Category: chlorides-buliding-blocks

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. 4152-90-3, name is (3-Chlorophenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H8ClN

General procedure: To a solution of different amines (1 mmol) in ethanol (10 mL), ethylcyanoacetate (1.2 mmol) was added. The reaction mixture was stirred for 5-8 h under reflux. Progress of the reaction was monitoredby TLC. After completion of the reaction, the resulting mixture was cooled to 0-5 C in an ice bath and the solid separated was filtered off.

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 4152-90-3.

Reference:
Article; Shaik, Jeelan Basha; Palaka, Bhagath Kumar; Penumala, Mohan; Kotapati, Kasi Viswanath; Devineni, Subba Rao; Eadlapalli, Siddhartha; Darla, M. Manidhar; Ampasala, Dinakara Rao; Vadde, Ramakrishna; Amooru, G. Damu; European Journal of Medicinal Chemistry; vol. 107; (2016); p. 219 – 232;,
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Reference of 72235-58-6, 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. 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 4-chloro-3-fluorobenzylamine (225 muIota_, 1 .83 mmol) and pyridine (296 muIota_, 3.66 mmol) in dichloromethane (5 ml), ethyl 2-chloro-2-oxoacetate (215 1 .92 mmol) was added dropwise over an ice bath. The solution was removed from the ice bath after 10 minutes and left to warm to room temperature. The reaction mixture was diluted with ethyl acetate, washed with 0.2 N HCI (2x) and saturated NaHC03 (1 x), dried with MgS04, filtered and concentrated in vacuo to give 0.3878 g (82% yield) of ethyl 2-(4-chloro-3- fluorobenzylamino)-2-oxoacetate as a white solid. H NMR (CDCI3, 400 MHz) delta 7.45 (s, 1 H), 7.36 (t, J=7.96 Hz, 1 H), 7.09 (d, J=9.6 Hz, 1 H), 7.02 (d, J=8.3 Hz, 1 H), 4.48 (d, J=6.4 Hz, 2H), 4.35 (q, J=6.9 Hz, 2H), 1.38 (t, J=6.9 Hz, 3H). To a solution of ethyl 2-(4-chloro-3- fluorobenzylamino)-2-oxoacetate (1 19.7 mg, 0.461 mmol) in ethanol (6 ml), 50% hydrazine hydrate (57 muIota_) was added dropwise. The reaction was stirred overnight at room (0128) temperature. The product was filtered from the mixture and dried in vacuo, providing 59.0 mg of A/-(4-chloro-3-fluorobenzyl)-2-hydrazinyl-2-oxoacetamide as a white solid (52% yield). H NMR (DMSO-Qf6, 400 MHz) delta 10.02 (s, 1 H), 9.30 (t, J=6.4 Hz, 1 H), 7.49 (t, J=8.24 Hz, 1 H), 7.24 (dd, J=1 .8, 10.5 Hz, 1 H), 7.08 (dd, J=1.36, 8.24Hz, 1 H), 4.51 (s, 2H), 4.27 (d, J=6.4 Hz, 2H); 3C NMR (DMSO-af6, 100 MHz) delta 160.54, 158.74, 158.40, 156.29, 141 .29, 141 .23, 130.99, 125.08, 125.05, 1 18.36, 1 18.19, 1 16.31 , 1 16.10, 41 .86.

The synthetic route of (4-Chloro-3-fluorophenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; EASTERN MICHIGAN UNIVERSITY; LAWRENCE, Daniel, A.; EMAL, Cory; REINKE, Ashley; LI, Shih-hon; (40 pag.)WO2019/23526; (2019); A1;,
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4535-90-4, name is 2-Chloro-N-methylethanamine hydrochloride, belongs to chlorides-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. Recommanded Product: 2-Chloro-N-methylethanamine hydrochloride

(a) 1-Benzyl-3-(2-chloroethyl-methyl-amino)-pyrrolidine-2,5-dione 74.8 g (0.4 mol) of N-benzylmaleimide [Arch. Pharm. 308, 489 (1975)] and 52.0 g (0.4 mol) of 2-chloroethyl-methylamine hydrochloride are initially introduced into 400 ml of dioxane and 40.4 g (0.4 mol) of triethylamine are added dropwise at 20 C. The mixture is then boiled under reflux for 5 hours. The batch is subsequently poured into 2 l of ice-water and extracted with 3 portions of 400 ml of chloroform and the extract is washed with water, dried over sodium sulphate and concentrated on a rotary evaporator. Chromatography of the residue (101.1 g) on silica gel using ethyl acetate:petroleum ether (1:2) gives 56.8 g (51% of theory) of an oil. RF value: 0.33 (silica gel, ethyl acetate/petroleum ether=1:2)

The synthetic route of 4535-90-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Aktiengesellschaft; US4990517; (1991); A;,
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Related Products of 2845-89-8, 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. 2845-89-8, name is 1-Chloro-3-methoxybenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

This reaction is carried out in the same manner as the reaction in example 3. The difference is that, the reactants are m-methoxyphenyl chloride (143.4 mg, 1.0 mmol), propiophenone (160.6 mg, 1.2 mmol), palladium acetate (6.6 mg, 0.029 mmol), 2-Methoxy-6-(N-methyl-N-phenyl-amino)phenyl(dicyclohexyl)phosphine (18.4 mg, 0.045 mmol), t-BuONa (115.0 mg, 1.2 mmol) in 3 mL dry toluene at 110 C. for 16.5 h. 2-(3?-Methoxyphenyl)-1-phenyl-1-enthanone (212.6 mg) was obtained with a yield of 88% as liquid. 1H NMR (300 MHz, CDCl3) delta 8.02-7.96 (m, 2H, ArH), 7.46-7.39 (m, 1H, ArH), 7.38-7.30 (m, 2H, ArH), 7.21 (t, J=8.0 Hz, 1H, ArH), 6.94-6.88 (m, 2H, ArH), 6.77-6.72 (m, 1H, ArH), 4.69 (q, J=6.9 Hz, 1H, CH), 3.71 (s, 3H, OCH3), 1.56 (d, J=6.9 Hz, 3H, CH3); 13C NMR (75 MHz, CDCl3) delta 199.8, 159.8, 142.8, 136.2, 132.5, 129.7, 128.5, 128.2, 119.9, 113.3, 111.8, 54.8, 47.6, 19.2; IR (neat) v (cm-1) 3059, 2973, 2932, 2835, 1682, 1598, 1486, 1455, 1372, 1312, 1263, 1215, 1181, 1149, 1045, 1002; MS (70 eV, El) m/z (%): 241 (M++1, 2.10), 240 (M+, 11.90), 105 (100).

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

Reference:
Patent; ZHEJIANG UNIVERSITY; Ma, Shengming; Lv, Bo; Fu, Chunling; US2014/309422; (2014); A1;,
Chloride – Wikipedia,
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Related Products of 2687-12-9,Some common heterocyclic compound, 2687-12-9, name is Cinnamyl chloride, molecular formula is C9H9Cl, 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 the reaction (R10), the compound (A1-1) was reacted with triethyl phosphite to obtain a compound (B1-1). Specifically, 15.2 g (0.10 mol) of the compound (A1-1) and 25.0 g (0.15 mol) of triethyl phosphite were added to a flask having a capacity of 200 mL. The content of the flask was stirred at 180 C. for 8 hours and then cooled to room temperature. Subsequently, unreacted triethyl phosphite contained in the content of the flask was distilled off under reduced pressure. Thereby, a compound (B1-1) which is a white liquid was obtained. The yield of the compound (B1-1) was 22.9 g, and the yield of the compound (B1-1) from the compound (A1-1) was 90%.

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

Reference:
Patent; Kyocera Document Solutions Co., Ltd.; Okada, Hideki; (38 pag.)JP2018/95596; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 932-96-7, The chemical industry reduces the impact on the environment during synthesis 932-96-7, name is 4-Chloro-N-methylaniline, I believe this compound will play a more active role in future production and life.

General procedure: A definite amount of polymer-supported ruthenium(II)-pheox complex cat. A was evacuated and backfilled with argon. The reaction flask was charged with (0.3 mmol) of amines dissolved in CH2Cl2 (3 mL) by injection through the side arm of the flask and the reaction flask was cooled in ice bath. Ethyldiazoacetate (0.035mL, 0.33 mmol) was slowly inserted and the reaction was stirred for 15 min at room temperature. The reaction product was isolated by centrifugation and the catalyst was separated by washing with acetonitrile and hexane respectively and dried under vacuum to be ready for the next use. The product in the filtrate was concentrated to afford the desired product in a pure form without further purification.

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

Reference:
Article; Abu-Elfotoh, Abdel-Moneim; Asian Journal of Chemistry; vol. 29; 2; (2017); p. 349 – 352;,
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Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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 2533-69-9, category: chlorides-buliding-blocks

2-amino-4-(2-methoxypyridin-3-yl)phenyIamine 3; To a solution of 4- bromo-o-phenylenediainine 1 (0.935g, 5 mmol), 2-methoxy-3-pyridyl boronic acid 2 and Na2CO3 (1.06Og, lOmmols) in l,4-dioxane/H2O (3:1, 2OmL) flushed with N2 was added Pd(PPh3)4 (0.575g, 0.5mmol) in one portion. Resulting reaction mixture was stirred under N2 atmosphere at 100 0C for 12h. Solvent was evaporated and residue was extracted with ethyl acetate (20 mL). Dried over anhydrous sodiumsulfate. Filtered, and evaporation of solvent gave a crude residue which was used as such in the following reaction. (0.850g).[00532] 5-(2-methoxypyridin-3-yl)-2-(trichIoromethyl)-lH-benzimidazole 4: To a solution of 2-amino-4-(2-methoxypyridin-3-yl)phenylamine 3 obtained from above reaction (0.215g, 1 mmol) in acetic acid (2mL) cooled to 0 0C was added methyl trichloroacetimidate (0.193g, 1.1 mmol) under N2 atmosphere and resulting reaction mixture was stirred at room temperature for 3h. Acetic acid was evaporated to give crude 5-(2-methoxypyridin-3-yl)-2- (trichloromethyl)-lH-benzimidazole which was used as such in the following step (0.3g). Reference: Louvet, P.; Lallement, G.; Pernot-Marino, L; Luu-Duc, C; Blanchet, G. Eur. J.Med.Chem. 1993, 28, 71-75.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; CHEMBRIDGE RESEARCH LABORATORIES, INC.; WO2007/56155; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 202197-26-0, A common heterocyclic compound, 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, molecular formula is C13H11ClFNO, 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 6 4-[3-chloro-4-(3-fluoro-benzyloxy)-phenylamino]-6-nitro-quinazoline In a flask equipped with a reflux condenser, 6-nitro-4-chloro-quinazoline 1.20g (5.7mmol) and 4-(3-fluorobenzyloxy)-3-chloroaniline 1.37g (5.6mmol) were dissolved into 80mL of isopropanol, and the solution was refluxed for 3h. Then a lot of yellow solid was deposited, which was filtered, dried under vacuum, and identified as the title compound. Yield: 67%. 1H-NMR (400MHz, CDCl3): delta11.30(1H, br), 9.54-9.48(1H, m), 8.45-8.41(1H, m), 8.31-8.25(1H, m), 7.98-7.89(1H, m), 7.50-7.47(1H, m), 7.35-7.26 (1H, m), 7.05-6.96(1H, m), 6.90-6.80(2H, m), 7.74-7.60(2H, m), 4.84(2H, s).

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; SHANGHAI ALLIST PHARMACEUTICAL., INC.; EP1990337; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 6529-53-9, 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 6529-53-9 as follows.

Step D: Preparation of 6-chloro-2-[2-(4-chlorophenyl)ethoxy]-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)purine To a solution of crude 6-chloro-2-hydroxy-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-purine (44.0 g, ca 100 mmoles), dissolved in glass distilled dimethylformamide (2 Liters), is added 2-(4-chlorophenyl)ethyl bromide (43.6 g, 200 mmoles), followed by cesium carbonate (100 g, 307 mmoles). The mixture is stirred at room temperature for 24 hours, evaporated to dryness (TBath<50 C.), and the residue partitioned between dichloromethane (1 liter) and water (1 liter). The organic phase is dried (Na2SO4), filtered, and evaporated. The residue is washed with. hexanes (2*500 mL) to remove excess 2-(4-chlorophenyl)ethyl bromide, then dissolved in dichloromethane (250 mL), adsorbed onto silica gel (100 g), and chromatographed over silica gel (1000 g) using a gradient of ethyl acetate (30%?50%) in hexanes. Fractions containing product are collected and evaporated to dryness to afford the desired intermediate as a yellow foam. Typical yield: 40-70% for Steps C and D combined. 1H-NMR (DMSO-d6): delta8.06 (s, 1H, H-8), 7.25 (s, 4H, Ar), 6.10 (d, 1H, H-1', J=4.8 Hz), 5.90 (dd, 1H, H-2', J=5.3, 5.0 Hz), 5.62 (dd, 1H, H-3', J=5.3, 5.2 Hz), 4.63-4.56 (m, 2H, OCH2-C), 4.43-4.37 (m, 2H, H-4' & H-5'alpha), 4.29 (dd, 1H, H-5'beta, J=12.0, 4.1 Hz), 3.11 (t, 2H, O-C-CH2-, J=6.9 Hz), 2.10 (s, 3H, COCH3), 2.06 (s, 3H, COCH3), 2.05 (s, 3H, COCH3). ; Step D: Preparation of 6-chloro-2-[2-(4-chlorophenyl)ethoxy]-9-(2,3,5-tri-O-acetyl-[beta]-D-ribofuranosyl)purineEMI8.0[0062] To a mixture of 6-chloro-2-hydroxy-9-(2,3,5-tri-O-acetyl-[beta]-D-ribofuranosyl)purine (Example 2, Step C) and 2-(4-chlorophenyl)ethyl bromide (300.1 g, 1.36 mol) in dimethylformamide (7,280 mL), cesium carbonate (665 g, 2.04 mol) was added. The reaction was allowed to stir under inert atmosphere for 32 hours. The reaction was concentrated under reduced pressure and partitioned between dichloromethane and water. The organic layer was dried over magnesium sulfate, filtered, and evaporated under reduced pressure. The crude product was purified by column chromatography eluting with ethyl acetate/heptanes to yield a yellow solid of 6-chloro-2-[2-(4-chlorophenyl)ethoxy]-9-(2,3,5-tri-O-acetyl-[beta]-D-ribofuranosyl)purine Typical Yield: 64% According to the analysis of related databases, 6529-53-9, the application of this compound in the production field has become more and more popular. Reference:
Patent; Moorman, Allan R.; US2003/199686; (2003); A1;,
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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. 1005-56-7, name is O-Phenyl carbonochloridothioate, A new synthetic method of this compound is introduced below., COA of Formula: C7H5ClOS

In a 30 ml eggplant type flask,Methyl alpha-L-fucopyranoside178.2 mg (1.0 mmol),Dioctyldichlorotin41.6 mg (0.10 mmol),Tetrabutylammonium iodide110.7 mg (0.30 mmol),Tetrahydrofuran10 ml was added,Followed by stirring.To this mixed solutionPhenyl chlorothionoformate0.175 ml (1.3 mmol) was added,Then,1,2,2,6,6-pentamethylpiperidine0.271 ml (1.5 mmol) was added,The reaction was carried out at 20 C. for 6 hours.After completion of the reaction,To the reaction solution was added saturated aqueous solution of ammonium chloride20 ml was added,The extraction operation was carried out three times with 20 ml of ethyl acetate.The organic phase (ethyl acetate phase) was washed with 20 ml of water,After washing with 20 ml of an aqueous sodium chloride solution,It was dried over anhydrous magnesium sulfate,After filtration,The solvent (ethyl acetate) was distilled off under reduced pressure.The residueBy silica gel chromatographyAs a result of purification (developing solvent n-hexane: ethyl acetate = 5: 1)Methyl 3-O-phenoxythiocarbonyl-alpha-L-fucopyranosideWas obtained at 283.8 mg (yield 90%).Since the alpha-L-fucopyranoside in which the hydroxyl group other than the 3-position was monophenoxythiocarbonylated could not be obtained, the selectivity of methyl 3-O-phenoxythiocarbonyl-alpha-L-D-fucopyranoside was 100%.

The synthetic route of 1005-56-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NAGASAKI UNIVERSITY; TOKUYAMA CORPORATION; ONOMURA, OSAMU; MURAMATSU, WATARU; IWASAKI, FUMIAKI; (32 pag.)JP5669643; (2015); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics