Tag: M.W=100-200

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. 2268-05-5, name is 2,6-Dichlorofluorobenzene, A new synthetic method of this compound is introduced below., Safety of 2,6-Dichlorofluorobenzene

To 2,2,6,6-tetramethylpiperidine (20.07 ml_, 1 18 mmol) dissolved in Tetrahydrofuran (THF) (300 ml.) at 0 0C was added nBuLi (73.9 ml_, 118 mmol) dropwise. The solution was stirred at 0 0C for 10 minutes and cooled to -78 0C. 1 ,3- dichloro-2-fluorobenzene (15 g, 91 mmol, commercially available from e.g. Sigma- Aldrich, Apollo or Alfa Aesar) dissolved in Tetrahydrofuran (THF) (30 ml.) was added dropwise and the solution was stirred at -78 0C for 1 hour. The solution was poured on to dry ice (xs) that had been previously washed with tetrahydrofuran (3 x 100 ml.) and stirred to room temperature over 3 hours. Solvents were removed in vacuo to afford a white solid. The solid was combined with solid isolated from method a) and partitioned between ethyl acetate (200 ml.) and 2N Hydrochloric acid. The aqueous solution was extracted with ethyl acetate (3 x 100 ml_); the combined extracts were washed with brine (50 ml.) and concentrated to a crude solid. The crude solid was recrystalised from cyclohexane/toluene to afford the product 19.03 g. LC/MS = 207/209 (M-H)-, retention time = 0.90 minutes (2 minute method).

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; GLAXO GROUP LIMITED; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; SIME, Mairi; STEADMAN, Jon Graham Anthony; THEWLIS, Rachel Elizabeth Anne; TRANI, Giancarlo; WALTER, Daryl Simon; WO2010/125102; (2010); 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. 39065-95-7, name is 4-(Chlorodifluoromethoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H6ClF2NO

[00713] 6-Chloro-5-iodo-3-pyridinecarboxylic acid (18 g, 62.2 mmol) was suspended in toluene (125 mL). DMF (1.446 mL, 18.67 mmol) and SOCl2 (13.63 mL, 187 mmol) were added at RT. The RM was stirred at 80C for 1 h, cooled to RT then the solvent was evaporated off under reduced pressure to give a residue that was dissolved in THF (125 mL) and cooled to – 15C. DIPEA (21.74 mL, 124 mmol) was added at -15C, and the cold mixture was treated dropwise with a solution of 4-(chlorodifluoromethoxy)aniline in THF (125 mL) over 12 min. The resulting fine orange suspension was stirred for 1 h at RT. The solvent was evaporated off under reduced pressure and the residue was dissolved in TBME (500 mL),and sequentially washed with IN HC1 (2 x 150 mL), sat. aq. NaHC03 solution (2 x 150 mL) and brine (2 x 150 mL). The aq. phases were extracted with TBME (400 mL). Combined organic phases were dried over Na2S04, filtered and concentrated under reduced pressure until crystallization began (around 100 mL). n- Heptane (800 mL) was then added with stirring and the light yellow suspension was stirred at RT for 30 min. The crystalline product was filtrated , washed with n-heptane (200 mL) and dried to afford the title product as a beige solid. LC-MS (Condition 3) tR 1.25 min, 459.0/460.7/462.1

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 39065-95-7.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GROTZFELD, Robert Martin; JONES, Darryl Brynley; MANLEY, Paul; MARZINZIK, Andreas; PELLE, Xavier Francois Andre; SALEM, Bahaa; SCHOEPFER, Joseph; SPIESER, erich Alois; WO2013/171640; (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. 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine

Example 103 A: To a stirring solution of 2,4-dichloropyrrolo[l ,2- f][ l ,2,4]triazine (Mastalerz, et al. US20070004731 Al) (1.0 g, 5.3 mmol) in CH3CN at rt was added SelectFluor (N-chloromethyl-N-fluorotriethylenediammoniumbis(tetrafluoroborate) ( 1.89 g, 5.3 mmol). The mixture was stirred at rt for 2 h, and then heated at 80 C for 2 h. The mixture was concentrated and the residue waspurified by silica gel chromatography eluting with 0-5% EtOAc in hexanes to give an impure sample of 2,4-dichloro-7-fluoropyrrolo[l,2-f][l,2,4]tria2ine (750 mg).

The synthetic route of 918538-05-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; ABRAHAM, Sunny; BHAGWAT, Shripad, S.; HADD, Michael, J.; HOLLADAY, Mark, W.; LIU, Gang; MILANOV, Zdravko, V.; PATEL, Hitesh, K.; SETTI, Eduardo; SINDAC, Janice, A.; WO2011/88045; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 26487-67-2, 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 26487-67-2 as follows.

Step 1.- 1-(2-(azepan-1-yl)ethyl)- -chloro-1 H-pyrazolo[3,4-d]pyrimidine. 1-(2-(azepan-1-yl)ethyl)-4-chloro-1H-pyrazolo[3,4-d]pyrimidine (100 mg, 0.65 mmol) anh. DMF (2 mL) was added to a suspension of NaH (91 mg, 60percent dispersion mineral oil) in anh. DMF (3 mL) at 0 5C. The mixture was stirred at room temperature for 45 min. Then, 1 -(2-chloroethyl)azepane hydrochloride (192 mg, 0.97 mmol) in portions at -15 5C and was kept at this temperature for 3 h. The solvent was evaporated to dryness and the residue was diluted in ethyl ether, filtered and the solvent was removed under reduced pressure. The crude was purified by flash chromatography to give 1 -(2-(azepan-1 -yl)ethyl)-4-chloro-1 H-pyrazolo[3,4-d]pyrimidine (40 mg, 0.14 mmol, 22percent) as an oil.

According to the analysis of related databases, 26487-67-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; CUBERES-ALTISENT, Maria, Rosa; CORBERA-ARJONA, Jordi; DIAZ-FERNANDEZ, Jose, Luis; ALMANSA-ROSALES, Carmen; WO2013/10950; (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. 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 5-(Chloromethyl)benzo[d][1,3]dioxole

General procedure: To a mixture of 7 (0.30g, 1mmol) in DMF (6mL) was added potassium carbonate (0.83g, 6.0mmol), potassium iodide (0.01g, 0.06mmol), and (chloromethyl)cyclopropane (9a, 0.28mL, 3.0mmol) at room temperature. The mixture was stirred for 48h, poured into brine, then extracted with CH2Cl2. The organic layer was separated, dried over MgSO4, and concentrated. The crude residue was purified by silica gel column chromatography to give 10a (100mg, 28%) as a yellow oil.

The synthetic route of 20850-43-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liao, Yung-Feng; Tang, Yu-Cheng; Chang, Ming-Yun; Wang, Bo-Jeng; Hu, Ming-Kuan; European Journal of Medicinal Chemistry; vol. 79; (2014); p. 143 – 151;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 367-22-6, name is 4-Chloro-3-fluoroaniline, 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 367-22-6, SDS of cas: 367-22-6

Step 12: Preparation for N-(3-Chloro-4-fluorophenyl)-5-(1-methoxypropan-2-yloxy)-2,3-dihydro-[1,4]dioxino[2,3-f]quinazolin-10-amine To a solution of 10-Chloro-5-(1-methoxypropan-2-yloxy)-2,3-dihydro-[1,4]dioxino[2,3-f]quinazoline (0.1 g, 0.3 mmol) in isopropanol (3 mL) was added 4-chloro-3-fluoroaniline (0.06 g, 0.4 mmol). The solution was stirred at 80 C. for 4 hours. After cooling to ambient temperature, the solution was concentrated to obtain a yellow solid which was purified by column chromatography on silicon gel (dichloromethane:methanol=100:1) to obtain a yellow solid (0.09 g, yield=62%). 1H NMR (DMSO-d6, 400 MHz): delta 10.52 (s, 1H), 8.75 (s, 1H), 7.95-7.92 (m, 1H), 7.66-7.63 (m, 1H), 7.54 (t, 1H, J=8.9 Hz), 7.21 (s, 1H), 4.83-4.78 (m, 1H), 4.60 (br, 2H), 4.45 (br, 2H), 3.60-3.58 (m, 2H), 3.31 (s, 3H), 1.33 (d, 3H, J=6.4 Hz); MS: 420(M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-3-fluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; BEIJING SCITECH-MQ PHARMACEUTICALS LIMITED; SHENG, Wang; YANG, Leifu; PAN, Zhiyong; (46 pag.)US2017/355683; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 932-96-7, A common heterocyclic compound, 932-96-7, name is 4-Chloro-N-methylaniline, molecular formula is C7H8ClN, 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: In air, K2HPO4 (10 mol %, 4.35mg), PMHS (242 mul), amine (0.25 mmol), formic acid (4.6equiv ,43.3mul), 18-crown-6 (20mol %, 13.2mg) 4A MS(10mg) and 2 ml THF were added into a tube equipped with a water condenser. The reaction mixturewas stirred at 80C for 12 hours. The yields of isolated products were reported. The mixture was filtered through a silica gelcolumn with petroleum ether and ethyl acetate as the eluent. The resultant solution was concentrated and purified by silica gelcolumn chromatography to give the corresponding product.

The synthetic route of 932-96-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Huang, Yan; Deng, Wei; Lin, Bo-Lin; Chinese Chemical Letters; (2019);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 112-26-5, A common heterocyclic compound, 112-26-5, name is 1,2-Bis(2-chloroethoxy)ethane, molecular formula is C6H12Cl2O2, 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.

2-(3-Hydroxy-4-nitrophenyl)benzothiazole (5) (0.35 g, 1.2 mmol), K2CO3 (0.25 g, 1.76 mmol), 1,8-dichloro-3,6-dioxaoctane (0.1 mL, 0.66 mmol) in 5 mL of DMF were heated at 115 C for 22 h. After cooling the reaction mixture was diluted with water and extracted with methylene chloride. The extract was dried with MgSO4 and evaporated under reduced pressure. Product was isolated by column chromatography using a mixture of methylene chloride-acetone (50:1) as an eluent. Pure product, beige-yellow solid, 0.28 g (71%) was obtained by crystallization from mixture methylene chloride-hexane, mp 110-112 C. TLC (methylene chloride-acetone, 50:1) Rf=0.22. 1H NMR (CDCl3), delta [ppm]: 3.82 (4H, s); 3.98 (4H, t, J=4.9 Hz); 4.44 (4H, t, J=4.9 Hz); 7.43 (2H, t, J=7.3 Hz); 7.55 (2H, t, J=7.3 Hz); 7.64 (2H, dd, J=8.3 and 1.5 Hz); 7.91-7.97 (6H, m); 8.12 (2H, d, J=8.3 Hz). IR (film): 2923; 2877; 1598; 1599; 1520; 1126; 1041; 926; 759 cm-1. HRMS (EI): [M]+=658.11620 calculated for C32H26N4O8S2 658.11921.

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; Wagner-Wysiecka, Ewa; Rzymowski, Tomasz; Fonari, Marina S.; Kulmaczewski, Rafa?; Luboch, Elbieta; Tetrahedron; vol. 67; 10; (2011); p. 1862 – 1872;,
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. 26487-67-2, name is 1-(2-Chloroethyl)azepane hydrochloride, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H17Cl2N

To a solution of 1,1-bis(4-hydroxyphenyl)-2-phenylethene (100 mg, 0.344 mmol) in DMF (3.44 mL) at 0 C was added 60% sodium hydride (dispersion in paraffin liquid, 82.6 mg, 2.07 mmol). The reaction mixture was stirred for 15 min at 50 C and then N-(2-chloroethyl)hexahydro-1H-azepine hydrochloride (222 mg, 1.12 mmol) was added in portions at room temperature. After the reaction mixture had been stirred for 4 h at 50 C, saturated aqueous ammonium chloride was added at 0 C. The mixture was extracted with dichloromethane and the organic layer was dried over sodium sulfate. After filtration of the mixture and evaporation of the solvent, the crude product was purified by thin layer chromatography on silica (eluant; ammoniacal chloroform/methanol = 30/1) to afford RID-F-S*1 (compound 13) (147 mg, 79%) as a brown oil

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; Hasegawa, Makoto; Yasuda, Yukari; Tanaka, Makoto; Nakata, Kenya; Umeda, Eri; Wang, Yanwen; Watanabe, Chihiro; Uetake, Shoko; Kunoh, Tatsuki; Shionyu, Masafumi; Sasaki, Ryuzo; Shiina, Isamu; Mizukami, Tamio; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 290 – 305;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

2268-05-5, name is 2,6-Dichlorofluorobenzene, 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. name: 2,6-Dichlorofluorobenzene

n a 250 ml four-necked flask, 64 g of 98% concentrated sulfuric acid was charged(0.606 mol) of 2,6-dichlorofluorobenzene was added dropwise to a stirred solution of 33 g of 98% concentrated sulfuric acid at 20 to 25 CMixed with 39 g of 98% concentrated nitric acid, 2.5 hThe addition is complete.After warming up to 40 ~ 45 C and heat 1.5 hours. After the end of the washing, to neutral, organic subtractionPressure dehydration after use.In a 250 ml four-necked flask285gSulfolane and87g (1.5mol) KF, after dehydration by adding the last step nitration products,In 195 ¡À 5 C heat 5h, vacuum distillation of the solvent and then distillation 2,3,4-trifluoronitrobenzene 91. 7g,The content was 99.8% and the yield was 85.5%

The synthetic route of 2268-05-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Binhai Yongtai Medical Chemical Co Ltd; He, Renbao; Shao, Hongming; (8 pag.)CN102249881; (2016); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics