Bromides-buliding-blocks

941-37-7, The chemical industry reduces the impact on the environment during synthesis 941-37-7, name is 1-Bromo-3,5-dimethyladamantane, I believe this compound will play a more active role in future production and life.

To 100g of 1-bromo-3,5-dimethyl adamantane and 86g of urea, adding 80ml of 80wt% formic acid, heating to 80C and holding for 3 hours. Cooling to the room temperature and adding 95ml of concentrated hydrochloric acid to hydrolyze at 80C for about 1 hour. Adjusting with 30% sodium hydroxide to a pH of 12, extracting with toluene twice, combining the organic layers and washing with water. Concentrating under reduced pressure to yield a limpid yellow solution as the 1-amino-3,5-dimethyl adamantane crude. To the crude, adding 150ml of ethanol and concentrated hydrochloric acid, heating to dissolve and crystallizing to yield white solid. Drying the solid and re-crystallizing with ethanol to yield 61.0g of pure Memantine Hydrochloride. The yield of product is 68.8% (GC 99.5%). 1HNMR (CDCl3, 400MHZ): delta0.833 (6H, singlet), 1.156 (2H, quartet), 1.328 (4H, quartet), 1.683 (4H, quartet), 1.869 (2H, broad signal), 2.179 (1H, broad signal), 8.28(3H, broad signal). MS (Q-Tof micro, ESI+): 179(M+), 164, 122, 108, 93 and 55. Element Analysis (C12H21N.HCl): actual results (calculated value%): C 66.77(66.80), H 10.40(10.28), N 6.48(6.49), Cl 16.39(16.43); To 100g of 1-bromo-3, 5-dimethyl adamantane and 86g of urea, adding 72ml of 94wt% formic acid, heating to 120C and holding for 2 hours. Cooling to the room temperature and adding 385ml of 10% hydrochloric acid to hydrolyze at 100C for about 1 hour. Adjusting with 30% sodium hydroxide solution to a pH of 12, extracting with butyl acetate twice, combining the organic layers and washing with water. Concentrating under reduced pressure to yield a limpid yellow solution as 1-amino-3,5-dimethyl adamantane crude. To the crude, adding 150ml of ethanol and concentrated hydrochloric acid, heating to dissolve and crystallizing to yield white solid. Drying the solid and re-crystallizing with water to yield 60.4g of pure Memantine Hydrochloride. The yield is 68.1 % (GC 99.1 %).

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-3,5-dimethyladamantane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shanghai Institute of Pharmaceutical Industry; Zhejiang Kangyu Pharmaceutical Co., Ltd.; EP1674446; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 5433-01-2, name is 1-Bromo-3-isopropylbenzene, 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. 5433-01-2

General procedure: The boronic acid pinacol ester (1 equiv.), aryl halide (1 equiv.) and Pd(dppf)Cl2¡¤CH2Cl2 adduct (0.1 equiv.) were dissolved in a mixture of DME and aqueous sodium carbonate (1M) in a microwave vial. The vial was sealed, evacuated and backfilled with N2. The reaction mixture was heated in the microwave at 120C for 45min and monitored by LCMS. The reaction mixture was concentrated in vacuo to give the crude material which was purified by Biotage column chromatography (see individual compounds for details of the eluent used).

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 5433-01-2.

Reference:
Article; Le Bihan, Yann-Vai; Lanigan, Rachel M.; Atrash, Butrus; McLaughlin, Mark G.; Velupillai, Srikannathasan; Malcolm, Andrew G.; England, Katherine S.; Ruda, Gian Filippo; Mok, N. Yi; Tumber, Anthony; Tomlin, Kathy; Saville, Harry; Shehu, Erald; McAndrew, Craig; Carmichael, LeAnne; Bennett, James M.; Jeganathan, Fiona; Eve, Paul; Donovan, Adam; Hayes, Angela; Wood, Francesca; Raynaud, Florence I.; Fedorov, Oleg; Brennan, Paul E.; Burke, Rosemary; van Montfort, Rob L.M.; Rossanese, Olivia W.; Blagg, Julian; Bavetsias, Vassilios; European Journal of Medicinal Chemistry; vol. 177; (2019); p. 316 – 337;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 111721-75-6, name is 2-Bromo-3-fluoroaniline, 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 111721-75-6, 111721-75-6

To a solution of 2-bromo-3-fluoroaniline (2.0 g, 11 mmol) in CH2Cl2 (50 mL) was added butyryl chloride (1.3 g, 13 mmol) and pyridine (1.7 g, 21 mmol) at 0 C. The mixture was stirred at room temperature for 24 h. Water (20 mL) was added and the mixture was extracted with CH2Cl2 (50 mL¡Á3). The organic layers were dried anhydrous over Na2SO4 and evaporated under vacuum to give N-(2-bromo-3-fluorophenyl)butyramide (2.0 g, 73%), which was directly used in the next step.

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-3-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hadida Ruah, Sara S.; Grootenhuis, Peter D.J.; Van Goor, Frederick; Zhou, Jinglan; Bear, Brian; Miller, Mark T.; McCartney, Jason; Numa, Mehdi Michel Jamel; US2007/244159; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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