Month: December 2020

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. 328-84-7, name is 3,4-Dichlorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3,4-Dichlorobenzotrifluoride

PRODUCTION EXAMPLE 3 Production of an Intermediate Aniline Compound 5.00 Grams of 5-chloro-2-fluoro-4-mercaptoaniline, 12.2 g of 3,4-dichlorobenzotrifluoride and 4.31 g of potassium carbonate were dissolved in 30 ml of dimethylformamide, and the resulting solution was stirred for 2 hours at a temperature of from 100 to 110 C. in an oil bath. Thereafter, the reaction solution was poured into water and extracted with three 200-ml portions of diethyl ether. The extract obtained was washed with water, dried, filtered and concentrated. The residue obtained was subjected to chromatography on silica gel to obtain 6.57 g of 5-chloro-2-fluoro-4-[2-chloro-4-(trifluoromethyl)phenylthio]aniline. Yield 66% m.p. 80.8 C. 1 H-NMR (CDCl3):

According to the analysis of related databases, 328-84-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sumitomo Chemical Company, Limited; US5116875; (1992); A;,
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. 627-42-9, name is 2-Methoxyethyl chloride, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 627-42-9

A mixture of 4-iodo-1H-pyrazole (10.00 g, 51.553 mmol), 1-chloro-2-methoxyethane (14.62 g, 154.64 mmol), potassium hydroxide (5.78 g, 103.02 mmol), and KBr (610 mg, 5.12 mmol) in ethanol (200 mL) was heated at 100 C. After 16 h, the mixture was concentrated under vacuum, and the resulting residue was purified by silica gel chromatography (95:5 dichloromethane/methanol) to afford 4-iodo-1-(2-methoxyethyl)-1H-pyrazole (12 g, 92%) as a yellow oil. LCMS (ESI): [M+H]+=292.95.

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 627-42-9.

Reference:
Patent; Genentech, Inc.; Chan, Bryan; Daniels, Blake; Drobnick, Joy; Gazzard, Lewis; Heffron, Timothy; Huestis, Malcolm; Liang, Jun; Malhotra, Sushant; Mendonca, Rohan; Rajapaksa, Naomi; Siu, Michael; Stivala, Craig; Tellis, John; Wang, Weiru; Wei, BinQing; Zhou, Aihe; Cartwright, Matthew W.; Gancia, Emanuela; Jones, Graham; Lainchbury, Michael; Madin, Andrew; Seward, Eileen; Favor, David; Fong, Kin Chiu; Good, Andrew; Hu, Yonghan; Hu, Baihua; Lu, Aijun; US2018/282328; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 870-24-6, A common heterocyclic compound, 870-24-6, name is 2-Chloroethanamine hydrochloride, molecular formula is C2H7Cl2N, 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.

2-(4-Methoxyphenylthio)ethanamine (1) 4-Methoxythiophenol (50 g, 0.357 mol), 2-chloroethylamine monohydrochloride (39.8 g, 0.343 mol.), K2CO3( 78.8 g, 0.57 mol) and diisopropyl ethylamine (32 mL, 0.178 mol) were mixed in 200 mL of THF. The mixture was degassed for 5 min. under reduced pressure and refluxed under argon overnight. The solvent was removed and water (300 mL) was added to the flask. The mixture was extracted with dichloromethane (3 x 200 mL). The organics were collected, dichloromethane was removed and 50 mL conc. HCl was added, followed by 200 mL of water. The solution was extracted with 1:1 EtOAc/hexane (3 x 200 mL). The aqueous layer was adjusted to pH 10 with 2 M NaOH, and was extracted with dichloromethane (3 x 200 mL). The combined organic solution was dried over anhydrous sodium sulfate. Removal of solvent provided 61 g of the target compound as a colorless liquid, with a yield of 97%. 1H-NMR (300 MHz, CDCl3): 7.35(d, J = 8.7 Hz, 2H), 6.81 (d, J= 8.7 Hz, 2H), 3.77 (s, 3H), 2.88-2.80 (m, 4H), 1.44 (s, 2H).

The synthetic route of 870-24-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Les Laboratoires Servier; Armgo Pharma, Inc.; Yan, Jiaming; Belvedere, Sandro; Webb, Yael; Bertrand, Marc; Villeneuve, Nicole; EP2653466; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 445-13-6, name is 3-Chloro-4-(trifluoromethyl)aniline, 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 445-13-6, Computed Properties of C7H5ClF3N

Following the procedure of N. Ikemoto et al. (Tetrahedron, 59:1317 (1998)), 3-chloro-4-trifluoromethylaniline (890 mg, 4.6 mmol, Ryan Scientific) in CH3CN (37 mL) was added to a 250 mL round-bottomed flask. The flask was cooled in an ice bath, and HOAc (3.7 mL) and HCl (12 M, 1.8 mL) were added. Sodium nitrite (380 mg, 5.5 mmol, Aldrich) in 0.77 mL of H2O was added in 0.15 mL portions every 2 min until all of the solution had been added (total time ca. 9 min). After 25 min, sulfur dioxide (Aldrich) was bubbled into the reaction mixture for 1.25 h. Copper(II)chloride (780 mg, 5.8 mmol, Aldrich) in 1.5 mL of water was then added to the reaction mixture. Gas evolution occurred, and the reaction was warmed to RT and stirred overnight. After the lower boiling solvents were removed in vacuo, water was added, and the mixture was extracted with CH2Cl2 (3¡Á). The combined organic layers were washed with water, dried over MgSO4, filtered and concentrated in vacuo to give the crude material as a brownish oil with solid in it. The compound did not ionize well, but an aliquot, when treated with propylamine, provided the propylarylsulfonamide adduct with a ESI-MS, -ion, m/z=300.2 (M-1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-4-(trifluoromethyl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; Amgen Inc.; Array Biopharma, Inc.; US2005/234044; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 172921-33-4,Some common heterocyclic compound, 172921-33-4, name is 1-Bromo-4-chloro-2,5-difluorobenzene, molecular formula is C6H2BrClF2, 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 1-bromo-4-chloro-2,5-difluorobenzene (200 mg, 0.879 mmol) in THF (10 mL) cooled to -10¡ãC was added isopropylmagnesium bromide (1M in THF, 1.055 mL, 1.055 mmol) dropwise and the reaction mixture was stirred at this temperature for 1 h. The reaction mixture was then warmed to 0 ¡ãC and stirred for another 1 h. The resultant mixture was again cooled to -10 ¡ãC and treated dropwise with a solution of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (196 mg, 1.055 mmol). The reaction mixture was allowed to warm up to room temperature and treated with a saturated solution of ammonium chloride (3 mL). The layers were separated and aqueous layer was extracted with dichloromethane (2×2 mL). The combined organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to afford crude compound which was purified by column chromatography on a silica (7:3 – Ethyl acetate:hexane) to afford 2-(4-chloro-2,5-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (150 mg, 0.546 mmol, 62percent yield) as an oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-4-chloro-2,5-difluorobenzene, its application will become more common.

Reference:
Patent; Bristol – Myers Squibb Company; Vivekanand, M.Burda; Pan, Senrian; Ramkumar, Rajamani; Sushil, Jetanand Nara; Maheswaran, Shibasanban Calatrava; Tarun Kumar, Meishar; Jonathan, L. Ditta; Carolyn, Diane Jiaba; John, J. Bronson; John, E. Maco; (232 pag.)JP2015/528018; (2015); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 29671-92-9, A common heterocyclic compound, 29671-92-9, name is Carbamimidic chloride hydrochloride, molecular formula is CH4Cl2N2, 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.

Example 306 Synthesis of 2-aminothieno[2,3-d]pyrimidin-4(3H)-one A mixture of ethyl 2-aminothiophene-3-carboxylate (0.5 g, 3.18 mmol), chloroformamidine hydrochloride (0.91 g, 7.95 mmol) and dimethylsulfone (1.50 g, 15.9 mmol) was heated at 120-130 C. for 30 minutes. After cooling down to room temperature, water (10 ml) was added and ammonium hydroxide was used to neutralize the suspension. The solid was filtered off, washed with water and dried. The crude residue was purified by flash chromatography on silica gel (CH2Cl2/MeOH 10:1) to yield the title compound as a white solid (0.24 g, 45%). 1H NMR (300 MHz, DMSO, 25 C.): delta=10.89 (s, 1H, NH), 7.09 (d, J=5.8 Hz, 1H, CH), 6.97 (d, J=5.8 Hz, 1H, CH), 6.52 (s, 2H, NH2) ppm. HRMS: calcd for C6H6N3OS 168.02316. found 168.02239.

The synthetic route of 29671-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Katholieke Universiteit Leuven, K.U. Leuven R&D; Herman, Jean; Louat, Thierry; US2014/88088; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 13726-14-2 as follows. Product Details of 13726-14-2

To a solution of 4-chloro-3-methoxyaniline (50 g, 3 i 7 mmol) and DIPEA (i iO mE, 635 mmol) in CH2C12 (700 mE) was added acetic anhydride (36 mE, 38i mmol) drop wise at 00 C. and the reaction mixture was stirred at room temperature for 3 h. The reaction then was quenched with water (250 mE) and the organic layer was separated. The aqueous layer was extracted with CH2C12 (iOO mEx3). The combined organic layers were dried (Na2504), concentrated and purified by flash chromatography with CH2C12/MeOH to give N-(4-chloro-3-methoxy phenyl)acetamide (7i g, quantitative yield) as a white solid.

According to the analysis of related databases, 13726-14-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Forma Therapeutics, Inc.; Lin, Jian; Ericsson, Anna; Campbell, Ann-Marie; Gustafson, Gary; Wang, Zhongguo; Diebold, R. Bruce; Ashwell, Susan; Lancia, Jr., David R.; Caravella, Justin Andrew; Lu, Wei; (57 pag.)US2016/311818; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 61881-19-4, 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. 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, This compound has unique chemical properties. The synthetic route is as follows.

Cs2C03 (3.0 equiv.), CF3C(NPh)CI (3.0 equiv.) were added to a stirred solution of 22 in DCM (10 mL/1 g) at 0C. After 10 min., the mixture was brought to rt and stirred for 1 h. After complete consumption of 22, reaction mixture was filtered, and the filtrate was concentrated. The obtained crude residue was purified by automated flash column chromatography on silica gel (0-60% EtOAc in cyclohexane) to afford the desired imidate donor 23 (87%) as foam.

The chemical industry reduces the impact on the environment during synthesis 2,2,2-Trifluoro-N-phenylacetimidoyl chloride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; VAXXILON AG; EMMADI, Madhu; LISBOA, Marilda P; KNOPP, Daniel; MONNANDA, Bopanna; VON BONIN, Arne; PEREIRA, Claney Lebev; (309 pag.)WO2020/104697; (2020); A1;,
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. 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, A new synthetic method of this compound is introduced below., Recommanded Product: 1871-57-4

3-chloro-2-chloromethyl-1-propene (4.28 g), N, N-dimethylformamide (50 mL),To a mixture of sodium hydride (purity> 55%, 2.99 g),Under ice cooling, a solution of tert-butyl N- (2-hydroxypropyl) carbamate (5.00 g, CAS number: 95656-86-3) in tetrahydrofuran (20 mL) was added dropwise.The mixture was stirred at room temperature for 2.5 hours. After acetic acid (4.08 mL) was added to the reaction solution, water was added and the reaction mixture was extracted with ethyl acetate. Water organic layer,The extract was washed successively with saturated saline and dried over anhydrous magnesium sulfate.After filtration and concentration under reduced pressure, the obtained residue was subjected to silica gel column chromatography (n-hexane / ethyl acetate) three times,The title compound (2.61 g) was obtained as an 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; Daiichi Sankyo Healthcare Co Ltd; Naito, Hiroyuki; Suzuki, Takayuki; Murata, Takeshi; Kawai, Junya; Higuchi, Saito; (99 pag.)JP2020/45306; (2020); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 928783-85-1,Some common heterocyclic compound, 928783-85-1, name is 1-Bromo-3-chloro-5-(trifluoromethyl)benzene, molecular formula is C7H3BrClF3, 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 500 ml multineck flask with low-temperature thermometer, dropping funnel and argon balloon, 5.5 g (0.228 mol, 1.3 eq) of magnesium turnings (activated with dibromoethane and washed with diethyl ether) were blanketed with 120 ml of diethyl ether. At 0 C., 45.5 g of 3-bromo-5-chlorobenzotrifluoride (0.175 mol, 1 eq) in 120 ml of diethyl ether were slowly added dropwise. The reaction started up of its own accord after a few minutes, with a colour change (red-brown) and heating; the temperature was kept at about 0 C. during the addition. On completion of addition of the bromide, the mixture was stirred for a further 30 min.A separate 2 l 3-neck flask with low-temperature thermometer, dropping funnel and argon balloon was initially charged with 32.4 g of ethyl trifluoroacetate (0.228 mol, 1.3 eq) in 250 ml of diethyl ether, and cooled to -80 C. At this temperature, the Grignard reagent (cooled to -10 C.) was slowly added dropwise. On completion of addition, the reaction mixture was stirred at -80 C. for a further 30 min. Thereafter, the reaction mixture was warmed to -10 C. and acidified with 10% hydrochloric acid. The resulting mixture was admixed with saturated NaCl solution, the phases were separated and the aqueous phase was washed with 200-300 ml of diethyl ether. The combined ethereal phases were dried over magnesium sulphate and the solvent was subsequently removed on a rotary evaporator.The resulting crude product was purified by vacuum distillation (71 C. at 18 mbar). 37.7 g (78% of theory) of 1-[3-chloro-5-(trifluoromethyl)phenyl]-2,2,2-trifluoroethanone were obtained as a colourless oil. This was converted further without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-chloro-5-(trifluoromethyl)benzene, its application will become more common.

Reference:
Patent; Bayer CropScience AG; US2011/105532; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics