Month: August 2021

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. 2106-04-9, name is 3-Chloro-2-fluoroaniline, A new synthetic method of this compound is introduced below., Safety of 3-Chloro-2-fluoroaniline

Sodium nitrite (9.7 g, 0.14 mol) was dissolved in 25 mL of water and added to a solution of 3-chloro-2-fluoroaniline (20.0 g, 0.14 mmol) in trifluoroacetic acid cooled to -5C (100 mL). mL), Sodium azide (9.1 g, 0.14 mol) dissolved in 5 mL of water was added dropwise to the reaction solution, and the reaction mixture was stirred at 0 C. for 2 hours and quenched with water. Ethyl acetate extraction was performed. The phases were dried, filtered and concentrated to give 1-azide-3-chloro-2-fluorobenzene (18.7 g) as a brown oil which was used directly for the next reaction.

The synthetic route of 2106-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Liu Gang; Wu Yongyong; Yu Hua; Wang Kunjian; Li Xiaoyong; Sun Ling; Wang Runjiang; Chen Qiangqiang; Yang Long; Song Hongmei; Zeng Hong; Zhang Hong; Ye Qijun; Wang Lichun; Wang Jingyi; (98 pag.)CN107540659; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 51114-68-2, 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. 51114-68-2 name is 3-Chloro-2-methoxyaniline, 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.

34. Preparation of 1-bromo-3-chloro-4-iodo-2-methoxybenzene; A mixture of 3-chloro-2-methoxy aniline and 3-chloro-4-iodo-2-methoxyaniline (2.8 g, 2.5:1) was dissolved in dioxane (20 mL) and the resulting solution cooled on an ice bath while being treated with 48% HBr (20 mL). The dark purple mixture was then treated with NaNO2 (1.4 g, 19.5 mmol) in water (6 mL) with good stirring. After 10 minutes, CuBr (5.1 g, 35.5 mmol) was added and the mixture was removed from the ice bath and allowed to warm to room temperature and stir for 0.5 hour. The dark purple mixture was diluted with ethyl acetate and water then filtered through celite with ethyl acetate. The layers were separated and the organic layer was washed with saturated sodium sulfite and saturated ammonium chloride and dried (Na2SO4). Filtration, concentration and purification by flash silica gel chromatography (hexanes) gave 2.95 g of a colorless oil which was determined to be a 2.3:1 mixture of 1-bromo-3-chloro-2-methoxybenzene and 1-bromo-3-chloro-4-iodo-2-methoxybenzene which was used as is without further purification: 1H NMR (300 MHz, CDCl3): delta 7.49 (d, 1H), 7.19 (d, 1H,), 3.90 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-2-methoxyaniline, and friends who are interested can also refer to it.

Reference:
Patent; Balko, Terry W.; Schmitzer, Paul R.; Daeuble, John F.; Yerkes, Carla N.; Siddall, Thomas L.; US2007/179060; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7149-75-9, name is 4-Chloro-3-methylaniline, belongs to chlorides-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 7149-75-9, SDS of cas: 7149-75-9

General procedure: A mixture of benzil (1 mmol), aldehyde (1 mmol) primary amine(1 mmol), ammonium acetate (1 mmol) and eutectic mixture stabilized ferrofluids (0.05 g of Fe3O4 in 1 mL of urea-choline chloride based eutectic mixture) was heated at 60 °C with stirring for 2?6 h.After completion of the reaction, the mixture was cooled to room temperature and water was added and products recrystallized in ethanol. All compounds were characterized on the basis of their spectroscopic data (IR, NMR) and by comparison with those reported in the literature

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

Reference:
Article; Aziizi, Najmoddin; Manochehri, Zohreh; Nahayi, Adnan; Torkashvand, Sohila; Journal of Molecular Liquids; vol. 196; (2014); p. 153 – 158;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 56961-77-4, name is 1-Bromo-2,3-dichlorobenzene, A new synthetic method of this compound is introduced below., Safety of 1-Bromo-2,3-dichlorobenzene

31.8 g (100.0 mmol) of Compound 11-A, 22.6 g (100.0 mmol) of Compound 1-B, 2.7 g (3.0 mmol) of Pd2(dba)3, 1.3 g (6.0 mmol) of PtBu3 (50% solution in toluene), 28.8 g (300.0 mmol) of NaOtBu were mixed with 1,500 mL of toluene under a nitrogen (N2) atmosphere, followed by stirring under reflux to allow a reaction to occur for 12 hours. At room temperature, an organic layer was separated therefrom using water and ethyl acetate, and the solvent was dried. Then, through silica gel column chromatography, 20.9 g of Compound 11-C was obtained at a yield of 45%. [0313] MS (MALDI-TOF) m/z: 463 [M]+

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; Samsung Display Co., Ltd.; KIM, Myeongsuk; YE, Jimyoung; YOO, Byeongwook; JEONG, Jaeho; (102 pag.)US2020/98991; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 102-49-8, name is 3,4-Dichlorobenzylamine, This compound has unique chemical properties. The synthetic route is as follows., category: chlorides-buliding-blocks

Example 1: N-(3,4-dichlorobenzvl)-4-methvlpiperazine-l-carboxamideTo a solution of 3,4-dichlorobenzylamine (0.195 g, 1.11 mmol) and diisopropylethylamine(0.193 mL, 1.11 mmol) in 4 mL of THF was added a preformed solution of 4-nitrophenylchloroformate (0.223 g, 1.11 mmol) in 4 mL of THF. The reaction mixture was stirred at RTfor 3.5 h. To this solution was added N-methyl piperazine (0.442 g, 4.42 mmol) and theresulting solution was stirred at RT for 16h. The reaction mixture was concentrated underreduced pressure, diluted with EtOAc (50 mL) and the solution was washed with saturatedaqueous sodium bicarbonate (2 x 50 mL) and brine (50 mL). The solvent was removed underreduced pressure and the residue was subjected to supercritical fluid chromatography (21 mmx 150 mm diol-bonded SiC>2 (6|J,m particle size), isocratic method, 25percent MeOH (containing0.5percent isopropyl amine) in CO2) to afford the title compound as a pale yellow solid (0.245 g,73percent). MS m/z 302.2 (M+H)+; .H NMR (300.1 MHz, DMSO-d6) 52.17 (s, 3H), 2.22-2.26(m, 4H), 3.25-3.31 (m, 4H), 4.20 (d, J=5.8Hz, 2H), 7.12 (t, J=5.8Hz, 1H), 7.23 (dd, .7=8.2,2.0Hz, 1H), 7.47 (d, J=1.8Hz, 1H), 7.56 (d, /=8.2Hz, 1H).

According to the analysis of related databases, 102-49-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; WO2006/14135; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 918538-05-3, 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. 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Compound 183a was prepared from tert-butyl 2,4-dichloro-5,6-dihydropyrido[3,4- d]pyrimidine-7(8H)-carboxylate (182a) (1.0 g, 3.29 mmol) in 2-Propanol (15 mL) using DIPEA (2.3 mL, 13.15 mmol) and 1-(3,4,5-trimethoxyphenyl)-1H-imidazol-4-amine (57a) (0.98 g, 3.95 mmol). This gave after workup and purification by flash column chromatography [silica gel, (12 g) eluting with DMA-80 in DCM (0 to 80%)] fert-butyl 2-chloro-4-((l-(3,4,5- trimethoxyphenyl)-lH-imidazol-4-yl)amino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)- carboxylate (183a) (0.87 g, 51 % yield) as a buff solid; NMR (300 MHz, DMSO-^e) delta 9.65 (s, 1H, D20 exchangeable), 8.16 (d, J = 1.5 Hz, 1H), 7.78 (d, J = 1.6 Hz, 1H), 6.90 (s, 2H), 4.35 (s, 2H), 3.87 (s, 6H), 3.69 (s, 3H), 3.61 (t, J = 5.8 Hz, 2H), 2.69 – 2.60 (m, 2H), 1.43 (s, 9H).

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, 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 7051-16-3, 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. 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 26A 5-chlorobenzene-1,3-diol A solution of 5-chloro-1,3-dimethoxybenzene (5.41 g, 31.3 mM) in methylene chloride (75 mL) at -78 C. was stirred with a 1M solution of BBr3 in methylene chloride (63 mL) for 45 minutes. The reaction was allowed to warm to room temperature overnight and diluted with water (75 mL). The layers were separated and the aqueous layer washed two times with methylene chloride. The aqueous layer was acidified with 1N HCl and extracted 3 times with ethyl acetate. The combined organic layers were washed with 1N sodium thiosulfate (1*35 mL) and water (1*25 mL). The organic layer was dried (MgSO4), filtered and concentrated under reduced pressure and purified by chromatography (methylene chloride/acetone) to provide the titled compound. MS ESI(-)) m/e 143 (M-H)+; 1H NMR (300 MHz, CDCl3) delta 6.45 (d, 2H), 6.25 (t, 1H), 5.41 (bs, 2H).

The synthetic route of 1-Chloro-3,5-dimethoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Abbott Laboratories; US6972340; (2005); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 468075-00-5, name is 2-Bromo-1-chloro-4-(trifluoromethoxy)benzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H3BrClF3O

General procedure: To a solution of Compound 6A (138 mg, 0.32 mmol) in tolunen (4 mL) was added N-methylpiperazine (160 mg, 1.6 mmol), t-BuONa (61 mg, 0.64 mmol), Pd2(dba)3 (29 mg, 0.032 mmol), and Xantphos (37 mg, 0.064 mmol) and heated in a microwave oven at 120 C for 2 hours. The mixture was concentrated and purified by reverse phase column chromatography to afford Compound 6B. LC-MS (ESI) m/z: 440 [M+H]+.

According to the analysis of related databases, 468075-00-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHAO, Qi; (737 pag.)WO2019/133770; (2019); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 14862-52-3, name is 3,5-Dibromochlorobenzene, 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. name: 3,5-Dibromochlorobenzene

Compound 1 (30 g, 100 mmol) was dissolved in anhydrous i-Pr2O (300.0 mL) in a dried flask under nitrogen. The reaction mixture was cooled to -78 C and stirred under nitrogen atmosphere. A 2.5 M solution of n-BuLi in hexanes (40 mL, 100 mmol) was added dropwise to the above solution and the reaction mixture was stirred at -78 C for 30 min after complete addition of n-BuLi. N-methoxy-N-methylacetamide (12 g, 120.0 mmol) was added to the above reaction mixture, while keeping the reaction mixture below -78 C. After addition of N-methoxy-N-methylacetamide was completed, the reaction mixture was warmed slowly to room temperature for 30 min. The reaction mixture was poured into 40 mL of aqueous NH4Cl and the reaction mixture was stirred for 15 min. The organic phase was separated, dried over anhydrous MgSO4, filtered and evaporated in vacuo to give the compound 2 (25 g, crude) as a pale yellow viscous liquid.

The synthetic route of 3,5-Dibromochlorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAINT LOUIS UNIVERSITY; RUMINSKI, Peter; GRIGGS, David; WO2014/15054; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 139512-70-2, name is 4-Chloro-5-fluorobenzene-1,2-diamine, belongs to chlorides-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 139512-70-2, Quality Control of 4-Chloro-5-fluorobenzene-1,2-diamine

Intermediate compound 5 (0.2 g, 1.24 mmol) and oxamide 6c (0.11 g, 1.24 mmol) were weighed and dissolved in 15 mL glacial acetic acid: methanol (3:2). This mixture was refluxed for 4hr. After completion of reaction (monitored by TLC), the organic solvent was evaporated. The obtained residue were dissolved in dichloromethane and washed with water. The organic solvent was dried and evaporated to obtain solids which were recrystallized from ethanol. (yield 84%, m.p. 210-212 C). 1H NMR (400 MHz, CDCl3), delta ppm, 4.0 (s, 4H, -NH2 at C-2 and C-3), 7.7384 (d, J = 9.3 Hz, -H at C-5), 8.0932 (d, J = 7.6 Hz, -H at C-8). 13C NMR (400 MHz, CDCl3), delta ppm, 109.2, 119.7, 125.0, 132.8, 135.1, 153.1, 153.8, 159.4. Mass (ESI), C8H6ClFN4, M+ and [M+2]+ peaks were found at 212 and 214, respectively.

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-Chloro-5-fluorobenzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Patel, Saloni B.; Patel, Bhumika D.; Pannecouque, Christophe; Bhatt, Hardik G.; European Journal of Medicinal Chemistry; vol. 117; (2016); p. 230 – 240;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics