Tag: M.W=200-300

Electric Literature of 58971-11-2, 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. 58971-11-2, name is 3-Bromophenethylamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Add 200 mL of dichloromethane to the three-neck bottle.32.0 g of 3-bromophenethylamine and 17.0 g of triethylamine at 10 C,16.0 g of methyl chloroformate was added dropwise, and after completion of the dropwise addition, the reaction was continued for 2 hours.Add 300 mL of hot water, separate the organic phase, and wash with ammonium chloride solution.Wash with saturated brine and dry over anhydrous sodium sulfate.Concentration gave 38.4 g (96.7%) of methyl 3-bromophenethylcarbamate.

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

Reference:
Patent; Nantong University; Zhu Jinli; Ding Jinjin; Wang Miao; Zhu Xiting; Tian Dan; Sun Tongming; Tian Liang; Zhu Liangliang; Hong Chuanxia; (5 pag.)CN103880745; (2018); B;,
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. 58971-11-2, name is 3-Bromophenethylamine, A new synthetic method of this compound is introduced below., name: 3-Bromophenethylamine

2-(3-Bromo-phenyl)-ethylamine (0.5 mmol) and formaldehyde (2.5 mmol) were mixed in 5 ml of 1,2-dichloroethane in a process vial, which was sealed with a septum. Sodium triacetoxyborohydride (1 mmol) was added under argon atmosphere. The suspension was subjected to microwave irradiating conditions (CEM Discover equipped with a CEM Explorer automated reaction handling module). The reaction mixture was heated for 5 min at 120C and then cooled. The crude was evaporated to dryness and then suspended in aqueous NaHCO3. The product was extracted with CH2Cl2 and washed with aqueous NaHCO3. The CH2Cl2 extract was dried with anhydrous Na2SO4, filtered and evaporated to dryness to give the crude product [2-(3-bromo-phenyl)-ethyl]-dimethyl-amine. The crude was purified by flash column chromatography (CH2Cl2-MeOH as eluents) by using a CombiFlash Companion system to yield the title compound (86%) as colourless oil.

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; Laboratorios del Dr. Esteve S.A.; EP1997493; (2008); 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. 4549-33-1, name is 1,9-Dibromononane, This compound has unique chemical properties. The synthetic route is as follows., category: bromides-buliding-blocks

Preparation 103 (R)-4-(Biphenyl-2-ylcarbamoyloxy)-1-(9-bromononyl)-1-azoniabicyclo[3.2.1]octane Bromide To a stirred solution of the product of Preparation 102 (1.21 g, 3.76 mmol) and triethylamine (1.05 ML, 7.52 mmol) in acetonitrile (18.8 ML) was added 1,9-dibromononane (994 muL, 4.89 mmol) and the reaction mixture was heated at 50 C. for 4 h.The reaction mixture was then cooled and the solvent was removed under reduced pressure.The residue was dissolved in dichloromethane (20 ML) and the organic layer was washed with saturated aqueous sodium bicarbonate (10 ML), dried (magnesium sulfate) and solvent removed under reduced pressure.The crude product was purified by flash chromatography (10% methanol/dichloromethane, 0.5% ammonium hydroxide) to give the title compound (1.04 g, 1.97 mmol, 52% yield).

According to the analysis of related databases, 4549-33-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mammen, Mathai; Dunham, Sarah; Hughes, Adam; Lee, Tae Weon; Husfeld, Cralg; Stangeland, Eric; US2004/167167; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 402-43-7, A common heterocyclic compound, 402-43-7, name is 1-Bromo-4-(trifluoromethyl)benzene, molecular formula is C7H4BrF3, 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.

i-Butyl piperazine-l-carboxylate (1.52 g, 8.17 mmol, 2.00 equiv), l-bromo-4- (trifluoromethyl)benzene (1 g, 4.10 mmol, 1.00 equiv), BINAP (124 mg, 0.40 mmol, 0.10 equiv), Pd2(dba)3 (184 mg, 0.20 mmol, 0.05 equiv), NaOi-Bu (1.2 g, 12.50 mmol, 3.00 equiv), and toluene (15 mL) were combined in a 100-mL round- bottom flask, stirred overnight at 100C in an oil bath, and concentrated under vacuum. Purification by silica gel column with PE/EA (50:1) yielded 1.06 g (78%) of i-butyl 4-(4-(trifluoromethyl)phenyl)piperazine-l-carboxylate as a yellow solid.LC-MS (ES, m/z): 331 [M+H]+

The synthetic route of 402-43-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOENERGENIX; MCCALL, John, M.; MCKEARN, John; ROMERO, Donnal, L.; CLAIR, Michael; WO2011/28947; (2011); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 57190-17-7,Some common heterocyclic compound, 57190-17-7, name is 2-Bromo-1,3-diisopropylbenzene, molecular formula is C12H17Br, 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.

Add 2.92 g (0.12 mol) of magnesium shoulder and 0.05 g of crystalline iodine to a 250 mL four-neck round bottom flask under nitrogen24. A solution of lg (0.1 mol) of 2,6-diisopropylbromobenzene, 34.5 g (0.15 mol) of n-butyl borate and 75 mL of anhydrous tetrahydrofuran was dropped into the flask. The temperature of the water bath was 25 C, the reaction started, the color of iodine disappeared, and the temperature of the solution increased. Adjust the drop rate to keep the temperature of the solution at around 30 C, about 1 hour. After the completion of the dropwise addition, the mixture was stirred for 1 hour to obtain a solution 2. The solution 2 was poured into 100 mL of 4 wt.% of 0″ hydrochloric acid and stirred for 30 min. After standing, the organic layer was separated, and the aqueous layer was extracted with diethyl ether (100 mL×3 times). The organic layer was combined and the solvent was evaporated under reduced pressure. The water was adjusted to RhoEta=10 with sodium hydroxide solution. The butanol and the like were removed by steam distillation under reduced pressure (40-50 C), filtered while hot, and the filtrate was acidified to pH Eta = 2, crystals were precipitated, cooled, and suction filtered. Dry to constant weight.

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

Reference:
Patent; Nanjing Medical University; Li Fei; Chen Dongyin; Yang Lei; Dong Zezhong; Zhou Yu; Luo Chunxia; Jiang Nan; Li Tingyou; Qin Yajuan; (6 pag.)CN108774254; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 54962-75-3, 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. 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 17 10-(3-amino-5-triflouro-phenyl)-5,8-Dioxa-10-azadispiro[2.0.4.3]undecane 3-Bromo-5-trifouroaniline (200 mg) was mixed with DIPEA (1.5 eq) in DCM (10 ml) at 0 C. To the reaction was added benzylchloroformate (1.1 eq) and stirred at RT for one hour. The reaction was washed with water, brine and dried over Na2SO4 then evaporated. The residue was purified by column chromatography to give the product (190 mg) that was mixed with 5,8-Dioxa-10-azadispiro[2.0.4.3]undecane (75 mg), Pd(dbda)3 16 mg), X-Phos (28 mg) and t-BuONa (50 mg) in toluene (15 ml). The reaction was heated at 60 C. overnight and evaporated and purified on silica gel column to give the 10-(3-CBZ-amino-5-triflouro-phenyl)-5,8-Dioxa-10-azadispiro[2.0.4.3]undecane (80 mg). This product was mixed with Pd-C (40 mg, 10%), HCOONH4 (160 mg) and MeOH (10 ml). The reaction was refluxed for one hour and filtered through Celite and evaporated. The residue was mixed with water and extracted with EtOAc then purified with silica gel column to give the titled product. Mass: (M+1), 315

The synthetic route of 3-Bromo-5-(trifluoromethyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chen, Guoqing Paul; US2007/167470; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 30273-40-6, name is 4-Bromo-2,5-dimethylaniline, 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 30273-40-6, COA of Formula: C8H10BrN

Into a 100 mL 3-necked round-bottom flask was added 4-bromo-2,5-dimethylaniline (3.3 g, 16.50 mmol, 1 equiv), DCM (50 mL), and Et3N (3.3 g, 32.61 mmol, 1.98 equiv). To the above mixture l-(2-(benzyloxy)ethyl)-4-methyl-lH-pyrazole-5-carbonyl chloride (4.6 g, 16.50 mmol, 1 equiv) in 20 mL of DCM was added dropwise at 0 C. The resulting mixture was stirred for additional 1 h at room temperature. The reaction mixture was quenched with water and the aqueous layer was extracted with CH2CI2. The combined organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum. The crude product was re-crystallized from MeOH (50 mL) to afford (5.4 g, 73.97%) of the title compound as a white solid. LC-MS: (ES, m/z): [M+H]+ 442.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; IDEAYA BIOSCIENCES, INC.; ALAM, Muzaffar; ASWAD, Fred; BECK, Hilary Plake; DILLON, Michael Patrick; GONZALEZ-LOPEZ, Marcos; HATA, Yujiro; SUTTON, JR., James Clifford; (0 pag.)WO2019/236766; (2019); A1;,
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. 2862-39-7, name is 2-Bromo-N,N-dimethylethanamine hydrobromide, A new synthetic method of this compound is introduced below., Product Details of 2862-39-7

60% NaH (0.215 g, 5.39 mmol) was suspended in DMF (4 ml) and the suspension was stirred at room temperature under nitrogen. A solution of N-(3-allyl-4-hydroxyphenyl)acetamide (1 .03 g, 5.39 mmol) in DMF (5 ml) was added and the brown mixture was stirred for 15 min. 2-bromo- Nu,Nu-dimethylethanamine, hydrobromide (0.627 g, 2.69mmol) was added as a solid and the mixture was stirred at room temperature for 48h. Additional 60% NaH (0.215 g, 5.39 mmol) was added followed by addition of 2-bromo-N,N-dimethylethanamine, hydrobromide (0.627 g, 2.69mmol) and the reaction was stirred for 18h at room temperature. Added an additional 1 .0 eq of NaH (215 mg) and stirred 1 hour at room temperature. The reaction was poured into ice- water and stirred until the ice had melted. The solution was transferred to a separatory funnel and the pH was adjusted to 8 using 2M HCI. The solution was extracted with ether and the ether was washed with 2M NaOH, water, dried over sodium epsilonmubetabeta, filtered, and concentrated. The GammaThetaepsilonmuIota-Gamma^ solid was purified via silica gel chromatography (Biotage Isolera, 24 g column, 0-15% MeOH:DCM over 45 min, loaded as a solution in DCM) to give the desired product (88.0 mg, 6%) as a pale yellow solid. LC-MS (ES) m/z = 263.2 [M+H]+ NMR (400 MHz, DMSO-d6) delta ppm 1 .99 (s, 3 H) 2.22 (s, 6 H) 2.62 (t, J=5.75 Hz, 2 H) 3.28 (d, J=6.85 Hz, 2 H) 4.01 (t, J=5.87 Hz, 2 H) 4.97 – 5.10 (m, 2 H) 5.92 (ddt, J=16.93, 10.09, 6.79, 6.79 Hz, 1 H) 6.89 (d, J=8.80 Hz, 1 H) 7.28 (d, J=2.45 Hz, 1 H) 7.40 (dd, J=8.80, 2.69 Hz, 1 H) 9.71 (s, 1 H).

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; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DUFFY, Kevin J.; PARRISH, Cynthia Ann; ATOR, Laura E.; BASKARAN, Subramanian; DARCY, Michael Gerard; OPLINGER, Jeffrey Alan; RALPH, Jeffrey M.; RIDGERS, Lance Howard; TIAN, Xinrong; ZHANG, Cunyu; (225 pag.)WO2019/53617; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 153505-37-4, name is 4-Bromo-5-fluorobenzene-1,2-diamine, 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 153505-37-4, Application In Synthesis of 4-Bromo-5-fluorobenzene-1,2-diamine

Preparation 38 5-Bromo-6-fluorobenzo[c][1,2,5]thiadiazole 4-Bromo-5-fluorobenzene-1,2-diamine (500 mg, 2.4 mmol) was dissolved in 20 mL chloroform, treated in portions with thionyl chloride (580 mg, 4.9 mmol) and heated to reflux for 20 h. After cooling the mixture was diluted with 60 mL ethyl acetate, washed with 15 mL water, 15 mL saturated NaCl, dried (Na2SO4) and concentrated under vacuum. The material was chromatographed on silica with a 0-30% ethyl acetate-hexane gradient to give the title compound as a white solid (425 mg, 76%): mp 79-82 C.; 1H NMR (400 MHz, CDCl3) delta 8.33 (d, J=6.7 Hz, 1H), 7.72 (d, J=8.3 Hz, 1H); 19F NMR (376 MHz, CDCl3) delta -102.91; EIMS m/z 232.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Dow AgroSciences, LLC; Eckelbarger, Joseph D.; Siddall, Thomas L.; Satchivi, Norbert M.; Schmitzer, Paul R.; US2014/274702; (2014); 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. 102169-44-8, name is 4-Bromo-5-methylbenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., category: bromides-buliding-blocks

4-bromo-5-fluorobenzene-1,2-diamine (500 mg, 2.44 mmol), 1-(cyclopropylmethyl)-4-(4, 4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (see Intermediate 01-06; 1.21 g, 4.88 mmol), an aq. solution of sodium carbonate (3.0 ml, 2.0 M, 6.1 mmol) and 1 ,1 ‘-bis(diphenylphosphino)ferrocene-palladium(ll)dichloride dichloromethane complex (49.8 mg, 61.0 _) were stirred in THF (1 1 ml) overnight at 60C. The mixture was diluted with water and extracted three times with dichloromethane. The combined organic phases were dried over a silicone filter and concentrated under reduced pressure. The crude mixture was purified by flash chromatography on silica gel to give 350 mg (90 % purity, 52 % yield) of the title compound. LC-MS (Method 2): Rt = 0.84 min; MS (ESIpos): m/z = 247 [M+H]+ 1H-NMR (400MHz, DMSO-d6): _ [ppm]= 0.32 – 0.39 (m, 2H), 0.49 – 0.56 (m, 2H), 1.24 (s, 1H), 3.96 (d, 2H), 4.26 – 4.38 (m, 2H), 4.76 (s, 2H), 6.35 (d, 1H), 6.71 (d, 1H), 7.57 (dd, 1H), 7.84 (dd, 1H).

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 102169-44-8.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LEFRANC, Julien; MENGEL, Anne; SCHULZE, Volker; CHRIST, Clara; PRINZ, Florian; WENGNER, Antje, Margret; STOeCKIGT, Detlef; BOeMER, Ulf; BADER, Benjamin; (288 pag.)WO2017/207534; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary