Tag: M.W=300-400

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. 303-49-1, name is 3-(3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: chlorides-buliding-blocks

General procedure: In a dried microwave reactor vessel were added 3-bromoquinoline(0.204 mL, 1.5 mmol), Pd(dba)2 (86 mg, 0.15 mmol), K2CO3carbonate (415 mg, 3.00 mmol), S-Phos (185 mg, 0.45 mmol), dryD8-IPA (0.500 mL) and MeCN (1 mL). The mixture was degassedand placed under a nitrogen atmosphere. The sealed reaction tubewas heated to 100 C in a microwave (Biotage Initiator) for 2.5 h.The solvents were removed under reduced pressure, the crudematerial pre-loaded on to silica and purified using flash silica chromatography(15% EtOAc/heptane). The fractions containing thedesired compound were combined and evaporated to dryness toafford 3-deuterioquinoline (140 mg, 72%); 1H NMR (400 MHz,DMSO, 27 C): d (ppm) 7.62 (ddd, J = 1.20, 6.89, 8.11 Hz, 1H), 7.77(ddd, J = 1.50, 6.87, 8.43 Hz, 1H), 7.99 (dd, J = 1.33, 8.18 Hz, 1H),8.03 (d, J = 8.41 Hz, 1H), 8.37 (s, 1H), 8.91 (d, J = 1.70 Hz, 1H); 13CNMR (176 MHz, DMSO, 30 C) 121.0, 126.4, 127.8, 128.0, 128.8,129.3, 135.8, 147.7, 150.3; HRMS (EI): M+, found 130.0643,C9H6DN requires 130.0641.

The synthetic route of 303-49-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Donald, Craig S.; Moss, Thomas A.; Noonan, Gary M.; Roberts, Bryan; Durham, Emma C.; Tetrahedron Letters; vol. 55; 22; (2014); p. 3305 – 3307;,
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. Application In Synthesis of 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene

Step 8: (3R, 4R, 5R) -3, 4, 5-tris (benzyloxy) -6- (benzyloxymethyl) -2- (4-chloro-3- (4-ethoxybenzyl) phenyl) tetrahydro-2H-pyran-2-ol (19h) To an ice-cold solution of compound 19g (540 mg, 1.0 mmol) in anhydrous THF (10 mL) was added a solution of (4-chloro-3- (4-ethoxybenzyl) phenyl) magnesium bromide in anhydrous THF (10 mL) , which was prepared freshly from 4-bromo-1-chloro-2- (4-ethoxybenzyl) benzene (486 mg, 1.5 mmol) and magnesium (54 mg, 2.25 mmol) . The reaction mixture was then allowed to stir at room temperature overnight, then quenched with saturated NH4Cl aqueous solution (10 mL) and extracted with ethyl acetate (2×40 mL) . The combined organic phase was washed with H2O (10 mL) , brine (10 mL) , dried (Na2SO4) , and concentrated to produce a residue, which was purified by column chromatography (200300 mesh silica gel, eluted with EtOAc/PE 1:20-1:10) to give compound 19h as a white solid (150 mg, 20) LC-MS (ESI) : 803.36 [M+NH4]+.

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

Reference:
Patent; NATIONAL INSTITUTE OF BIOLOGICAL SCIENCES, BEIJING; ZHANG, Zhiyuan; HUANG, Shaoqiang; ZHANG, Zhaolan; SU, Yaning; REN, Yan; (73 pag.)WO2016/41470; (2016); A1;,
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Synthetic Route of 461432-23-5,Some common heterocyclic compound, 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, molecular formula is C15H14BrClO, 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.

Under nitrogen protection, in a 250 ml three-necked flask (numbered bottle A) was added 5-bromo-2-chloro-4′-ethoxydiphenylmethane (III-1) (12.5, 0.038 mol), 40 ml of dry tetrahydrofuran. And 80 ml of toluene (dried by chlorination of hydrazine), and the dried ice acetone was cooled to -72 C with stirring, and a 2.5 Mu n-BuLi n-hexane solution (18.4 ml, 0.046 mol) was added dropwise to ensure that the temperature was not higher than -60 C, stir for 30 min. Prepare a 500ml three-neck bottle (No. B), nitrogen protection, add 2,3,4,6-tetra-O-trimethylsilyl-FD-gluconolactone (19.7g, 0.042mol) and 110ml toluene (dried by chlorination of hydrazine), dry ice acetone was cooled to -72V. After the reaction time in the bottle A was reached, the solution in the bottle A was introduced into the bottle B, the reaction was continued for 2 hours at a low temperature, methanesulfonic acid (14.8 g, 0.154 mol) and 110 ml of methanol were added, and the dry ice bath was removed, and the temperature was naturally raised to room temperature. The reaction was overnight. After completion of the reaction, a saturated sodium hydrogencarbonate solution was added to adjust the pH to neutrality. After separation, the aqueous phase was extracted with ethyl acetate. The organic phase was washed once with saturated sodium chloride and dried over anhydrous sodium sulfate. After suction filtration, the solvent was evaporated, and after chromatography, 10.8 g (64.3%) of white foam solids were obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, its application will become more common.

Reference:
Patent; Huarun Shuang He Pharmaceutical Co., Ltd.; Zhai Jianguo; He Yang; Zhu Yingjie; Zhou Yisui; Ma Hongmin; Song Meng; (46 pag.)CN108218928; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 106246-33-7, 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 106246-33-7 as follows.

EXAMPLE 1a Production of 4,4′-methylene-bis-(3-chloro-2,6-diethylphenylisocyanate) 100 g (0.26 mmol) of 4,4′-methylene-bis-(3-chloro-2,6-diethylaniline) was introduced into 1000 g of dichlorobenzene in an autoclave at room temperature. 57 g (0.58 mol) of phosgene was introduced into this solution over a period of 30 minutes. The reaction mixture was stirred in a sealed autoclave at 80 C. for 1 hour. Then, it was depressurized, and the hydrochloric acid that was produced, the excess phosgene, and the solvent were removed. In this case, the title product resulted in a yield of 110 g (98% of theory). Other data concerning the product is: IR (KBr): 2288.1 cm-1 1 H-NMR (CDCl3, 400 MHz) in ppm: 6.69 s, 2H; 4.12 s, 2H; 2.91 q, 4H, J=7.5 Hz; 2.59 q, 4H, J=7.6 Hz; 1.20 t, 6H, J=7.6 Hz; 1.15 t, 6H, J=7.5 Hz.

According to the analysis of related databases, 106246-33-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Lonza AG; US5734076; (1998); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 81067-41-6 as follows. HPLC of Formula: C6H2Br2Cl2

Insert the 1,3-dibromo-2,5-dichlorobenzene (3.0g, 0.010mol) in pyridin-3-ylboronic acid (2.9g, 0.024mol) by synthesis by the same method used in Preparation Example 1-7 to give the intermediate 20-1> 2.1g (70% yield).

According to the analysis of related databases, 81067-41-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PNH TECH; HYUN, SEO YONG; JUNG, SUNG OUK; KIM, IK HWAN; (101 pag.)KR2016/40826; (2016); A;,
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. 59767-13-4, name is Setastine HCl, A new synthetic method of this compound is introduced below., Recommanded Product: 59767-13-4

1. The L-setastine hydrochloride can be synthesized by the SFC method. The Daicel chiral column setastine hydrochloride racemic (provided by Anhui Kelong medicine research institute) is used for chiral isomer separation by the Daicel preparation equipment, and its corresponding component is collected, so that pure optical isomers can be obtained by rotary evaporators. Column model for Daicel preparation equipment is CHIRALPAK AY-H (5 cm I.D.¡Á25 cm L.), and the mobile phase is CO2/EtOH/DEA=85/15/0.1 (v/v), and the flow rate is 100 g/min. The yield for the synthesis method is 40%, which means that 0.5 gram of L-setastine hydrochloride is obtained by adding 0.2 g of setastine hydrochloride racemic. The ee value is 98%, and [a]D20=-7.4 (c1.00, CH30H). NMR results were as follows: [0050] (1H)-NMR (DMSO-d6, delta (ppm)): 1.56-1.65 (4H), 1.82-1.87 (4H), 1.87 (3H), 3.17-3.37 (4H), 3.32 (2H), 3.60 (2H), 7.20-7.41 (9H). [0051] Meanwhile, 0.22 grams of D-setastine hydrochloride are obtained, which has the yield for generating D-setastine hydrochloride is 44%, and ee value thereof is 98.5%.

The synthetic route of 59767-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANHUI QINGYUN PHARMACEUTICAL; Huang, Qingyun; Huang, Qingguo; Lou, Meixian; US2014/296517; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 63857-00-1, 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. 63857-00-1 name is N-((2-Chloro-3-((phenylimino)methyl)cyclohex-2-en-1-ylidene)methyl)aniline hydrochloride, 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.

792 g dye A were added under stirring to 2,650 g acetic acid anhydride (both available from Aldrich) in a 301 three-necked flask equipped with a stirrer and a reflux condenser. Then 770 g 2-methylene-1, 3,3-trimethylindoline (Fischer base, available from Aldrich) was added under stirring for one minute to this suspension. Within one hour, the reaction mixture warmed up to about 50C. After two more hours of stirring, 18 1 water were added to the reaction mixture. Then the reaction mixture was left to cool to room temperature and 20 g sodium chloride were added. Subsequently, the insoluble portion was separated by filtration and washed with 2 1 water. Then the product was dried for one day at 50C in a circulating air vacuum oven. Yield: 1,063 g (95% based on dye A), IR dye content: 72.0 wt. -% (determined by measuring the optical density at 775 nm in methanol using an extinction coefficient for the pure IR dye of 5001/G x CM), moisture content: 3 wt.-%. The dried product was suspended in 2 1 ethyl acetate and heated to 76C for one hour. Subsequently, the solution with a temperature of about 50C was filtered and the isolated product was air-dried. The remaining solution was strongly colored. The yield of solid product after the first purification step was 925 g (81 wt. -%) with a content of dye B of 80%. The dried product was suspended in 1 1 methyl ethyl ketone and heated to 80C for one hour. Subsequently, the solution with a temperature of about 40C was filtered and the isolated solid substance was air-dried. The yield after this second purification step was 705 g (62 wt. -%) with a purity of dye B of 89.2%. For further clean-up, the second purification step was repeated and 552 g dye B (48%) with a purity of 96.3% dye B were obtained (moisture content: 0.7 wt. -%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, N-((2-Chloro-3-((phenylimino)methyl)cyclohex-2-en-1-ylidene)methyl)aniline hydrochloride, and friends who are interested can also refer to it.

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

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. 303-49-1, name is 3-(3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3-(3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine

Clomipramine 2 (0.503 g; 1.43 mmol; 1 equiv) was mixed with Cs2CO3 (1.13 g; 3.57 mmol; 2.5 equiv) and XPhos precatalyst PdG1 (0.0313 g; 0.0428 mmol; 3 mol %) in a glove box. To this anhydrous acetonitrile (4 mL) was added, and the reaction mixture was left with stirring, in the glove box for 25 min before THP protected propargyl alcohol (0.501 g; 3.57 mol; 2.5 equiv) was added. The reaction vessel was sealed, removed from the glove box, and then heated to 80 C for 20 h. After 20 h the reaction mixture was cooled to rt and quenched with saturated NaHCO3 (aq). The mixture was extracted with AcOEt, and the combined organic phases were dried over MgSO4, filtered and evaporated. The product was purified by column chromatography (first CH2Cl2/CH3OH 50:1 then CH2Cl2/CH3OH 20:1). Upon repeated column chromatography, the product was isolated as brown oil in 63% yield (0.375 g; 0.895 mmol). Rf (CH2Cl2/CH3OH 20:1) 0.45. 1H NMR (400 MHz, CDCl3) deltaH 7.16-7.02 (m, 4H), 6.99 (s, 2H), 6.94 (dt, 1H, J = 7.3, 1.1 Hz), 4.88 (t, 1H, J = 3.4 Hz) 4.46 (q, 2H, J = 15.7 Hz), 3.93-3.81 (m, 1H), 3.77 (t, 2H, J = 6.6 Hz), 3.61-3.50 (m, 1H), 3.12 (s, 4H), 2.60 (t, 2H, J = 5.6 Hz), 2.35 (s, 6H), 1.96-1.48 (m, 8H). 13C NMR (100 MHz, CDCl3) deltaC 147.9, 134.9, 134.4, 130.3, 129.7, 126.7, 125.9, 123.3, 123.2, 120.7, 120.4, 96.9, 86.0, 84.4, 62.1, 57.3, 54.9, 48.5, 44.9, 32.6, 31.8, 30.4, 25.5, 19.2 ppm. HRMS (ES+): Calcd for C27H34N2O2H: 419.2699; found 419.2699.

According to the analysis of related databases, 303-49-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Brink¡ã, Anne; Larsen, Maja T.; Kolds¡ã, Heidi; Besenbacher, Louise; Kolind, Anders; Schi¡ãtt, Birgit; Sinning, Steffen; Jensen, Henrik H.; Bioorganic and Medicinal Chemistry; vol. 24; 12; (2016); p. 2725 – 2738;,
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, name: 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene

Compound 6 5.0g (15.4mmol) was dissolved in 20mL tetrahydrofuran and 40mL of dry toluene was dried in nitrogen atmosphere, cooled to -78 C, n-butyllithium was slowly dropwise added 10.6mL (16.94mmol, 1.6M), was added after -78 C the reaction 0.5 h, then 5mL of dry toluene was slowly added dropwise trimethylchlorosilane dissolved glucose protected lactone, addition was complete the reaction at -78 C 1h, then 10mL of methanesulfonic acid was added 3.0mL (46.2mmol dissolved in methanol ), after the addition the reaction warmed to room temperature for 16 h, after completion of the reaction, the reaction solution was added dropwise with saturated sodium bicarbonate, ethyl acetate (50mL ¡Á 3). the combined organic phases with saturated sodium bicarbonate ¡Á 2, saturated sodium chloride ¡Á 2, dried over anhydrous Na2SO4 dry. Suction filtration to give a yellow oil, toluene / petroleum ether (1:5) was recrystallized to give a pale yellow solid was separated by column chromatography (dichloromethane: methanol = 20) to give 7 as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, and friends who are interested can also refer to it.

Reference:
Patent; CHINA PHARMACEUTICAL UNIVERSITY; HUANG, WENLONG; QIAN, HAI; WANG, XUEKUN; LI, YING; YANG, BAOWEI; LI, ZHENG; (23 pag.)CN103739581; (2016); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 461432-23-5, Enzymes are biological catalysts that produce large increases in reaction rates and tend to be specific for certain reactants and products. 461432-23-5, Name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, SMILES is CCOC1=CC=C(CC2=C(Cl)C=CC(Br)=C2)C=C1, belongs to chlorides-buliding-blocks compound. In a article, author is Zheng, Xiaohan, introduce new discover of the category.

In this work, a novel zirconium-based metal-organic framework (MOF) composite material, UiO-(OH)(2)@RhB, has been solvothermally prepared with zirconyl chloride octahydrate, 2,5-dihydroxyterephthalic acid, and rhodamine B (RhB) for ratiometric fluorescence sensing of Al3+ ions in an aqueous medium. The luminescence measurement results showed that, at the single excitation wavelength of 420 nm, the fluorescence intensity of the ligand at 500 nm increased significantly in the case of Al3+, while that of RhB at 583 nm changed slightly, together with an apparent color change. Under optimal conditions, UiO-(OH)(2)@RhB exhibited an extraordinary sensitivity (10 nM), good selectivity, and a fast response (2 min) for Al3+. As far as we know, the limit of detection is superior to that of the current reported MOF-based Al(3+)fluorescence sensors. The response mechanism suggested that -OH could capture Al3+ in water through coordination and high electrostatic affinity and achieved turn-on ratiometric fluorescence through the excited-state intramolecular proton transfer process and stable fluorescence of RhB. In addition, this sensor was also applied to actual food samples (grain beans), with the recoveries ranging from 89.08% to 113.61%. Such a turn-on ratiometric fluorescence sensor will provide a constructive strategy for the ultrasensitive detection of Al3+ in practical applications.

Electric Literature of 461432-23-5, Because enzymes can increase reaction rates by enormous factors and tend to be very specific, typically producing only a single product in quantitative yield, they are the focus of active research.you can also check out more blogs about 461432-23-5.

Reference:
Chloride – Wikipedia,
,Chlorides – an overview | ScienceDirect Topics