Category: chlorides-buliding-blocks

Related Products of 53531-69-4, 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 53531-69-4 as follows.

Step a) Intermediate 204 l-(4-Bromophenyl)-N-methyl-N-(tetrahydro-2H-pyran-4-yl)methanesulfonamide To a suspension of N-methyltetrahydro-2H-pyran-4-amine (0.507 g, 4.40 mmol) and sodium carbonate (0.467 g, 4.40 mmol) in MeCN (10 ml) was added (4- bromophenyl)methanesulfonyl chloride (0.593 g, 2.201 mmol) and the reaction mixture was stirred at r.t. for 1.5 h. The mixture was quenched with water and extracted with EtOAc (x 2). The organics were dried (MgS04) and concentrated under reduced pressure to yield l-(4-bromophenyl)-N-methyl-N-(tetrahydro-2H-pyran-4- yl)methanesulfonamide as a white solid (0.634 g, 83 %). ? NMR (400 MHz, MeOD) delta 7.56 (m, 2H, J = 8.34 Hz), 7.38 (m, 2H, J = 8.34 Hz), 4.34 (s, 2H), 3.95 (dd, 2H, J = 1 1.62, 4.55 Hz), 3.69 – 3.82 (m, 1H), 3.35 – 3.43 (m, 2H), 2.72 (s, 3H), 1.74 – 1.87 (m, 2H), 1.45 – 1.53 (m, 2H)

According to the analysis of related databases, 53531-69-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; RUPRAH, Parminder, Kaur; MERCHANT, Kevin, John; WALSH, Louise, Marie; KERR, Catrina, Morven; FIELDHOUSE, Charlotte; HARRISSON, David; MAINE, Stephanie; HAZEL, Katherine; WO2013/27001; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 26487-67-2, name is 1-(2-Chloroethyl)azepane hydrochloride, molecular formula is C8H17Cl2N, 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. Application In Synthesis of 1-(2-Chloroethyl)azepane hydrochloride

EXAMPLE 9 To a solution of 7.5 g of 1,3-dihydro-5-(2-chlorophenyl)-7-chloro-2H-1,4-benzodiazepine-2-thione in a solvent mixture comprising 30 ml of a 10percent aqueous sodium hydroxide solution and 30 ml of methanol is added dropwise under ice cooling with stirring an aqueous solution of 7.0 g of 1-chloro-2-(perhydroazepin-1-yl)ethane hydrochloride over a period of about 10 minutes, and the resulting mixture is stirred at room temperature for 4 hours. The reaction mixture is diluted with water and extracted with ethyl acetate. The extract is rinsed with a 5percent aqueous sodium hydroxide solution, washed with water and dried. Thereafter the solvent is distilled off to obtain an oily residue of 2-(2-perhydroazepin-1-ylethylthio)-5-(2-chlorophenyl)-7-chloro-3H-1,4-benzodiazepine. The oily product thus obtained is treated, according to usual procedure, with 2.74 g of fumaric acid and recrystallized from isopropyl alcohol to obtain 9.9 g of 2-(2-perhydroazepin-1-ylethylthio)-5-(2-chlorophenyl)-7 -chloro-3H-1,4-benzodiazepine fumarate, m.p. 170°-171° C. Elementary analysis: for C23 H25 N3 SCl2.C4 H4 O4: Calculated: C: 57.65, H: 5.20, N: 7.47; Found: C: 57.76, H: 5.31, N: 7.40.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 26487-67-2, its application will become more common.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US4094870; (1978); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 7051-16-3, 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 7051-16-3 as follows.

To a mixture of 5-chloro-1,3-dimethoxybenzene (1.73 g, 10.0 mmol) dissolved in dichloromethane (60 mL) was slowly added boron tribromide (ca. 1.0 M, dichloromethane solution, 40 mL, 40 mmol, 4.0 equiv) at -78 C. After gradually warming to room temperature, the mixture was stirred for 3 days, and to this was added an aqueous saturated solution of sodium bicarbonate (50 mL). The mixture was extracted with dichloromethane (50 mL × 3), and the combined organic extract was washed with brine (20 mL), dried (Na2SO4), and after filtration, the filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography (silica-gel 50 g, n-hexane/CH2Cl2= 1/1) to give 5-chlororesorcinol (1.39 g, 9.59 mmol, 95.9%) as a colorless solid.

According to the analysis of related databases, 7051-16-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Uchida, Keisuke; Yoshida, Suguru; Hosoya, Takamitsu; Synthesis; vol. 48; 23; (2016); p. 4099 – 4109;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 13078-79-0, 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. 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 15 [2-(3-Chloro-phenyl)-ethyll-f4-(6-fluoro-lH-indol-4-yl)-6-morpholin-4-yI- p yrimidin-2-yIl -amine; A mixture of 6-fluoro-4-(2-methanesulfonyl-6-mophiholin-4-yl-pyrimidin-4-yl)- 1 H- indole (75 mg, 0.20 mmol) and 3-chlorophenethylamine (310 mg, 2.00 mmol) in DIPEA (0.1 mL, 0.57 mmol) and dioxane (0.4 mL) were heated in a microwave reactor at 150C for 40 minutes. The reaction mixture was purified by preparative HPLC to yield the title compound as an off-white solid (71 mg). deltaH (400MHz, CDCl3) 2.86 (t, J = 7.1, 2H), 3.58 (t, J = 4.5, 4H), 3.66 (q, J = 6.6, 2H), 3.73 ( t, J = 4.7, 4H), 4.90 (br s, IH), 6.29 (s,lH), 6.91 (s, IH), 7.06 (d, J = 8.2, 2H), 7.10-7.20 (m, 4H), 7.25 (d, J = 10.0, IH), 8.15 (br s, IH). [M + H]+ 452.10

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-(3-Chlorophenyl)ethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PIRAMED LIMITED; THE INSTITUTE OF CANCER RESEARCH; WO2008/125839; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 874-17-9, A common heterocyclic compound, 874-17-9, name is 4-Chloro-2,6-dibromoaniline, molecular formula is C6H4Br2ClN, 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.

The RM-1 to RM-10 used for the synthesis of the objective compound are as follows:For the synthesis of the target compound, RM-11 was synthesized by the above reaction scheme.In a round bottom flask, 15.0 g of 2,6-dibromo-4-chloroaniline,(RM-1) were dissolved in 200 ml of 1,4-dioxane, 60 ml of K2CO3 (2M) and 3.64 g of Pd (PPh3) 4 were added, and the mixture was stirred under reflux. After confirming the reaction by TLC, water was added and the reaction was terminated.Then, 13.5 g of phenylboronic acid (RM-1) was dissolved in 200 ml of 1,4-dioxane, 60 ml of K2CO3 (2M) and 41.6 g of Pd (PPh3) were added thereto and the mixture was stirred under reflux. After confirming the reaction by TLC, water was added and the reaction was terminated. The organic layer was extracted with MC, filtered under reduced pressure, and then subjected to column purification to obtain 8 g of intermediate RM-11 (yield 70%).

The synthetic route of 874-17-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DONGJIN SEMICHEM Co., Ltd.; Park Min-su; Ahn Hyeon-cheol; Kang Gyeong-min; Lee Hyeong-jin; Seo Jeong-a; Kim Seung-ho; (76 pag.)KR2019/11090; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, molecular formula is C8H5ClF3N, 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. Product Details of 61881-19-4

3.1.7 Methyl 4-O-acetyl-2,3-di-O-benzyl-alpha-d-galactopyranosiduronate 1-N-phenyltrifluoroacetimidate (7) Compound 17 (2.40 g, 5.4 mmol) was dissolved in AcOH (90 mL) and Ac2O (90 mL). The reaction mixture was cooled in an ice bath for 10 min, H2SO4 (0.9 mL) was then slowly added. The reaction was monitored by TLC (petroleum ether/ethyl acetate, 2:1) and showed completion after approximately 3 h. The reaction mixture was allowed to warm to rt during the progress of the reaction. NaOAc (9.2 g) was added and the mixture was stirred until all NaOAc had dissolved. The mixture was then evaporated to dryness, taken up in EtOAc, washed with H2O (extracted with EtOAc), dried over Na2SO4, filtered, evaporated to dryness, and finally co-evaporated three times with EtOH. The resulting syrup was purified by chromatography on silica gel (petroleum ether/ethyl acetate, 3:1) to provide a white solid (2.37 g, 93%, alpha and beta isomers were not separable). Ammonia gas was bubbled through a solution of the above product (2.16 g, 4.6 mmol) in a mixture of THF/CH3OH (v/v, 7: 3, 45 mL) cooled in an ice bath for 20 min. The solvent was then concentrated under reduced pressure to give a residue, which was purified by column chromatography on silica gel (petroleum ether/ethyl acetate, 2:1) to afford 18 (1.48 g, 75%) as a white solid. A suspension of hemiacetal 18 (472 mg, 1.1 mmol), K2CO3 (455 mg, 3.3 mmol), and N-phenyl trifluoroacetimidoyl chloride (457 mg, 2.2 mmol) in acetone (6.6 mL) was stirred at ambient temperature for 2 h. TLC showed the completion of the reaction. The mixture was filtered and concentrated in vacuo. The resulting residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate, 7:1) to afford 7 (570 mg, 87%), which was used directly without characterization.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 61881-19-4, its application will become more common.

Reference:
Article; Ma, Yuyong; Cao, Xin; Yu, Biao; Carbohydrate Research; vol. 377; (2013); p. 63 – 74;,
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. 89794-02-5, name is 4-Bromo-2-chlorotoluene, A new synthetic method of this compound is introduced below., Computed Properties of C7H6BrCl

A degassed mixture of 4-bromo-2-chloro-l-methylbenzene (0.600 g, 2.92 mmol, Aldrich 528889), 2-(cyclopent-l-en-l-yl)-4,4,5,5-tetramethyl-l,3,2-dioxaborolane (0.680 g, 3.50 mmol, Combi-Blocks, PN-2510), Na2C03 (2.0 M solution, 4.4 mL, 8.8 mmol) and [1,1′- bis(diphenylphosphino)ferrocene]palladium(II) dichloride complex with dichloromethane (162 mg, 0.198 mmol) in MeCN (5 mL) was heated in a sealed vial to 110 C in an oil bath for 3 hours. The reaction was cooled to room temperature and partitioned between EtOAc and water. The organic layer was washed with water, followed by brine, dried over Na2S04, filtered and concentrated. The product was purified by flash chromatography, eluting with a gradient from 0-50% EtOAc in hexanes (520 mg, 92%). NMR (400 MHz, CDC13) delta 7.42 (d, J= 0.9 Hz, 1H), 7.25 (dd, J = 7.9, 1.3 Hz, 1H), 7.17 (d, J = 7.9 Hz, 1H), 6.20 – 6.16 (m, 1H), 2.73 – 2.65 (m, 2H), 2.59 – 2.50 (m, 2H), 2.38 (s, 3H), 2.10 – 1.96 (m, 2H).

The synthetic route of 89794-02-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; DOUTY, Brent; BUESKING, Andrew W.; BURNS, David M.; COMBS, Andrew P.; FALAHATPISHEH, Nikoo; JALLURI, Ravi Kumar; LEVY, Daniel; POLAM, Padmaja; SHAO, Lixin; SHEPARD, Stacey; SHVARTSBART, Artem; SPARKS, Richard B.; YUE, Eddy W.; (355 pag.)WO2019/79469; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 61881-19-4, 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. 61881-19-4 name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, 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.

3.1.16 Methyl 4-O-acetyl-2,3-di-O-benzyl-alpha-d-galactopyranosyluronate-(1?2)-3,4-di-O-benzyl-alpha-l-rhamnopyranosyl 1-N-phenyltrifluoroacetimidate (26) To a solution of 25 (261 mg, 0.33 mmol) in dry THF/MeOH (5.0 mL/5.0 mL), PdCl2 (28 mg, 0.16 mmol) was added. After being stirred at room temperature for 5 h, the solution was filtered through Celite and concentrated under vacuum. The resulting syrup was purified by chromatography on silica gel (petroleum ether/ethyl acetate, 2.5:1) to provide the hemiacetal as a colorless syrup (236 mg, 95%). To a solution of the hemiacetal (216 mg, 0.28 mmol) in acetone (2.5 mL), K2CO3 (116 mg, 0.84 mmol), and N-phenyl trifluoroacetimidoyl chloride (118 mg, 0.56 mmol) were added. After stirring at ambient temperature for 4 h, the mixture was filtered and concentrated in vacuo. The resulting residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate, 6:1) to afford 26 (242 mg, 92%), which was used directly without characterization.

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

Reference:
Article; Ma, Yuyong; Cao, Xin; Yu, Biao; Carbohydrate Research; vol. 377; (2013); p. 63 – 74;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 622-24-2, name is (2-Chloroethyl)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C8H9Cl

General procedure: A 10 mL Schlenk tube was charged with CoBr2 (6.6 mg, 0.03mmol), 1,3-diisopropyl-1H-benzimidazol-3-ium bromide (L4; 8.5mg, 0.03 mmol), 4-methoxy-N-[(1E)-1-phenylethylidene]aniline(1a, 67.6 mg, 0.30 mmol), 1-chlorooctane (2a, 76.5 muL, 0.45 mmol), and THF (0.69 mL). A 1.92 M solution of t-BuCH2MgBr inTHF (0.31 mL, 0.60 mmol) was added dropwise at 0 C, and themixture was stirred at r.t. for 6 h. The reaction was quenched by theaddition of 3 M aq HCl (1.0 mL), and the mixture was stirred at r.t.for 1 h, then extracted with EtOAc (3 × 10 mL). The organic layerswere combined, dried (MgSO4), and concentrated under reduced pressure. The crude product was purified by chromatography [silicagel, hexane-EtOAc (40:1)].

The synthetic route of 622-24-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gao, Ke; Yamakawa, Takeshi; Yoshikai, Naohiko; Synthesis; vol. 46; 15; (2014); p. 2024 – 2039;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 4152-90-3, name is (3-Chlorophenyl)methanamine, molecular formula is C7H8ClN, 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. SDS of cas: 4152-90-3

(a) N-(3′-chlorobenzyl)-2-cyanoacetamide A solution of 38.5 g. (0.34 mole) of ethyl cyanoacetate and 48.1 g. (0.34 mole) of 3-chlorobenzylamine in 120 ml. of 95% ethanol is refluxed for 5 hours and then allowed to stand overnight at ambient temperature. Agitation causes crystallization. Filtration is followed by washing of the solid with a small amount of ether to give 28.7 g. of the desired product as small, white needles, m.p. 123-5 C. The filtrate is evaporated in vacuo and a solid is obtained by trituration of the oily residue with ether. The solid is isolated by filtration, slurried in 900 ml. of deionized water, reisolated by vacuum filtration and dried to give an additional 11.9 g. of product, m.p. 122-4 C. yield: 40.6 g., 57% nu3300 (NH), 2270 (CN) and 1660 cm.-1 (C=O); delta 8.87 (broad t, 1H, NH), 7.4 (broad s, 4H, phenyl protons), 4.37 (d, 2H, benzyl methylene); and 3.7 (s, 2H, CH2 CO). Anal. Calc’d for C10 H9 ClN2 O: C,57.57;H,4.35;N,13.43;Cl,16.99; Found: C,57.94;H,4.36;N,13.42;Cl,77.21.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4152-90-3, its application will become more common.

Reference:
Patent; Rohm and Haas Company; US4028084; (1977); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics