Month: July 2021

Electric Literature of 1073-06-9, 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. 1073-06-9, name is 1-Bromo-3-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1 (MS-Si):3-Fluoro-1-bromobenzene (1 mL, 11.6 mmol) was added to a mixture of magnesium (1.2 g,48.0 mmol) and a small amount (tip of a spatula) of iodine in dry tetrahydrofuran (20 mL)under organ atmosphere. After the color changed from bluish to colorless the remaining 3-fluoro-1-bromobenzene (3.3 mL, 38.4 mmol) was added and the mixture was stirred for 2 hat 50C. 1,4-cyclohexane monoethyleneketal (7.2 g, 50 mmol) was added and the mixturewas stirred at room temperature for 1 h. The reaction was quenched with saturatedammonium chloride, extracted with ethyl acetate and the separated organic layer was washed successively with water, brine; dried over anhydrous sodium sulfate and concentrated in vacuum to afford the crude intermediate. Purification by column chromatography over silica gel (60-1 20mesh) and using 15% ethyl acetate in pet ether as theeluent afforded 4.0 g (50%) of MS-Si as a white solid.

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, 1-Bromo-3-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PROBIODRUG AG; HEISER, Ulrich; BUCHHOLZ, Mirko; SOMMER, Robert; DEMUTH, Hans-Ulrich; WO2014/140279; (2014); A1;,
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, Computed Properties of C6H5BrFN

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*3). 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; Vertex Pharmaceuticals Incorporated; Van Goor, Fredrick F.; Burton, William Lawrence; US2015/231142; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1295502-53-2, The chemical industry reduces the impact on the environment during synthesis 1295502-53-2, name is 4,7-Dibromo-5,6-difluorobenzo[c][1,2,5]thiadiazole, I believe this compound will play a more active role in future production and life.

(1) Formula (IIb) the compounds of formula [brief records compound (IIb), the cartridge] (3.68 g, 11 . 60 mmol) dissolved in 200 ml anhydrous alcohol, under stirring at room temperature slowly adding NaBH4(4.52 G, 116.0 mmol), room temperature reaction 6 h. Adding water steaming and remove the anhydrous ethanol (100 ml) and methylene chloride (100 ml), the standing liquid, organic phase dried with anhydrous sodium sulfate, rotary evaporated to remove the dichloromethane to obtain white solid [compound IIIc] 2.84 g, yield 81.0%.

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, 4,7-Dibromo-5,6-difluorobenzo[c][1,2,5]thiadiazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; East China University of Science and Technology; Zhu Weihong; Wu Yongzhen; Zhang Hao; Li Erpeng; Shen Chao; Jiang Huiyun; Yang Zhuoran; Xu Zixing; (14 pag.)CN108191777; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

7051-34-5, name is (Bromomethyl)cyclopropane, 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. COA of Formula: C4H7Br

A solution of ethyl 1,3-dithiane-2-carboxylate (10.00 g, 52.00 mmol) and (bromomethyl)cyclopropane (7.02 g, 52.00 mmol) in dry DMF (20 ml_) was added dropwise over a period of 20 min to an ice cooled suspension of NaH (60% oil 15 dispension, 4.20 g, 104.00 mmol) in toluene (60 ml_). The mixture was stirred at rt overnight. Water (50 mL) was added and the mixture was extracted with EtOAc (2 x 50 ml_). The combined organic layers were dried over anhydrous Na2S04, filtered and concentrated to dryness. The residue was purified by column chromatography on silica gel (PE: EtOAc = 5:1) to give the title compound as a yellow oil.

The synthetic route of 7051-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHENEX DISCOVERY VERWALTUNGS-GMBH; STEENECK, Christoph; KINZEL, Olaf; ANDERHUB, Simon; HORNBERGER, Martin; PINTO, Sheena; HERKERT, Barbara; HOFFMANN, Thomas; (129 pag.)WO2019/206800; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 18087-73-5, A common heterocyclic compound, 18087-73-5, name is 3-Bromoimidazo[1,2-b]pyridazine, molecular formula is C6H4BrN3, 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 100 ml two port in round bottomed flask, adding 3 – bromo imidazole [1, 2 – b] pyridazine (compound 11) (1g, 5.05mmol), Zn (CF3 SO2 )2 (5.0g,15 . 15mmol), 20 ml CH2 Cl2 , 8 ml H2 O. A system is cooled to 0 C after, slowly dropping t – BuOOH (2.5 ml, 25 . 2mmol) dichloro solution 5 ml. Then completing, maintain 0 C, stirring 3h after, the system moving to room temperature stirring 10h, TLC monitoring reaction process, after completion of the reaction, NaHCO adds by drops full and3 Solution to the system does not produce the bubble as the to. Add dichloromethane extraction, the combined organic phase, anhydrous Na2 SO4 Drying, and the pressure of the coils after silica gel, separation and purification through silica gel column (petroleum ether: ethyl acetate=20:1) to obtain compound 12 (0.13g, yield: 10%), compound 13 (0.40g, yield 30%).

The synthetic route of 18087-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tianjin International Bio-pharmaceutical Joint Institute; Rao Zihe; Bai Cuigai; Chen Yue; Yang Cheng; Wang Lei; Zhong Chuanke; Li Huiying; Sun Tao; Li Jingpei; Wang Yang; (45 pag.)CN106883234; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 7745-91-7, These common heterocyclic compound, 7745-91-7, name is 3-Bromo-4-methylaniline, 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.

[0240] To a cooled solution of 3-bromo-4-methylaniline (20 g, 107.5 mmol) in nitrobenzene (11.1 rriL, 107.5 mmol) and glycerol (19.6 mL, 268.8 mmol) at 0 C was added cone. H2SO4 (48 mL, 2.4 vol per g) slowly over a period of 24 min. The reaction temperature was gradually increased to 150 C, and the reaction mixture was stirred at 150 C for 6 hrs. Then it was allowed to cool down to r.t, poured into crushed ice, and extracted with Ethyl Acetate (3 x 500 mL). Combined organic layers were washed with water (300 mL), brine (300 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resultant crude compound was purified by column chromatography (100-200 silica) using 20% Ethyl Acetate in Hexane as eluent to afford 15 g (63% yield) of isomeric mixture of 7-bromo-6-methylquinoline Int-1 and 8-bromo-7- methylquinoline Int-1 A as a brown solid. The isomeric mixture of compound Int-1 and Int-IA (13 g) was separated by prep-HPLC purification to afford 5 g (21% yield) of Compound Int-1. (0689) MS (ESI) m/z 223.98 [M+H] . (0690) [0241] Int-1 : 1H NMR (400 MHz, CDC13): delta 8.87-8.84 (dd, J = 4.0 Hz, 1.2 Hz, 1H), 8.329-8.301 (d, J = 11.2 Hz, 1H), 8.27 (s, 1H), 7.97 (s, 1H), .53-1.51 (dd, J = 5.6 Hz, 5.2 Hz, 1H), 2.5 (s, 3H).

Statistics shows that 3-Bromo-4-methylaniline is playing an increasingly important role. we look forward to future research findings about 7745-91-7.

Reference:
Patent; ACTAVALON, INC.; DNEPROVSKAIA, Elena, V.; HOLZWARTH, Michael, S.; RYCHNOVSKY, Scott, D.; (184 pag.)WO2018/85348; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 327-51-5, 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. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1.. Add 1 mmol of 1,4-dibromo-2,5-difluorobenzene, 2.2 mmol of nitrogen-containing heterocyclic compound and 2.27 mmol of potassium carbonate to 5 mL of dimethyl sulfoxide.Then react at a temperature of 130 C for 6 h,Obtaining a mixed solution I containing a reactant;The mixture I containing the reactant is extracted using a mixture of water and dichloromethane.The organic layer obtained after the extraction is then dried using anhydrous sodium sulfate.The solvent is evaporated under reduced pressure using a rotary evaporator to obtain a crude reaction product I;The crude reaction product I is purified by column chromatography using solvent I as a solvent to obtain 1,4-dicarbazole-2,5-dibromobenzene;The nitrogen-containing heterocyclic compound described in the first step is Carbazole;The solvent I described in the first step is a mixed solution of petroleum ether and dichloromethane, and the volume ratio of petroleum ether to dichloromethane in the solvent I is 5:1;The volume ratio of water to dichloromethane in the mixture of water and dichloromethane described in the first step is 1:5;

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, 1,4-Dibromo-2,5-difluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Heilongjiang University; Xu Hui; Duan Chunbo; Han Chunmiao; Liang Qianqian; (46 pag.)CN107325811; (2019); B;,
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. 1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 1559-88-2

To a solution of 1-bromo-2,3,5,6-tetrafluorobenzene (CAS No. 1559-88-2) (1 g, 4.37 mmol, 1 equivalent) in THF (20 mL) was added n-butyllithium (2.65 M solution in n-hexane, 1.81 mL, 4.80 mmol, 1.1 equivalents) at -78 C. The reaction mixture was stirred at -78 C. for 30 minutes. To the reaction mixture was added tri-n-butyltin chloride (1.42 mL, 5.24 mmol, 1.2 equivalents). The reaction mixture was allowed to warm up to room temperature over 3 hours. The reaction mixture was concentrated under reduced pressure. To the residue was added water, and the mixture was extracted with DCM. The organic layer was concentrated under reduced pressure, and the residue was purified with silica gel column chromatography (NH silica gel, n-heptane) to afford the title compound (1.49 g). 1H-NMR (400 MHz, CDCl3) delta (ppm): 0.84-0.93 (m, 9H), 1.17-1.39 (m, 12H), 1.46-1.63 (m, 6H), 6.92-7.02 (m, 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 1559-88-2.

Reference:
Patent; Eisai R&D Management Co., Ltd.; Kurokawa, Toshiki; Yoshida, Yu; Shin, Kogyoku; Kobayashi, Yoshihisa; Fukumoto, Hironori; Takeda, Kunitoshi; Ohashi, Yoshiaki; Kotake, Makoto; Shibuguchi, Tomoyuki; Watanabe, Toru; Kita, Yoichi; Hirota, Shinsuke; Fukuyama, Takashi; Kamada, Yasuaki; (59 pag.)US2017/137436; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 39478-78-9, These common heterocyclic compound, 39478-78-9, name is 5-Bromo-2-methylaniline, 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) N-(3′-amino-4′-methylbiphenyl-4-yl)acetamido; 0.60 g (3.20 mmol) of 5-bromo-2-methylaniline and 1.01 g (4.87 mmol) of 4-acetamidophenylboronic acid pinacol ester were dissolved in 15 mL of DME. Next, 5 mL of a 2M aqueous sodium carbonate solution, and then 369 mg (0.32 mmol) of tetrakis (triphenyl phosphine)palladium (0) were added and heated under reflux for 7 hours. After completion of the reaction, ethyl acetate and water were added to the reaction mixture. The organic layer was separated, washed with a saturated sodium chloride solution, and dried over anhydrous magnesium sulfate. Filtration was then carried out, and the filtrate was condensed. The resulting crude product was separated and purified using silica gel column chromatography to give N-(3′-amino-4′-methylbiphenyl-4-yl)acetamido (yield: 66%). 1H-NMR (CDCl3) delta: 2.19 (3H, s), 2.20 (3H, s), 3.68 (2H, br), 6.88-6.94 (2H, m), 7.10 (1H, d, J = 7.4 Hz), 7.29-7.32 (1H, m), 7.48-7.55 (4H, m).

Statistics shows that 5-Bromo-2-methylaniline is playing an increasingly important role. we look forward to future research findings about 39478-78-9.

Reference:
Patent; Renascience CO., LTD.; EP2272822; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 337915-79-4,Some common heterocyclic compound, 337915-79-4, name is 5-Bromo-N1-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.

To a solution of intermediate 2 (5g, 21.6mmol) in EtOH (200ml) was added portionwise SnCI2.2H2O (9.8g, 43mmol) and the mixture was heated under reflux for 4 hours and then concentrated under reduced pressure. The residue was treated with water (200ml) and 1N NaOH (100ml). After extraction with CH2CI2, the organic phase was dried over Na2SO4 and concentrated under reduced pressure. The residue was dissolved in toluene (50ml) and trimethylorthoformate (2.6ml, 24 mmol) and ARTS (0.2g) were added and the mixture was heated under reflux for 2 hours and then concentrated under reduced pressure. The residue was purified by chromatography on silica gel eluting with CH2CI2/MeOH (95/5). The title compound was obtained as a cream powder (2.5g, 54.74%); m.p. 126-128C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-N1-methylbenzene-1,2-diamine, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/111036; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary