Tag: M.W=300-400

Reference of 461432-23-5, 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. 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-bromo-1-chloro-2-(4-ethoxybenzyl)benzene (4.9 g, 15 mmol) and 20 mL of tetrahydrofuran were added to a 50 mL three-necked flask, and the mixture was stirred and cooled to -5 to 0 C.Isopropylmagnesium chloride Grignard reagent (8 mL, 2 mol/L) was slowly added dropwise, and the system was stirred at 0 C for 2 h.In another 100mL three-neck bottle, add(2R,3R,4S,5R,6R)-2-bromo-6-(pivaloyloxymethyl)tetrahydro-2H-pyran-3,4,5-tripivalyl ester (IIb, 5.8 g , 10 mmol), tetramethylethylenediamine (5 wt%),Cobalt triacetylacetonate (5 wt%) and 20 mL of tetrahydrofuran were cooled to 0 C.Slowly add the Grignard reagent in the previous 50mL bottle and add it in about 30min.The system was warmed to 25-30 C, stirred under heat for 2 h, and the system was quenched with 1N aqueous hydrochloric acid.The organic phase was extracted with EtOAc, brine and brine.Column chromatography (PE/EA = 6/1) gave the target product (5.4 g, yield 72%).

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-(4-ethoxybenzyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Fangnan Biological Technology Co., Ltd.; Zhang Nian; (6 pag.)CN104059041; (2018); B;,
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. 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C15H14BrClO

A mixture of 4-bromo-1-chloro-2-(4-ethoxybenzyl)benzene compound of formula-4 (83.33 gms) and toluene (420 ml) was heated to reflux temperature and stirred for 2 hrs under azeotropic conditions. Distilled off the solvent completely under reduced pressure. Cooled the obtained compound to 25-30 C. under nitrogen atmosphere. Tetrahydrofuran (665 ml) followed by the compound obtained in step-(a) were added to the reaction mixture at 25-30 C. under nitrogen atmosphere. Cooled the reaction mixture to -85 to -80 C. and stirred for 20 mins at the same temperature. n-butyl lithium (238.3 ml) was slowly added to the reaction mixture at -85 to -80 C. under nitrogen atmosphere. Raised the temperature of the reaction mixture to -75 to -70 C. and stirred for 2 hrs at the same temperature. A solution of methane sulfonic acid (91.4 ml) in methanol (500 ml) was slowly added to the reaction mixture at -75 to -70 C. The temperature of the reaction mixture was slowly raised to 0-5 C. and then to 10-15 C. The reaction mixture was stirred for 18 hrs at 10-15 C. 10% aqueous sodium bicarbonate solution was added to the reaction mixture at 10-15 C. The temperature of the reaction mixture was raised to 25-30 C. and stirred for 15 mins. Separated the both organic and aqueous layers, the aqueous layer was extracted with ethyl acetate. Both the organic layers were combined, washed with 10% aqueous sodium chloride solution and then distilled off the solvent completely from the organic layer under reduced pressure. Cooled the obtained compound to 40-45 C. and then co-distilled with toluene. Toluene (100 ml) was added to the obtained compound at 25-30 C. and stirred for 20 mins at the same temperature. Diisopropyl ether (500 ml) was added to the reaction mixture at 25-30 C. Cooled the reaction mixture to 15-20 C. and stirred for 2 hrs at the same temperature. Settled the reaction mixture and decanted the upper organic layer. Distilled off the solvent from the bottom to get title compound. Yield: 135 gms; Purity by HPLC: 89.02%.

The synthetic route of 461432-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MSN LABORATORIES PRIVATE LIMITED; Thirumalai Rajan, Srinivasan; Eswaraiah, Sajja; (15 pag.)US2017/29398; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 63857-00-1, name is N-((2-Chloro-3-((phenylimino)methyl)cyclohex-2-en-1-ylidene)methyl)aniline hydrochloride, molecular formula is C20H20Cl2N2, 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. Recommanded Product: N-((2-Chloro-3-((phenylimino)methyl)cyclohex-2-en-1-ylidene)methyl)aniline hydrochloride

3.6 g 4-dimethylaminopyridine and 11. 8 g dye A (both available from Aldrich) were added under stirring to 60 ml Downanol PM in a 0. 5 1 three-necked flask equipped with a stirrer and a reflux condenser. Then 11.8 g 2-methylene-1, 3,3-trimethylindoline (Fischer base, available from Aldrich) was added under stirring for one minute to this suspension. The reaction mixture was heated to 80C for 2 hours. Then the reaction mixture was left to cool to room temperature and 200 ml of a 1 wt. -% hydrochloric acid were added. After the reaction mixture had cooled to room temperature, the insoluble portion was separated by filtration and washed with 0.5 1 of water. Then the product was dried for one day at 50C in a circulating air oven. Yield: 15.6 g (81.0 % based on dye A). The dried product was suspended in 150 ml methyl ethyl ketone and heated to 80C for one hour. Subsequently, the solution with a temperature of about 40C was filtered and the solid portion was washed with ethyl acetate. The product was air-dried. The yield after clean-up WAS 78 WT. -%; UV/VIS SPECTRUM IN METHANOL : 786 NM, EXTINCTION COEFFICIENT E = 381 1/G X CM.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 63857-00-1, its application will become more common.

Reference:
Patent; KODAK POLYCHROME GRAPHICS GMBH; WO2004/52995; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 461432-23-5, A common heterocyclic compound, 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, molecular formula is C15H14BrClO, 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 1 4-(5-Bromo-2-chlorobenzyl)phenol At -78C, to a stirred solution of 4-bromo-1-chloro-2-(4-ethoxybenzyl) benzene (8.47 g, 0.026 mol) (according to the synthesis procedure in the reference: ) in dichloromethane (250 mL) was added slowly a solution of tribromoborane in dichloromethane (8 mL, 4 M) in drops, the mixture was stirred at -78C for further 30 minutes and then 1 hour at room temperature. Saturated aqueous sodium bicarbonate (200 mL) was added dropwise, the mixture was extracted for 3 times with ethyl acetate. The organic phases were combined and washed with saturated brine for one time, dried over anhydrous sodium sulfate. The solvent was evaporated under vacuum. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate, 10:1) to afford the target compound. Yield: 6.85 g (89% of theoretical value). LC-MS (ESI): m/z = 297/299(Cl)[M+H]+.

The synthetic route of 461432-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Yingli Science And Technology Co., Ltd; Shanghai Pharmvally Innovation Institution Of Biomedicine; Shanghai Chempartner Co., Ltd; XU, Zusheng; QIAN, Su; EP2676965; (2013); A1;,
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. 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C15H14BrClO

Synthesis of compound 63C35H36F206/ C35H34F205I9F NMR (CDCU. 282.5MHz):Hydrate form: -1 17.3 (dd, Jl=257Hz, J2=30Hz, IF, CFF); -125.6 (d, Jl=258Hz, IF, CFF).Ketone form: -112.1 (ddd, Jl=260Hz, J2=32Hz, J3=6Hz, IF, CFF); -119.4 (dd, Jl=260Hz, J2=4Hz, IF, CFF).ass (ESf): 608.4 [M+H20]+; 613.5 [M+Na]+; 619.5 [M+K]+ To a solution of 62 (200mg; 0.35mmol; leq) in dry dichloromethane, under inert atmosphere, was added Dess-Martin periodinane (295mg; 0.70mmol; 2eq). The reaction medium was stirred for 3h at room temperature before a IN aqueous solution of sodium hydroxide (lOmL) was added. The aqueous layer was extracted with dichloromethane and dried over sodium sulphate, filtered and concentrated to afford ketone 63 (158mg, 77% yield) as a light orange solid which rapidly evolves toward the formation of the hydrate form until equilibrium is reached.Synthesis of compound 64C50H49CIF2O6 M=819.37g.mor1 19 F NMR fCDCk 282.5MHz): -1 12.3 (dd, Jl=266Hz, J2=27Hz, IF, CFF); -113.7 (dd, Jl=266Hz, J2=6Hz, IF, CFF).Mass (ESf): 836.7[M+H20]+; 841.8[M+Na]+; 857.7[M+K]+ In a Schlenk tube under inert atmosphere containing magnesium turnings (50mg, 2.04mmol, 1.2eq) was added 2inL (out of 5mL) of a solution of 10 (552mg, 1.70mmol, leq) and 1,2-dibromoethane (15mu, 0.17mmol, O. leq) in dry THF (5mL). The mixture was heated at 75C for 5 min to initiate the reaction and the last 3mL of the solution of 10 and 1,2-dibromoethane were then added dropwise at room temperature. This solution was then stirred at 75C for lh.2.4mL of this Grignard solution, previously cooled to room temperature, were then added to a solution of 63 (158mg, 0.27mmol) in dry THF (2mL). The reaction mixture was stirred at room temperature for 2h before a saturated aqueous solution of ammonium chloride was added. The aqueous layer was extracted with diethyl ether and the combined organic layers were washed with brine, dried over sodium sulphate, filtered and concentrated. The residue was purified on silica gel chromatography (cyclohexane/ethyl acetate 100:0 to 77:23) to afford compound 64 (152mg) as a mixture of two diastereomers with 69% yield. These diastereomers can be separated by semi- preparative HPLC.

The synthetic route of 461432-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TFCHEM; DELIENCOURT-GODEFROY, Geraldine; LOPES, Lenaig; WO2012/160218; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 461432-23-5, 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. 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1: (3R, 4S, 5S) -3, 4-bis (benzyloxy) -5- (benzyloxymethyl) -2- (4-chloro-3- (4-ethoxybenzyl) phenyl) tetrahydrofuran-2-ol (1b) To a stirred -78solution of 5-bromo-2-chloro-4? -ethoxydiphenylmethane (0.64 g, 1.54 mmol) in THF (5 mL) under N2was added n-BuLi (0.77 mL, 2.4 M, 1.84 mmol) dropwise while keeping the temperature below -70. After 30 min, a solution of lactone 1a (500 mg, 1.54 mmol) in THF (10 mL) was added to the above solution and the mixture was stirred at -78for another 2 h. the reaction mixture was quenched by adding saturated aqueous NH4Cl solution and extracted with EtOAc (3 × 5 mL) , combine the organic layer, dried and concentrated, the resulting residue was purified by flash column chromatography (silica gel, EtOAc:PE 1:6) to give 0.56 g of lactol 1b as colorless oil, yield: 55.1H NMR (400 MHz, CDCl3) delta 7.53 (d, J 2.0 Hz, 1H) , 7.45-7.43 (m, 1H) , 7.37-7.24 (m, 14H) , 7.10-7.08 (m, 2H) , 7.05 (d, J 8.4 Hz, 1H) , 6.85-6.82 (m, 1H) , 6.80-6.73 (m, 2H) , 4.67-4.44 (m, 6H) , 4.35-4.29 (m, 2H) , 4.14-3.93 (m, 6H) , 3.67-3.60 (m, 1H) , 3.54 (dd, J 3.6, 10.4 Hz, 1H) , 1.39 (t, J 7.2 Hz, 3H) .

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-(4-ethoxybenzyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NATIONAL INSTITUTE OF BIOLOGICAL SCIENCES, BEIJING; ZHANG, Zhiyuan; HUANG, Shaoqiang; ZHANG, Zhaolan; SU, Yaning; REN, Yan; (73 pag.)WO2016/41470; (2016); 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. 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, A new synthetic method of this compound is introduced below., Safety of 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene

Accurately weigh 65.12g (0.2Mol) of raw material A, then add toluene / tetrahydrofuran mixture (V toluene / tetrahydrofuran = 2:1), dilute to 500ml, mix and pump into the microreactor at a flow rate of 14ml / min a reaction unit,At the same time, the concentration of 2.0mol / L n-butyl lithium solution was pumped into the first reaction unit at a flow rate of 3.4ml / min for thorough mixing to produce lithium halide exchange reaction, the residence time was 27 seconds, and the reaction temperature was controlled at -15 C. After the reaction solution flows out of the first reaction unit,At the same time, the raw material C was flowed into the second reaction unit of the microreactor at a flow rate of 2.2 ml/min to carry out a lactone condensation reaction.The residence time of the reaction in this step was 22 seconds, and the reaction temperature of the second reaction unit was controlled to be -15 C. Accurately prepare a mixture of 300 ml of methanol and methanesulfonic acid (V methanol / methanesulfonic acid = 4:1),It is pumped into the third reaction unit of the microreactor at a flow rate of 3.5 ml/min, and mixed with the reaction liquid flowing out from the second reaction unit.The residence time of the reaction in this step is 19 seconds, and the reaction temperature controlled by the reaction unit is 5 C. After the reaction liquid flows out from the third reaction unit,At the same time, the prepared mixture of boron trifluoride diethyl ether and triethylsilane was pumped into the fourth reaction unit at a flow rate of 3.5 ml/min.The residence time of the reaction unit is 15 seconds, the temperature of the fourth reaction unit is controlled to be 5 C, and the liquid discharged from the fourth reaction unit is continuously collected 100 ml.Finally, it was added to 200 ml of n-heptane, stirred and crystallized, and kept at 0 C for 1 hour, and filtered to obtain a crude product of dapagliflozin.

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; Shandong Heroic Chemical Co., Ltd.; Ning Jiabin; Ren Miaomiao; Ge Yuan; Wang Wei; Sheng Zhen; Zheng Hao; (12 pag.)CN109400561; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, 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 461432-23-5, Formula: C15H14BrClO

To the 20 cc THF and 20 cc Toluene added 0.25 mole 2-ehloro-5-bromo-4′- ethoxydiphenylmethane under argon atmosphere. Cooled the reaction mass to – 78 C. Slowly added n-Butyl lithium (1.9 M in hexane) at – 78 C and stirred for 30 min. Slowly added 20 % Ammonium chloride solution to the reaction mass. Brought the reaction mass to ambient temperature and stirred for 30 min. Settled and separated layers. Extracted the aqueous layer with 50 cc toluene. Washed the combined organic layer with 500 cc brine solution. Distilled out the toluene and charged heptanes, stirred for 2 – 3 hrs at ambient temperature. Filtered the product and dried the product at 45 – 50C under reduced pressure to get 93 % titled compound. Mass: (m+1) 247 m/z found 247.1 1 HPLC purity: 96.33 %

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; HARMAN FINOCHEM LIMITED; KADAM, Vijay Trimbak; SAIKRISHNA; CHOUDHARE, Tukaram Sarjerao; MINHAS, Harpreet Singh; MINHAS, Gurpreet Singh; (26 pag.)WO2016/147197; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 63857-00-1, 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. 63857-00-1, name is N-((2-Chloro-3-((phenylimino)methyl)cyclohex-2-en-1-ylidene)methyl)aniline hydrochloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

16.4 g 2-mercapto-5-thiomethyl-1, 3, 4-THIADIAZOLE (available from FEW, Wolfen/Germany) and 36.0 g dye A (available from Aldrich) were added under stirring to 200 ML Downanol PM in a 11 three-necked flask equipped with a stirrer and a reflux condenser. Then a solution of 4.0 g sodium hydroxide and 36.5 g 2-methylene-1, 3, 3-trimethylindoline (Fischer base, available from Aldrich) in 35 ml ethanol was added under stirring for one minute to this suspension. The reaction mixture warmed up to about 40C without the addition of external heat. Then the reaction mixture was left to cool to room temperature and 600 ml of a 2 wt.-% hydrochloric acid were added. After the reaction mixture had cooled to room temperature, the insoluble portion was separated by filtration and washed with 21 of water. Then the product was dried for one day at 50C in a circulating air oven. Yield: 56.2 g (92.9% based on dye A). The dried product was suspended in 500 ML methyl ethyl ketone and heated to 80C for one hour. Subsequently, the solution with a temperature of about 40C was filtered and the solid portion was washed with ethyl acetate. The product was air-dried. Yield: 48.6 g (80.3 wt. – % based on dye A), W/VIS spectrum in methanol : No.MAX = 796 nm, extinction coefficient E = 3321/G X CM.

The synthetic route of N-((2-Chloro-3-((phenylimino)methyl)cyclohex-2-en-1-ylidene)methyl)aniline hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KODAK POLYCHROME GRAPHICS GMBH; WO2004/52995; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, 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 461432-23-5, HPLC of Formula: C15H14BrClO

Step 6: (3R, 4S, 5R, 6R) -3, 4, 5-tris (benzyloxy) -6- ( ( (tert-butyldimethylsilyl) oxy) methyl) -2- (4-chloro-3- (4-ethoxybenzyl) phenyl) tetrahydro-2H-pyran-2-ol (5f) To a solution of 4-bromo-1-chloro-2- (4-ethoxybenzyl) benzene (619 mg, 1.91 mmol) in anhydrous PhMe /THF (2:1, 12 mL) was added n-BuLi (2.4M in hexane, 0.8 mL, 1.91 mmol) dropwised at -78under nitrogen. The mixture was stirred at -78for 1 h. A mixture of compound 5e (978 mg, 1.74 mmol) in anhydrous PhMe /THF (2:1, 12 mL) was added dropwise and stirred -78for another 1 h. Then the mixture was increased from -78to -25 , and to the mixture was dropwisely added saturated NH4Cl solution (20mL) and extracted with DCM (3×15 mL) . The organic extracts were dried over MgSO4, and concentrated to produce a residue, which was purified by chromatography (200300 mesh silica gel, eluted with EtOAc/PE 1:3-1:1) to give compound 5f as a pale oil (mainly beta-epimer, 760 mg, 54) LC-MS (ESI) : 826.34 [M+NH4]+.

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-(4-ethoxybenzyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NATIONAL INSTITUTE OF BIOLOGICAL SCIENCES, BEIJING; ZHANG, Zhiyuan; HUANG, Shaoqiang; ZHANG, Zhaolan; SU, Yaning; REN, Yan; (73 pag.)WO2016/41470; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics