Month: February 2021

Adding a certain compound to certain chemical reactions, such as: 873-38-1, name is 2-Bromo-4-chloroaniline, 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 873-38-1, category: chlorides-buliding-blocks

General procedure: 1-Hydroxynaphthalene-2-carboxylic acid (5.3 mmol) and the corresponding substituted aniline (5.3 mmol) were suspended in 30 mL of dry chlorobenzene. Phosphorous trichloride (2.65 mmol) was added dropwise, and the reacting mixture was heated in the microwave reactor at maximal allowed power 500 W and 130 C, using infrared flask-surface control of temperature, for 15 min. The solvent was evaporated under reduced pressure, the solid residue washed with 2 M HCl, and the crude product was recrystallized from aqueous ethanol. All the studied compounds are presented in Table 1.

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:
Article; Gonec, Tomas; Kos, Jiri; Pesko, Matus; Dohanosova, Jana; Oravec, Michal; Liptaj, Tibor; Kralova, Katarina; Jampilek, Josef; Molecules; vol. 22; 10; (2017);,
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

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

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

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

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

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. 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

329944-72-1, name is 3-Bromo-5-chlorotoluene, 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. SDS of cas: 329944-72-1

The mixture of 3-bromo-5-chlorotoluene (9 g, 43.8 mmol), NBS (8.19 g, 46 mmol), and AIBN (200 mg) in carbon tetrachloride (50 mL) was heated at 80 C. for 3 hours. The resulting mixture was run through a silicon gel column with dichloromethane as the eluant. The fraction was collected and solvent was removed by rotovap, crude 1-bromo-3-(bromomethyl)-5-chlorobenzene (3) was obtained as a brown residue and used in the next step without further purification.

The synthetic route of 329944-72-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gerritz, Samuel; Shi, Shuhao; Zhu, Shirong; US2006/287287; (2006); 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. 16799-05-6, name is 3-Chlorophenethyl Bromide, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H8BrCl

EXAMPLE 3 Preparation of 1-(3-chlorophenyl)-3-(4-pyridyl)-butane 1.0 g (9.35 mmol) of 4-ethylpyridine and 2.05 g (9.35 mmol) of 3-chlorophenethyl bromide were reacted in the same manner as in Example 1. The reaction product was purified to obtain 0.65 g of the desired compound (yield: 28.2%). The resulting compound was identified as 1-(3-chlorophenyl)-3-(4-pyridyl)-butane (hereinafter referred to as compound 3) by the following analytical results.

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; Idemitsu Kosan Co., Ltd.; US5262420; (1993); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics