Author: Jessica.F

These common heterocyclic compound, 106-39-8, name is 1-Bromo-4-chlorobenzene, 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. COA of Formula: C6H4BrCl

General procedure: To a round bottle with a magnetic stir bar, ligand (0.01% mmol), PdCl2 (0.01% mmol), aryl halides (1.0 mmol), phenylboronic acid (1.2 mmol), K2CO3 (2.0 mmol) and 6 ml of solvent were added. The reaction mixture was conducted at room temperature for the required time, and then the solvent was removed under reduced pressure. The residual was diluted with Et2O (5 mL), followed by extraction twice (2×5 mL) with Et2O. The organic layer was dried with anhydrous MgSO4, filtered and evaporated under vacuum. The conversions rates were analyzed by gas chromatography, based on the peak area normalization method. The corrected factor was determined by samples against a standard of n-heptane. The crude products were purified by silica-gel column chromatography using petroleum ether-ethyl acetate (20:1) as an eluent, and the isolated yield was then calculated based on the feeding of the aryl halide. The isolated corresponding products were characterized by 1H NMR and 13C NMR.

The synthetic route of 1-Bromo-4-chlorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhou, Zhen; Cao, Gao; Liu, Ning; Chemistry Letters; vol. 48; 6; (2019); p. 547 – 550;,
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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. 164648-75-3, name is 4-Amino-3,5-dichlorobenzylamine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 164648-75-3

(E)-tert-Butyl (4-amino-3,5-dichlorobenzylamino(amino)methylenecarbamate A mixture of 4-(aminomethyl)-2,6-dichlorobenzenamine (150 mg, 0.785 mmol), tert-butyl amino(methylthio)methylenecarbamate (157 mg, 0.825 mmol) and p-toluenesulfonic acid (142 mg, 0.825 mmol) in dichloromethane (4 mL) was stirred at rt for 2 days. The reaction mixture was concentrated under vacuum and purified by filtering through QAX anion exchange cartridge with methanol to provide the title compound as an off-white solid (260 mg, quantitative yield). 1H NMR (400 MHz, CD3OD) delta 1.453 (9H, s), 4.249 (2H, s), 7.162 (2H, s). HPLC retention time: 2.332 min (method A). MS (ESI) (M+H)+ 333.02.

According to the analysis of related databases, 164648-75-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/232581; (2007); A1;,
Chloride – Wikipedia,
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Synthetic Route of 60811-18-9, 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. 60811-18-9, name is 4-Bromo-1-chloro-2-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(7) Metal magnesium in an amount of 12 g was suspended in 10 ml of THF under nitrogen gas stream, and a solution prepared by dissolving 10.3 g of 3-fluoro-4-chloro-bromobenzene in 50 ml of THF was added dropwise thereto and stirred at room temperature for 1 hour to prepare a solution of Grignard reagent. In 50 ml of THF was dissolved 10.6 of the 4-(2-(trans-4-(2-(4-n-propylphenyl)ethyl)cyclohexyl)ethyl)iodobenzene, and 1 g of palladium chloride was added thereto and stirred under a reflux. The solution of Grignard reagent prepared in the previous procedures was added dropwise thereto and reacted while stirring for 2 hours. Reaction solution thus obtained was added to 200 ml of dilute hydrochloric acid, and the product was extracted with 200 ml of heptane. Organic layer was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under a reduced pressure to obtain a yellow-brown oily product. This product was purified by a column chromatography over an alumina by using heptane as an eluent, and further recrystallized from heptane to obtain 2 g of the subject compound. According to the procedures mentioned above, the following Compounds No. 128 to 189 were synthesised:

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-Bromo-1-chloro-2-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chisso Corporation; US5858275; (1999); A;,
Chloride – Wikipedia,
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Application of 39226-95-4, The chemical industry reduces the impact on the environment during synthesis 39226-95-4, name is 2,3-Dichlorobenzylamine, I believe this compound will play a more active role in future production and life.

EXAMPLE 14 4-(2,3-dichlorobenzyl)-3-(2,3-dichlorophenyl)-4H-1,2,4-triazole The title compound was prepared using the procedure as described in Example 1D substituting 2,3-dichlorobenzylamine for benzylamine. The residue was purified by preparative HPLC on a Waters Symmetry C8 column (25 mm *100 mm, 7 mum particle size) using a gradient of 10% to 100% acetonitrile:0.1% aqueous trifluoroacetic acid over 8 minutes (10 minute run time) at a flow rate of 40 mL/minute. MS (ESI) m/z 374 (M+H)+; 1H NMR (DMSO-d6) delta 5.29 (s, 2H), 6.88 (dd, 1H), 7.22 (t, 1H), 7.41 (dd, 1H), 7.44 (t, 1H), 7.56 (dd, 1H), 7.81 (dd, 1H), 8.81 (s, 1H).

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

Reference:
Patent; Carroll, William A.; Florjancic, Alan S.; Perez-Medrano, Arturo; Peddi, Sridhar; US2007/105842; (2007); A1;,
Chloride – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 3386-33-2, name is 1-Chlorooctadecane, 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 3386-33-2, Computed Properties of C18H37Cl

EXAMPLE 25 (4-(6,7-bis(stearyloxy)-4-thiaheptanoylamino)benzoyl)glutamic acid di-t-butyl ester To a solution of (4-(6,7-dihydroxy-4-thiaheptanoylamino)benzoyl)glutamic acid di-t-butyl ester as obtained in Reference Example 6 (50 mg) in chloroform (1 ml), triethylamine (0.258 ml), stearyl chloride (0.25 ml) and dimethylaminopyridine (1 mg) were added, followed by stirring at room temperature for 24 hours. After addition of water, the reaction mixture was extracted with ethyl acetate. The extract was washed with a 5% aqueous solution of citric acid, a saturated aqueous solution of sodium hydrogen carbonate and saturated saline, and dried over anhydrous sodium sulfate, and the solvent was distilled off. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to yield the title compound (75 mg, yield 76%) as a wax-like substance. IRupsilonmaxKBr cm-1:3430, 1750, 1710, 1640 1 H-NMR (CDCl3)delta:0.88 (6H, t, J=6.6 Hz), 1.04-1.30 (56H, m), 1.42 (9H, s), 1.49 (9H, s), 1.52-3.15 (18H, m), 4.15 (1H, dd, J=6.8, 12.2 Hz), 4.47 (1H, dd, J=3.2, 12.2 Hz), 4.59-4.73 (1H, m), 5.07-5.24 (1H, m), 6.99 (1H, d, J=7.6 Hz 7.65 (2H, d, J=8.8 Hz), 7.81 (2H, d, J=8.8 Hz), 8.08 (1H, bs)

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

Reference:
Patent; Takeda Chemical Industries, Ltd.; US5506267; (1996); A;,
Chloride – Wikipedia,
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Synthetic Route of 164648-75-3,Some common heterocyclic compound, 164648-75-3, name is 4-Amino-3,5-dichlorobenzylamine, molecular formula is C7H8Cl2N2, 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 mixture of 4-(aminomethyl)-2,6-dichlorobenzenamine (150 mg, 0.785 mmol), tert-butyl amino(methylthio)methylenecarbamate (157 mg, 0.825 mmol) and p-toluenesulfonic acid (142 mg, 0.825 mmol) in dichloromethane (4 mL) was stirred at RT for 2 days. The reaction mixture was concentrated under vacuum and purified by filtering through QAX anion exchange cartridge with methanol to provide the title compound as an off-white solid (260 mg, quantitative yield). 1H NMR (400 MHz, CD3OD) delta 1.453 (9H, s), 4.249 (2H, s), 7.162 (2H, s). HPLC retention time: 2.332 min (method A). MS (ESI) (M+H)+ 333.02.

The synthetic route of 164648-75-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/139523; (2008); 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. 7781-10-4, name is 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, A new synthetic method of this compound is introduced below., Quality Control of 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine

General procedure: P-aminophenol or 2-fluoro-4-aminphenol 18a-b (0.1 mol)whichwas dissolved in tetrahydrofuran (50 ml),was added to a 1,4-dioxane/H2O(50 ml, 5:1) solution of compounds 17a-b or 20a-b,sodium carbonate and hydrogen sodium at 80 C for 2 h. Then thesolution was concentrated in vacuum and washed with water,filtered to give a solid.

The synthetic route of 7781-10-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Lin Xiao; Liu, Xiaobo; Xu, Shan; Tang, Qidong; Duan, Yongli; Xiao, Zhen; Zhi, Jia; Jiang, Liwen; Zheng, Pengwu; Zhu, Wufu; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 538 – 551;,
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Adding a certain compound to certain chemical reactions, such as: 81927-55-1, name is Benzyl 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 81927-55-1, Formula: C9H8Cl3NO

To a solution of (R)-Roche ester 25 (200 mg, 1.69 mmol, 1equiv) in CH2Cl2 (3 mL) was added at 0 oC benzyl trichloroacetimidate (640 mg, 2.54 mmol, 1.5 equiv). Asolution of CF3SO3H in CH2Cl2 (0.85 M, 100 muL, 0.09 mmol, 0.05 equiv) was added at 0 oC and the mixture wasstirred at room temperature for 44 h. After filtration, the filtrate was concentrated under reduced pressureand saturated aqueous NaHCO3 (15 mL) was added. The aqueous layer was extracted with EtOAc, thecombined organic layers were washed with brine, dried over MgSO4 and concentrated under reducedpressure. The crude mixture was purified by flash column chromatography (SiO2, petroleum ether/Et2O: 95/5)to afford the desired product 26 (262 mg, 74%) as a yellow oil. Rf (cyclohexane/EtOAc: 9/1, UV, KMnO4) 0.30;-8.0 (c 1.60, CHCl3); 1H NMR (CDCl3, 300 MHz) delta = 7.38 – 7.24 (m, 5H), 4.53 (s, 2H), 3.70 (s, 3H), 3.66 (dd,J 9.2, 7.3 Hz, 1H), 3.50 (dd, J 9.1, 5.9 Hz, 1H), 2.86 – 2.72 (m, 1H), 1.18 (d, J 7.1 Hz, 3H); 13C NMR (CDCl3, 75MHz) delta 175.4, 138.3, 128.5, 127.7 (2C), 73.2, 72.1, 51.8, 40.3, 14.1

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, Benzyl 2,2,2-trichloroacetimidate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Echeverria, Pierre-Georges; Pons, Amandine; Prevost, Sebastien; Ferard, Charlene; Cornil, Johan; Guerinot, Amandine; Cossy, Janine; Phansavath, Phannarath; Ratovelomanana-Vidal, Virginie; Arkivoc; vol. 2019; 4; (2019); p. 44 – 68;,
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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. 2106-04-9, name is 3-Chloro-2-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 3-Chloro-2-fluoroaniline

Step 64.2: 5-r(3-Chloro-2-fluoro-phenylamino)-(4-chloro-2-methyl-phenyl)-1-isopropyl-2-(2- methoxy-phenyl)-1 H-imidazole-4-carboxylic acid methyl ester Intermediate D (620 mg, 1.45 mmol) was dissolved in DCM (15 mL). TEA (366 mg, 0.5 mL, 3.61 mmol) and MsCI (331 mg, 2.90 mmol) were added and the reaction mixture was stirred at rt for 6 h. All volatiles were removed under reduced pressure and the residual crude mesylate re-dissolved in DCM (10 mL). 3-Chloro-2-fluoro aniline (310 mg, 2.13 mmol) was added and stirring continued at rt for 16h. The solvent was evaporated under reduced pressure. EtOAc (10 mL) and TEA (0.5 mL) were added and the mixture stirred for 5 min at rt. The white precipitate was filtered off and the filtrate concentrated to give the crude product which was purified by flash chromatography (heptanes/EtOAc, 100:0? 1 :1 ) to give the title compound. tR: 1.42 min (LC-MS 2); ESI-MS: 556.3/558.3 [M+H]+ (LC-MS 2).

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

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GUAGNANO, Vito; HOLZER, Philipp; KALLEN, Joerg; LIAO, Lv; MAH, Robert; MAO, Liang; MASUYA, Keiichi; SCHLAPBACH, Achim; STUTZ, Stefan; VAUPEL, Andrea; WO2013/111105; (2013); A1;,
Chloride – Wikipedia,
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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. 54788-38-4, name is 2-Chloro-4-methoxy-1-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C8H9ClO

The residue from the previous step was dissolved in 100 mL dioxane, was treated with bis(pinacolato)diboron (11.47 g, 45.2 mmol), potassium phosphate (28.8 g, 135 mmol), XPhos (0.215 g, 0.452 mmol) and (Xphos) palladium(II) phenethylamine chloride (0.334 g, 0.452 mmol) and was heated to 100 C. After stirring overnight, the reaction mixture was concentrated. Silica gel column chromatography (0-20% EtOAc/heptane) gave 2-(5-methoxy-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (7.80 g, 31.4 mmol, 69.6% yield over two steps). m/z (ESI) 249.3 (M+H)+.

According to the analysis of related databases, 54788-38-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Amgen Inc.; Weiss, Matthew; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
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Chlorides – an overview | ScienceDirect Topics