Category: chlorides-buliding-blocks

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. 6223-78-5, name is 2,5-Dichloro-2,5-dimethylhexane, A new synthetic method of this compound is introduced below., Application In Synthesis of 2,5-Dichloro-2,5-dimethylhexane

10351] A flame-dried 50-mE pressure vessel, equipped with a Teflon stir bar, was charged with phenol SO (2 g, 21.25 mmol, 1 equiv.), 2,5-dichloro-2,5-dimethylhexane (4.28 g, 23.38 mmol, 1.1 eqiuv.) and CH2C12 (20 mE). Aluminum trichloride (2.83 g, 21.25 mmol, 1 equiv.) was added to this reaction mixture and the reaction was stirred at 500 C. for 12 h. The reaction mixture was quenched by the addition of distilled H20 (20 mE), and the phases were separated. The aqueous phase was washed with CH2C12 (3×20 mE). The combined organic fractions were dried over Mg504, filtered and concentrated in vacuo to afford a crude residue, which was purified using flash column chromatography (silica gel with 15% EtOAc in hexanes as eluant) to afford Si as white powder in 70% isolated yield.

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; THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING/MCGILL UNIVERSITY; LUMB, JEAN-PHILIP; ESGUERRA, KENNETH V.N.; (118 pag.)US2017/66711; (2017); A1;,
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Synthetic Route of 2533-69-9, 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. 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Preparation of 2-methyl-6-nitro-2H-indazole (5d). To a stirred mixture of 6-nitro-1H-indazole (1.0 g, 0.0061 mmol) in dichloromethane (25.0 mL) was added trifluoromethanesulfonic acid (0.54 mL, 0.0061 mmol), stirred for 5-10 min at 25-35 C. To this mixture was added methyl 2,2,2,-trichlroacetimidate (2.69 g, 0.015 mmol) at room temperature. The reaction mixture was stirred at room temperature for 16-18 h under N2. After reaction completion, chilled saturated NaHCO3 solution was added. The aqueous and organic phases were separated. Aqueous phase was extracted with dichloromethane 10 mL. Combined organic layers were washed with DM water (2 × 10 mL). Organic layer was dried over anhydrous Na2SO4, filtered, and evaporated completely under vacuum to obtain 2-methyl-6-nitro-2H-indazole (1.03 g, 95.0%) as a yellow 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, Methyl 2,2,2-trichloroacetimidate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Baddam, Sudhakar Reddy; Uday Kumar; Panasa Reddy; Bandichhor, Rakeshwar; Tetrahedron Letters; vol. 54; 13; (2013); p. 1661 – 1663;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

4090-55-5, name is 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, 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. HPLC of Formula: C5H10ClO3P

In a 250-mL three-necked flask with a flux condenser, thermometer, a mechanical stirrer and dropping funnel, neopentyl glycol (20.8 g, 0.2 mol) and chloroform (100 mL) were mixed. After the solids were dissolved completely in ice-water bath, 39.8 g (0.26 mol) of phosphorus oxychloride was then slowly dropped into the above reaction vessel within 2 h, and then, the temperature of the mixtures was increased to refluxing temperature for 4 h. After that, the solvent was removed by a rotary evaporator; then, the white powders were obtained (intermediate II) [17]. The schematic processes for the reactions are presented in Scheme 1(a). The intermediate II 73.8 g (0.4 mol) and acetonitrile (300 mL) were added into a three-necked flask with an ice bath equipped with a mechanical stirrer, flux condenser, dropping funnel and drying tube with calcium chloride. Then, 35.0 g of 9,9-bis (4-hydroxyphenyl)fluorene (0.1 mol) was added to the mixtures and the mixtures were kept stirring in the ice-water bath. Triethylamine (1.5 mL) was then slowly dropped into the above reactants, and the temperatures of the mixtures were increased to 60 C for another 10 h. After that, the acetonitrile was removed by rotary evaporator and the white products were obtained. The white products were washed by distilled water and further recrystallized from distilled water and ethyl alcohol for two times. Then, the white products were obtained (49.46 g, 76.6%). The schematic processes of the reaction are presented in Scheme 1(b). 1H NMR: 7.742-6.662 ppm, -C6H2- in the benzene ring; 4.252-3.957 ppm, OCH2; 1.325, 0.918, 1.325 and 0.918 ppm -CH3. MS: [M + K]+ = 687.4; thus, the molecular weight of the FRs is 648.4.

The synthetic route of 4090-55-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Qian, Xiaodong; Guo, Nan; Zhao, Yanhua; Lu, Lingang; Wang, Huiya; Wang, Xuebao; Jin, Jing; Shao, Gaosong; Hu, Zhijia; Journal of Thermal Analysis and Calorimetry; vol. 131; 3; (2018); p. 2625 – 2636;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 110407-59-5, These common heterocyclic compound, 110407-59-5, name is 2-Chloro-4-fluorobromobenzene, 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.

General procedure: NiCl2(PCy3)2 (17 mg, 0.025 mmol) was added to a substrate (0.5 mmol) in dry THF (4 mL – 10 mL) and then LiAl(O-t-Bu)3H (2 mmol – 8 mmol, ) was added to this solution slowly under argon atmosphere. The mixture was then heated to reflux and left to stir while being periodically monitored by GC and GC/MS. All products were identified by GC/MS and GC.

Statistics shows that 2-Chloro-4-fluorobromobenzene is playing an increasingly important role. we look forward to future research findings about 110407-59-5.

Reference:
Article; Xiao, Juan; Wu, Jingjing; Zhao, Wenwen; Cao, Song; Journal of Fluorine Chemistry; vol. 146; (2013); p. 76 – 79;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 918538-05-3,Some common heterocyclic compound, 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, molecular formula is C6H3Cl2N3, 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 2,4-dichloropyrrolo[1,2-f][1,2,4]triazine (150 mg, 0.8 mmol), 2-oxa-6-azaspiro[3.3]heptane (103mg, 1.04 mmol) and K2C03 (221 mg, 1.6 mmol) in DMF (4.5 mL) was stirred at room temperature for 2h. TLC showed the starting material was completely consumed and DCM (10 mL) was added to the mixture, and the mixture was washed with water (5 mL) and brine. The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo to give compound 35(160 mg, 8 1%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, its application will become more common.

Reference:
Patent; SUZHOU KINTOR PHARMACEUTICALS, INC.; GUO, Chuangxin; TONG, Youzhi; (160 pag.)WO2017/219800; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 363-51-9,Some common heterocyclic compound, 363-51-9, name is 2-Chloro-6-fluoroaniline, molecular formula is C6H5ClFN, 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 2-chloro-6-fluoroaniline (2.23 g, 15.32 mmol) in propionic acid (7.66 ml) was treated with propionic anhydride (2.369 ml, 18.38 mmol), and the reaction mixture was stirred at 90 C. for 1 h. After cooling to r.t., water was added and the solid precipitate was collected by filtration, washed with water, and air dried. The crude product obtained was used directly in the next step without further purification. LCMS calculated for C9H10ClFNO (M+H)+: m/z=202.0; Found 202.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-6-fluoroaniline, its application will become more common.

Reference:
Patent; Incyte Corporation; Hummel, Joshua; Vechorkin, Oleg; Sokolsky, Alexander; Ye, Qinda; Liu, Kai; Yao, Wenqing; (60 pag.)US2020/48241; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 14752-66-0, 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. 14752-66-0 name is Sodium 4-chlorobenzenesulfinate, 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.

0.3 mmol of 1H-indol-2-yldiphenylmethanol (the compound corresponding to the number (1), 0.0897 g) was weighed. 0.9 mmol of sodium 4-chlorobenzenesulfinate (the corresponding compound of No. (16), 0.1787 g) and 0.6 mmol of silver nitrate (0.1019 g) in a 20 mL schlenk reaction tube. Add 2 mL of absolute ethanol as a solvent, protect with argon gas, and stir the reaction at 80 C for 12 hours; After the reaction is completed, column chromatography separation (column chromatography separation conditions: The stationary phase was 200-300 mesh silica gel, the mobile phase was ethyl acetate (A) and petroleum ether (B), and the mobile phase change procedure (A:B) was 1:5) to obtain 0.1440 g of the reaction product. According to the characterization data, the obtained reaction product is pure 3-(4-chlorobenzenesulfonyl)-2-((4-(4-chlorobenzenesulfonyl)phenyl)(phenyl)methyl)-1H-indole (purity > 95) %); Calculated for product yield, the result was 76%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Sodium 4-chlorobenzenesulfinate, and friends who are interested can also refer to it.

Reference:
Patent; Soochow University (Suzhou); Xu Xiaoping; Ji Shunjun; Zhou Yu; (11 pag.)CN108276324; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 33863-76-2,Some common heterocyclic compound, 33863-76-2, name is 1-Bromo-3-chloro-5-fluorobenzene, molecular formula is C6H3BrClF, 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.

Reference 7; Synthesis of 2-(3-bromo-5-chlorophenyl)propanoic acid Step 1A heavy- wall flask was charged with sodium hydride (9.5 g, 239 mmol) (60% oil dispersion) in NMP (75 ml) under a positive nitrogen flow. Ethyl 2-cyanoacetate (27 g, 239 mmol) was added in a dropwise manner. The reaction mixture was stirred until no more bubbling was observed. l-Bromo-3-chloro-5-fluorobenzene (10.00 g, 48 mmol) was added to the reaction mixture. The flask was capped and the reaction mixture was heated to 115 0C. After 15 hours, the reaction mixture was cooled down and diluted with water. The pH of the reaction mixture was adjusted to 3 with 2N HCl and extracted with ether. The organics were combined and washed with an aqueous saturated solution of sodium bicarbonate, then with water and then brine. The organic layer was then dried with sodium sulfate and purified by column chromatography on silica gel using a gradient of 5 to 40 % EtOAc in hexanes to give ethyl 2-(3-bromo-5-chlorophenyl)-2-cyanoacetate (10.00 g, 69% yield) as a white semi solid.

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-fluorobenzene, its application will become more common.

Reference:
Patent; AMGEN INC.; WO2009/75874; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 468075-00-5, 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. 468075-00-5, name is 2-Bromo-1-chloro-4-(trifluoromethoxy)benzene, This compound has unique chemical properties. The synthetic route is as follows.

A suspension of ethyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-8-methyl-3-azaspiro[5.5]undecan-9-yl)acetate (140 mg, 0.553 mmol), cesium carbonate (540 mg, 1.66 mmol), 2-bromo-1-chloro-4-(trifluoromethoxy)benzene (0.175 ml, 1.105 mmol) and (RuPhos)palladium(II) phenethylamine chloride (40.3 mg, 0.055 mmol) in 1,4-dioxane (3 ml) in amicrowave reaction vial was bubbled with nitrogen. The vial was sealed and the mixture was stirred overnight in an oil bath kept at 100C. The mixture was diluted with aq. NH4Cl solution and extracted 3 times with ethyl acetate. The combined organic layer was washed with brine, dried over MgSO4, filtered and evaporated to dryness. The crude product was purified by chromatography eluting with 0-10%-20% ethyl acetate-hex to give ethyl 2-(3 -(2-chloro-5-(trifluoromethoxy)phenyl)-8-methyl-3-azaspiro[5.5]undecan-9-yl)acetate. LCMS m/z 448.13 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-1-chloro-4-(trifluoromethoxy)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHELLIAH, Mariappan; CHU, Hong Dong; COX, Jason, M.; DEBENHAM, John, S; EAGEN, Keith; LAN, Ping; LONDON, Clare; PLOTKIN, Michael, A.; SHAH, Unmesh; SINZ, Christopher Joseph; SUN, Zhongxiang; VACCARO, Henry, M.; VENKATRAMAN, Skikanth; WO2014/59232; (2014); A2;,
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. 102-49-8, name is 3,4-Dichlorobenzylamine, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

General procedure: General procedure: 120 mg of parent compound (i.e. 0.657 mmol of 4 or 0.729 mmol of 6) was dissolved in approx. 20 mL of THF and 1.5 molar equivalents of anhydrous K2CO3 were suspended inthe reaction mixture. 1.2 molar equivalents of respective substituted benzylamine were dilutedseparately in approx. 3 mL of THF and added to the reaction mixture in a dropwise manner (approx 5-min period). The mixture was stirred for 20 – 30 min at RT and the progress was monitored by TLC(Silica 60 F254, hexane : ethyl-acetate from 1:1 to 3:1, according to the expected lipophilicity of theproduct). The reaction mixture was adsorbed to silica. The product was purified by flashchromatography (silica, hexane / ethyl-acetate 0-30 percent gradient elution) and recrystalized fromEtOH / H20 if needed.

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:
Article; Zitko, Jan; Paterova, Pavla; Kubicek, Vladimir; Mandikova, Jana; Trejtnar, Frantisek; Kunes, Jiri; Dolezal, Martin; Bioorganic and Medicinal Chemistry Letters; vol. 23; 2; (2013); p. 476 – 479;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics