodium-2-bromoethane sulfonate (41 1 mg, 1.95 mmol) and powdered K2C03 (269 mg, 1.95 mmol) are suspended in 3ml_ of dry DMF under argon atmosphere. N-methyldodecylamine (298 mg, 1.50 mmol) is added and the mixture stirred at 130C overnight. The volatiies are removed on a rotary evaporator and the residue purified by preparative HPLC and dried in high vacuum to yield 342 mg (74%) of 1q as a white solid.1H-NMR (300 MHz, CDCI3): delta = 0.81 (t, J = 6.4, 3H), 1.10-1.35 (m, 18H), 1 .70 (m, 2H), 2.88 (s), 2.89 (s,? = 3H), 3.0-3.45 (m, 5H), 3.55 (m, 1 H), 8.46 (br. s, 1 H), 8.89 (br. s, 1 H).MS (ESI): 308.2 (M+H+), 325.3 (M+NH4+), 615.4 (2M+H+).

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

Reference:
Patent; JADO TECHNOLOGIES GMBH; TECHNISCHE UNIVERSITAeT DRESDEN; SCHLECHTINGEN, Georg; KNOeLKER, Hans-Joachim; FRIEDRICHSON, Tim; JENNINGS, Gary; BRAXMEIER, Tobias; WO2012/160187; (2012); A1;,
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. 5433-01-2

Intermediate C. Method A: 3-Isopropylbenzoic acid (C-a). To a solution of l-bromo-3-isopropylbenzene (1.24 g, 6.23 mmol) in THF (18 ml) was added magnesium wire (0.151 g, 1 eq.). The mixture was heated to 50 to 600C until the magnesium was dissolved. To this solution was added an excess of solid CO2 and after 40 min the reaction mixture was acidified with IM aq. HCl. The product was extracted into DCM, the organic layer was dried over MgSO4 and evaporated, yielding the target product (1.07 g (quantitative)). 1H-NMR (CDCl3) delta (ppm) 8.00 (s, IH), 7.95 (d, IH), 7.49 (d, IH), 7.41 (t, IH), 3.00 (m, IH), 1.30 (d, 6H).

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

Reference:
Patent; KEMIA, INC.; WO2007/75896; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

1435-51-4, Adding a certain compound to certain chemical reactions, such as: 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene, 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 1435-51-4.

To a suspension of sodium hydride (60% in mineral oil, 600 mg, 15.0 mmol) inDMF (20 mL), at 65 C, was slowly added a solution of 4-hydroxy-1-methylpiperidine (1.15 g, 10 mmol) in DMF (7.0 mL). After stirring for 1 h, a solution of 1,3-dibromo-5-fluorobenzene (1.26 mL, 10.0 mmol) in DMF (7.0 mL) was added and the reaction mixture was stirred at 65 C for 3 days. The mixture was allowed to cool to ambient temperature then poured into water (100 mL) and extracted with ethyl acetate (150 mL). The organic layer was washed with water (100 mL) and loaded onto an SCX-2 cartridge, which was then washed with acetonitrile and eluted with 2N ammonia in methanol. Concentration of the basic methanolic fraction in vacuo gave the title compound (1.88 g, 54%). 1H NMR (CDCl3, 400MHz): 7.22 (t, J = 1.6Hz, 1H), 6.98 (d, J = 1.7Hz, 2H), 4.31-4.23 (m, 1H), 2.69-2.59 (m, 2H), 2.37-2.18 (m, 5H), 2.01-1.92 (m, 2H), 1.86- 1.75 (m, 2H). LCMS (Method B): RT = 2.3 min, (M+H)+ = 350.

According to the analysis of related databases, 1435-51-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; WO2009/151598; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

955959-84-9, These common heterocyclic compound, 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, 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.

In a 250 ml three-necked flask, 0.012 mol of the raw material 1-1, 0.010 mol of the raw material II-1, and 150 ml of toluene were added and stirred under a nitrogen atmosphere.Then add 5¡Á10-5 mol Pd2(dba)3, 5¡Á10-5 mol P(t-Bu)3, 0.03 mol sodium tert-butoxide, heated to 105 C, refluxed for 24 hours, sampling the plate, showing no bromine remaining, the reaction is complete; naturally cooled to room temperature, filtered, and the filtrate is rotary evaporated to no fraction, and passed through a neutral silica gel column to obtain the desired product intermediate B-1; HPLC purity 99.93%, yield 77.3%;

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 955959-84-9.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Tang Dandan; Li Chong; Zhang Zhaochao; Ye Zhonghua; (71 pag.)CN109761967; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

The chemical industry reduces the impact on the environment during synthesis 39478-78-9, name is 5-Bromo-2-methylaniline, I believe this compound will play a more active role in future production and life. 39478-78-9

The compound 5-bromo-2-methylaniline (3.0g, 16.1mmol),Alpha-bromocyclopropanone (2.9 g, 17.7 mmol) and N,N-diisopropylethylamine (4.2 g, 32.2 mmol) were dissolved in 100 ml of toluene and reacted at 100C for 15 hours.After the reaction is over, the reaction solution is concentrated,The residue was subjected to silica gel column chromatography (ethyl acetate: petroleum ether = 1:30) to obtain 3.37g of product,The yield was 78.4%.

The chemical industry reduces the impact on the environment during synthesis 39478-78-9. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shandong Xuanzhu Pharmaceutical Technology Co., Ltd.; Wang Tingzhong; Liu Bin; (33 pag.)CN111170995; (2020); A;,
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 452-92-6 as follows. 452-92-6

To a solution of 5-bromo-2,4-difluoro aniline (1.0 g, 4.81 mmol) in acetone (25.0 ml.) was added drop wise benzoyl isothiocyanate (0.71 mL, 5.29 mmol). The resulting reaction mixture was allowed to stir at room temperature for 30 min. After the completion of the reaction (TLC monitoring), the solvent was evaporated and the residue was washed with hexane and ether to get the title compound (1.70 g, quantitative yield) as a white solid. 1H-NMR (400 MHz, CDCI3): delta 7.02-7.06 (m, 1 H), 7.56 (t, J= 8.0 Hz, 2H), 7.68 (t, J= 7.60 Hz, 1 H), 7.91 (d, J= 7.60 Hz, 2H), 8.67 (t, J= 7.60 Hz, 1 H), 9.15 (br s, 1 H) and 12.65 (br s, 1 H).

According to the analysis of related databases, 452-92-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PROLYSIS LTD; WO2009/74812; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 62871-09-4, name is 10-Bromodec-1-ene, 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. 62871-09-4

Production of the carbodithioic acid ester Production Example 4 In a solution of 6 g of potassium hydroxide in 50 ml of methanol was dissolved 20 g of 10-undecenedithioic acid, an intermediate compound in Production Example 2, and 22 g of 10-bromo-1-decene was added dropwise with cooling on an ice bath. The mixture was stirred for 6 hours. The insoluble matter was filtered off and the solvent was then distilled off to recover 9-decenyl 10-undecenedithioate.

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 62871-09-4.

Reference:
Patent; KURARAY CO., LTD.; EP348166; (1994); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

937046-98-5, Name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, 937046-98-5, 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.

To a 500 ml jacketed 3-necked flask fitted with a thermocouple, vacuum/No inlet and overhead stirring apparatus was added 7-bromo-pyrrolo[2,l -f][1,2,4]triazin- 4-ylamine (20g, 1.0 equiv., 94 mraol). This was suspended in dry THF (200 ml) and cooled to 0 C. To this was added dropwise 31 ml of MeMgCl solution (3M in THF, 1.0 equiv.). This proceeded with bubbling and a significant exotherm. The rate of addition was controlled to maintain internal temperature below 10 C. Following completion of addition and cooling to 0 C, 1,2-bis(chlorodimethyIsilyl)ethane (20.2 g, 1.0 equiv.) was added in a single portion, with exotherm to about 5 C. Once the temperature had returned to 0 C, a second portion of 31 ml MeMgCl (3M in THF, 1.0 equiv.) was added as before. Once the temperature returned to 0 C, 80 ml of iPrMgCl-LiCl solution (1.3 M in THF, 1.1 equiv.) was added. The resulting dark solution was allowed to warm to room temperature, and conversion was checked by HPLC, with sample preparation in MeOH to provide the des-bromo heterocycle. Once the conversion of 7-bromo-pyrrolo[2,l-f][1,2,4]triazin-4-yIamine was >95% complete (5 hrs), the solution was cooled to 0 C, and a solution of 2b (40.6 g, 94 mraol) in 100 ml THF was added via canulla. The resulting orange solution was allowed to warm to room temperature and stirred overnight. After 12 hrs, the reaction was found to be complete by HPLC (sample prepared in H20/MeCN 1 :1). At this point 200 ml of 13% NH4CI solution was added and briskly stirred for 15 min. After this time, agitation was ceased, and the two layers were allowed to separate. The organic layer was then reduced to roughly 70 ml, and MeCN (100 ml) was added, followed by 300 ml 1M aqueous C1 solution. The resulting slurry was stirred at room temperature for 2 hrs, then filtered through a sintered glass funnel. The resulting solid was dried overnight under vacuum at 45 C to give 2c. Yield 37.6 g (66%)

Statistics shows that 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine is playing an increasingly important role. we look forward to future research findings about 937046-98-5.

Reference:
Patent; GILEAD SCIENCES, INC.; BUTLER, Thomas; CHO, Aesop; GRAETZ, Benjamin, R.; KIM, Choung, U.; METOBO, Samuel, E.; SAUNDERS, Oliver, L.; WALTMAN, Andrew, W.; XU, Jie; ZHANG, Lijun; WO2011/35250; (2011); A1;,
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 2695-47-8 as follows. 2695-47-8

Sodium hydride (60% dispersion in mineral oil, 31.5 g, 1.28 eq.) was slowly added under nitrogen atmosphere to a solution of Lambda/-methyl-2,2,2-trifluoroacetamide (100 g, 1.28 eq.) in DMF (500 mL) at 0 0C. The reaction mixture was stirred for 90 min at 0 0C, and then 6-bromo-l-hexene (100 g, 1 eq.) was added dropwise over 45 min. The reaction mixture was allowed to warm up to room temperature, and stirred for 3 days at room temperature. The reaction mixture was then poured into water and extracted tree time with EtOAc. The combined organics layers were dried over anhydrous sodium sulphate and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel to produce compound 31A as colorless oil in 56% yield. 1U NMR (DMSO-J6, 400 MHz) delta 1.27-1.38 (m, 2H), 1.48-1.60 (m, 2H), 2.00-2.06 (m, 2H), 2.93-3.07(2m, 3H), 3.35-3.40 (m, 2H), 4.92- 5.04 (m, 2H), 5.73-5.83 (m, IH).

According to the analysis of related databases, 2695-47-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IDENIX PHARMACEUTICALS, INC.; PARSY, Christophe Claude; ALEXANDRE, Francois-Rene; LEROY, Frederic; CONVARD, Thierry; SURLERAUX, Dominique; WO2011/17389; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

1435-53-6, The chemical industry reduces the impact on the environment during synthesis 1435-53-6, name is 2,4-Dibromo-1-fluorobenzene, I believe this compound will play a more active role in future production and life.

The 1L in three-mouth bottle, by adding benzo [d] imidazole (11.8g, 0 . 1mol), 2, 4-dibromide fluoride bonzene (51g, 0.2mol), Cs 2 CO 3 (65g, 0.2mol), N, N-dimethyl acetamide (DMA, 350g), N 2 protection, warming to reflux, thermal insulation reaction 48h, to room temperature, the reaction solution slowly into 1.4L deionized water, stirring 30 min, filtered, 400mLX2 deionized water washing, the crude product by silica gel column chromatography, eluting agent is petroleum ether: ethyl acetate = 2:1, to obtain the target compound 1-(2, 4-dibromo) phenyl-benzo [d] imidazole (compound 1a) 25.7g, yield 73%,

The chemical industry reduces the impact on the environment during synthesis 2,4-Dibromo-1-fluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; The energy-Mason Co.; Sheng, Lei; Shi, Yu; Zhang, Xinxin; Gao, Ziliang; Zhang, Xueheng; Guo, Haiyan; (31 pag.)CN104109532; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary