Month: March 2021

Synthetic Route of 501-29-1, The chemical industry reduces the impact on the environment during synthesis 501-29-1, name is 1-Chloro-2-fluoro-4-methoxybenzene, I believe this compound will play a more active role in future production and life.

4-chloro-3-fluoroanisole (YY-1) in anhydrous THF at -78C under N2(250 mg, 1.56 mmol) was added dropwise a solution of LDA (0.86 mL, 2M,1.71 mmol) and stir for 30 minutes at -78C under N2.DMF (125 mg) was added to the above solution at -78 C under N2.1.71 mmol) and the resulting mixture was stirred at -78 C for 20 minutes.The reaction was quenched with saturated NH4Cl at -78 C. The resulting mixture was heated to 25 C. The mixture was partitioned between EtOAc and H2O.The organic layer was separated and the aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated to provide the crude product.The crude product is via a flash column (EtOAc: petroleum ether = 1% to 12%)Purified to provide YY-2 (178 mg, 61%) 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-Chloro-2-fluoro-4-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; KUMPF, ROBERT ARNOLD; MCALPINE, INDRAWAN JAMES; MCTIGUE, MICHELE ANN; PATMAN, RYAN; RUI, EUGENE YUANJIN; TATLOCK, JOHN HOWARD; TRAN-DUBE, MICHELLE BICH; WYTHES, MARTIN JAMES; (445 pag.)TW2018/2074; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 95-51-2, These common heterocyclic compound, 95-51-2, name is 2-Chloroaniline, 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) in the reaction container by adding O-aminochlorobenzene 0.8mol, aqueous solution 100 ml, control the stirring speed in the 500rpm, by adding the mass fraction is 60% of sodium bromide solution 300 ml, control the temperature of the solution to 9 C, potassium sulfite dropping 0.8mol dissolved in 120 ml of an aqueous solution, keeping the temperature of the solution after the added in 40 C, time-keeping 3h, potassium iodide test for determining the end point of the reaction, the diazonium salt is generated (3);(Ii) taking stannous chloride 0.12mol, the mass fraction of 70% sodium bromide solution of 300 ml mixed in the reaction vessel, heating the solution temperature to 92 C, dropping step (i) generating the diazotizing solution, maintaining the temperature of the solution is in the 95 C, after adding water vapor distillation, oil-free object until the distillate, separating the organic layer, the aqueous layer extracted with ethanol solvent 7 time, combined with the extracted oil, are sequentially used for quality score for the 30 […] 40% phosphoric acid washing, potassium bicarbonate solution, the mass fraction of 10% – 20% of the potassium bromide solution, phosphorus pentoxide dehydration, to extracting distilled 1.3kPa vacuum distillation, collecting 180 – – 185 C fraction, O-chloro-bromobenzene may be colorless transparent product 143.63g, yield 94%.

Statistics shows that 2-Chloroaniline is playing an increasingly important role. we look forward to future research findings about 95-51-2.

Reference:
Patent; Chengdu Railway Technology Co., Ltd. Henghua; Peng, Xiangliang; (4 pag.)CN105541545; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 698-01-1, name is 2-Chloro-N,N-dimethylaniline, 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. Recommanded Product: 2-Chloro-N,N-dimethylaniline

General procedure: To a stirred solution of N,N-dimethylanilines (1, 1.0 mmol) and 2,3-dihydrofuran (2, 10 mmol) in MeCN(20 ml), Co(ClO4)2 (10 mol%) was added. The reactions were performed at 50 C under oxygen atmosphere(O2 balloon) and completed in 48 hours. The products 3 were isolated by flash column chromatographic separation (acetone/petroleum ether = 1:40 to 1:30).

The synthetic route of 2-Chloro-N,N-dimethylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Huo, Congde; Chen, Fengjuan; Quan, Zhengjun; Dong, Jie; Wang, Yajun; Tetrahedron Letters; vol. 57; 46; (2016); p. 5127 – 5131;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 2267-25-6, The chemical industry reduces the impact on the environment during synthesis 2267-25-6, name is 2-Chloro-4-fluoroanisole, I believe this compound will play a more active role in future production and life.

72-Chloro-4-fluoro-1-methoxybenzene was treated with n-butyllithium and hexachloroethane; the resulting 2,3-dichloro-1-fluoro-4-methoxybenzene was demethylated with boron tribromide to provide the requisite phenol.

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-Chloro-4-fluoroanisole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pettersson, Martin Youngjin; Johnson, Douglas Scott; Subramanyam, Chakrapani; O’Donnell, Christopher John; Ende, Christopher William Am; Fish, Benjamin Adam; Green, Michael Eric; Mullins, Patrick Bradley; Stiff, Cory Michael; Tran, Tuan Phong; Navaratnam, Thayalan; US2012/252758; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 98-60-2, 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. 98-60-2, name is 4-Chlorobenzenesulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To chlorosulfonic acid (10 g, 86 mmol), chlorobenzene(3.23 g,28 mmol) was added dropwise, not to increase temperature over 20C. The solution was stirredat room temperature by 1 hour and it was slowly poured onto ice (50 g). The precipitate wasfiltered off, washed with water and added portionwise to the solution ofnatrium sulfite (7.5 g,60 mmol) in water (28 mL) at temp. 80C.The mixture was stirred at 90Cby 1 hour and 50% natrium hydroxide was slowly dropped to maintain pH= 8-9. Thehot mixture was filtered off and the filtrate was keep at room temperature for10 hours. The white crystals of product 4-chlorobenzenesulfinate natrium saltwas filtered off, washed by cold water and dried at room temperature. Product 3was obtained in 75% yield (4.3 g). IR (cm-1): 1575 (CHar); 1340,1130 (SO2); 1004, 981 (CH); 832, 740 (CCl).

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

Reference:
Article; Staniszewska, Monika; Bondaryk, Ma?gorzata; Ochal, Zbigniew; Bioorganic and Medicinal Chemistry; vol. 23; 2; (2015); p. 314 – 321;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 50594-82-6, 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. 50594-82-6, name is 3,4,5-Trichlorobenzotrifluoride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(a) Preparation by the process according to the invention 358 g (1.5 mol) of 3,4,5-trichlorobenzotrifluoride were added dropwise to a mixture of 330 g (3 mol) of resorcinol and 111 g (1.5 mol) of calcium hydroxide in 2 liters of dimethylsulfoxide at 120-130 C. in the course of 7 hours. Thereafter, the reaction mixture was stirred at 130 C. for 8 hours. After cooling to room temperature, the reaction mixture was poured into 7 liters of water, whereupon the reaction product separated out as an oil. The mixture was extracted with 3 liters of toluene and the organic phase was separated off and, after drying, was concentrated. The residue was distilled. 350 g (73% of theory) of 2,6-dichloro-4-trifluoromethyl-3′-hydroxydiphenyl ether were obtained in this manner in the form of a solid product of melting point 64-65 C. Boiing point 123-130 C./0.15 mm Hg Analysis: Empirical formula: C13 H7 Cl2 F3 O2: Calculated: 48.3% C; 2.2% H; 22.0% Cl. Found: 48.3% C; 2.3% H; 21.8% Cl.

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, 3,4,5-Trichlorobenzotrifluoride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer Aktiengesellschaft; US4264769; (1981); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2267-25-6, 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. 2267-25-6, name is 2-Chloro-4-fluoroanisole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2-chloro-4-fluoroanisole (38g, 237mmol) concentrated sulfuric acid (100mL) solution, bromine (19mL, 737mmol) was added under ice-cooling, and the mixture was stirred for 1.5 hours. It was added to the reaction solution gradually into ice water, and extracted with diethyl ether (300mL ¡Á 3). After washing the organic layer with 5% aqueous sodium thiosulfate solution (300 mL), the organic layer was dried over anhydrous magnesium sulfate, filtered, and the crude product obtained through concentration under reduced pressure by silica gel chromatography – (hexane: ethyl acetate = 1 : 0 to 10: 1) to give 5-bromo-2-chloro-4-fluoroanisole of a white solid (8.0g, yield: 14%) and 2-bromo-6-chloro-4-fluoroanisole of a white solid (16.7g, yield: 30%)It was obtained.

The synthetic route of 2-Chloro-4-fluoroanisole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAGAMI CHEMICAL RESEARCH INSTITUTE; KAKEN PHARMACEUTICAL COMPANY LIMITED; KOBAYASHI, OSAMU; TAKATSUNA, REIKO; NIIKURA, NAOKO; TATENO, TOMOKO; NAKAMURA, SHINJI; HIRAI, KENJI; KOCHI, SHINICHIRO; KAWANISHI, NAOKI; YAMADA, OSAMU; (76 pag.)JP2016/60742; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 918538-05-3, 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. 918538-05-3 name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, 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.

General procedure: To a solution of 2,4-dichloropyrrolo[1,2-f][1,2,4]triazine (4a) (0.5 g, 2.7 mmol) in 2-Propanol (6 mL) was added (S)-pyrrolidin-2-ylmethanol (0.39 mL, 4.0 mmol), DIPEA (1.39 mL, 8.0 mmol) and heated at 90 C for 1 hr. The reaction was cooled to room temperature and solid obtained was collected by filtration to afford (S)-(l-(2-chloropyrrolo[2,l-f][l,2,4]triazin-4- yl)pyrrolidin-2-yl)methanol (96a) (0.49 g, 73 % yield) as a white solid; NMR (300 MHz, DMSO-i/e): delta 7.70 (dd, J= 2.6, 1.4 Hz, 1H), 6.97 (dd, J= 4.7, 1.6 Hz, 1H), 6.80 – 6.57 (m, 1H), 5.15 (t, J = 5.7 Hz, 1H, D2O exchangeable), 4.87 (t, J= 5.7 Hz, 1H), 4.44 (d, J= 17.8 Hz, 1H), 4.05 – 3.82 (m, 1H), 3.72 – 3.39 (m, 2H), 2.22 – 1.84 (m, 4H). MS (ES+): 253.3, 255.3 (M+2); MS (ES-): 287.2, 289.2 (M+Cl).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, and friends who are interested can also refer to it.

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

Synthetic Route of 2533-69-9, These common heterocyclic compound, 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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.

A three-necked flask was charged with 10 mL of dimethylformamide and 0.26 g (0.001 mol) of alpha-N-Boc-L-Lys-OMe. To this solution was added 0.35 g (0.002 mol) of methyl trichloroacetimidate and 0.53 mL (0.003 mol) of diisopropylethylamine. This solution was allowed to stir and warm to 25 C. overnight. Concentration in vacuo removed the dimethylformamide.

Statistics shows that Methyl 2,2,2-trichloroacetimidate is playing an increasingly important role. we look forward to future research findings about 2533-69-9.

Reference:
Patent; G. D. Searle & Co.; US6344483; (2002); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 115843-99-7,Some common heterocyclic compound, 115843-99-7, name is 4-Bromo-3-chloro-2-fluoroaniline, molecular formula is C6H4BrClFN, 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.

Example 9: Synthesis of boronate fragment 9b (used in Example 43)Anhydrous DMF (60 mL) is added to a flask charged with bromide 9a (5.00 g, 22.2 mmol), /?/s-(pinacolato)diborone (8.48 g, 33.4 mmol) and potassium acetate (6.35 g, 66.8 mmol) and the resulting suspension is deoxygenated by bubbling a stream of N2 gas through the mixture for 45 min. 1 ,1′-bis(diphenylphosphino)ferrocene (2.73 g, 3.34 mmol) is then added and the mixture is deoxygenated for approximately a further 5 min and is then heated to 950C. After 16 h, the dark reaction mixture is cooled, extracted with EtOAc (500 mL and 300 mL) and washed with 1 :1 water/brine (600 mL) and brine (600 mL). The combined extracts are dried over anhydrous MgSO4, filtered and evaporated to a black syrup which is purified by flash column chromatography (EtOAc/hexanes) to afford the boronate 9b as white solid contaminated with <25 % of the diboron reagent (4.24 g, 62% yield). These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-3-chloro-2-fluoroaniline, its application will become more common. Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; WO2009/62285; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics