Author: Jessica.F

Electric Literature of 928-50-7, These common heterocyclic compound, 928-50-7, name is 5-Chloropent-1-ene, 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.

1) 1-Chloropent-4-ene (0.1 mol) and Na2CO3 (11 g) in THF (100 g) are added to 3,3,3-trifluoropropan-1-ol (11 g), the mixture is stirred under reflux for 4 hrs, and the allyl ether is then isolated using conventional laboratory methods.

Statistics shows that 5-Chloropent-1-ene is playing an increasingly important role. we look forward to future research findings about 928-50-7.

Reference:
Patent; Hierse, Wolfgang; Ignatyev, Nikolai (Mykola); Seidel, Martin; Montenegro, Elvira; Kirsch, Peer; Bathe, Andreas; US2010/152081; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 69411-05-8, A common heterocyclic compound, 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline, molecular formula is C7H5ClF3N, 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.

To a cold (0C) suspension of 3-chloro-5-(trifluoromethyl)aniline (1 g, 5.11 mmol, Eq: 1.00) and calcium carbonate (1.02 g, 10.2 mmol, Eq: 2) in water (11.1 ml) and dichloromethane (11.1 ml) was added thiophosgene (647 mg, 430 mu, 5.62 mmol, Eq: 1.1). The biphasic reaction mixture was allowed to warm to room temperature and was vigorously stirred for 16h. IN HC1 (10 mL) was added and the reaction mixture was pardoned between water and EtOAc. The organic layer was washed with water and brine, adsorbed unto silica (3g), and purified on silica gel (column 40 g, hexane/AcOEt 1:0 to 85: 15) to give 880 mg (72%) of the desired product as a colorless oil.

The synthetic route of 69411-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; PLANCHER, Jean-Marc; WEIKERT, Robert James; WO2014/135423; (2014); 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. 621-62-5, name is 2-Chloro-1,1-diethoxyethane, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H13ClO2

EXAMPLE 3 Preparation of 2-benzoyloxyacetaldehyde diethyl acetal Chloroacetaldehyde diethyl acetal (2.00 g), potassium benzoate (1.91 g), potassium bromide (0.30 g) and DMF (20 mL) were placed in a three-neck flask, followed by refluxing. Twenty hours later, the reaction mixture was cooled to room temperature, and water (30 mL) and ethyl acetate (80 mL) were added thereto, followed by stirring. After filtration, the organic layer was washed with water (30 mL) and was dried over anhydrous sodium sulfate. Subsequent filtration and vacuum concentration yielded the target compound (0.97 g) in a yield of 31%.

According to the analysis of related databases, 621-62-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Daicel Chemical Industries, Ltd.; US2005/234246; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 3260-88-6, 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. 3260-88-6 name is 2-Methyl-3-chloroanisole, 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.

3-Chloro-2-methylphenol Process Variant b2)-Second Step-Preparation of Compounds of the Formula (I-1) 3.1 g (0.02 mol) of 3-chloro-2-methylanisole are heated in 20 ml of 50% sulphuric acid for 18 hours with reflux. After cooling, the reaction mixture is extracted three times with dichloromethane, dried over sodium sulphate and concentrated to dryness under reduced pressure. 3-Chloro-2-methylphenol is obtained as a solid (2.9 g, content by HPLC: 11.7%, 12% of theory).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Methyl-3-chloroanisole, and friends who are interested can also refer to it.

Reference:
Patent; Huebsch, Walter; Lantzsch, Reinhard; Mueh, Thorsten; Weintritt, Holger; US2003/92944; (2003); 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. 136773-69-8, name is 4-Chloro-7-fluoropyrrolo[1,2-a]quinoxaline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 4-Chloro-7-fluoropyrrolo[1,2-a]quinoxaline

A mixture of 7-fluoro-4-chloropyrrolo[1,2-alpha]quinoxaline 13c (100 mg, 0.45 mmol), hydrazine monohydrate (5 mL), and DMF (2 mL) was heated to 70-80 C. for 1 h. Crushed ice was then added and the mixture was extracted with EtOAc. The organic layer was separated and shaken with water and brine successively. After evaporation of the volatiles, compound 14c was obtained as a solid (84 mg, 86% yield) and used in the subsequent step without further purification. An analytical sample was obtained by crystallization; mp 158 C. (dec.) (dichloromethane/light petroleum); IR (KBr) 3300 cm-1; 1H NMR (DMSO-d6) 4.56 (bs, 2 H), 6.66 (t, 1 H, J=3.2 Hz), 7.03 (m, 2 H), 7.18 (dd, 1 H, J=10.6, 2.7 Hz), 8.02 (dd, 1 H, J=8.9, 5.6Hz), 8.15 (s, 1 H), 8.87 (bs, 1 H). Anal. Calcd for C11H9FN4: C, H, N.

The synthetic route of 136773-69-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Southern California; US2006/142294; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

90390-33-3, name is 3-Chloro-5-fluorobenzylamine, 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. Application In Synthesis of 3-Chloro-5-fluorobenzylamine

159 mg of 3-chloro-5-fluorobenzylamine (1 mmol) was weighed into a dry 50 mL eggplant-shaped reaction flask, and 15 mL of dichloromethane was added.Stir until the substrate was completely dissolved. After adding 200 muL of triethylamine, a solution of 168 mg of chlorobutyryl chloride (1.2 mmol in a suitable amount of dry dichloromethane) was slowly added dropwise in an ice bath at 0 to 5 C.After the completion of the dropwise addition, the TLC tracking and monitoring were carried out at room temperature, and when the raw materials disappeared, 20 mL of saturated sodium hydrogencarbonate was sequentially used.The water and the saturated aqueous NaCl solution were each washed three times and dried over anhydrous sodium sulfate.The mixture was separated by silica gel column chromatography under reduced pressure to give 4-chloro-N-(3-chloro-5-fluorobenzyl)butanamide.

The synthetic route of 90390-33-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Shidande Biological Co., Ltd.; Shanghai Shidande Criterion Technology Services Co., Ltd.; Qian Yong; Xin Zhenqiang; Shu Yaping; Zhang Tianyong; Xie Tianpei; (11 pag.)CN108503559; (2018); A;,
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. 129482-45-7, name is 4-Benzyl-2-(chloromethyl)homomorpholine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C13H18ClNO

EXAMPLE 54 (4-Benzyl-1,4-oxazepan-2-ylmethyl)-phenyl Amine 80 Aniline (2.59 mL, 28.4 mmol) and NaI (4.06 g, 27.1 mmol) were added to a solution of 4-benzyl-2-chloromethyl-1,4-oxazepane (79) (6.49 g, 27.1 mmol) in n-butanol (68 mL, 0.4 M), and the reaction was heated to 110 C. until the reaction was judged complete by TLC (4 h). The reaction was cooled to room temperature, and water and CH2Cl2 were added. The organic layer was removed, and the aqueous layer was extracted with CH2Cl2 (2*). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to achieve (4-benzyl-1,4-oxazepan-2-ylmethyl)-phenyl amine 80, which was used without purification in the next reaction. 1H NMR (partial, CDCl3) 4.08-3.86 (3H, m), 3.80 (1H, d, J=13.3 Hz), 3.73 (1H, d, J=13.3 Hz), 3.22-3.05 (2H, m), 2.95-2.70 (3H, m), 2.64 (1H, dd, J=13.6, 7.6 Hz), 2.1-1.9 (2H, m) ppm. 13C NMR (CDCl3) 148.33, 139.38, 129.28, 129.11, 128.46, 127.23, 117.44, 113.13, 76.70, 67.49, 62.92, 59.35, 54.76, 46.93, 30.75 ppm. LRMS: 296.68.

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 129482-45-7.

Reference:
Patent; Sepracor Inc.; US6645980; (2003); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 320-50-3, name is 1,4-Dichloro-2-(trifluoromethyl)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 320-50-3, Safety of 1,4-Dichloro-2-(trifluoromethyl)benzene

Take 2,5-dichloro-3-trifluoromethylbenzene 6 (15.4 g) in an autoclave,Hydrazine hydrate (26g) and pyridine (150ml) were added together with ethyl acetate and methylene chloride (250ml) as organic solvents. The mixture was heated to 130C and reacted for 4 hours. After cooling, excess hydrazine was removed, vacuum distillation was performed, and the residue was added with solvent petroleum. The ether is recrystallized to give 2-chloro-3-trifluoromethylphenylhydrazine 7 (12.1 g)

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; Wei Haixia; Du Caixia; Hou Yingchang; (7 pag.)CN107915676; (2018); 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 179897-90-6 as follows. Quality Control of 1,3-Dibromo-2-chloro-5-fluorobenzene

[00185] Intermediate. 3-Bromo-2-chloro-5-fluoroaniline[00186] Step 1. 3-bromo-2-chloro-N-(diphenylmethylene)-5-fluoroaniline. A mixture of 2,6-dibromo-4-fluoro-l-chlorobenzene (865 mg, 3 mmol), benzophenone imine (0.61 ml, 3.6 mmol), Pd2(dba)3 (137 mg, 0.15 mmol), sodium t-butoxide (432 mg, 4.5 mmol), (S)-BINAP (280 mg, 0.45 mmol), and toluene (30 ml) was heated at 80 0C for 16 h. The mixture was extracted with ethyl acetate and the combined organic phase washed with brine. The organic phase was dried over sodium sulfate and concentrated. The crude product was purified by silica gel flash chromatography (40:1 to 20:1 hexanes/ethyl acetate eluant) to provide the title compound as a powder. MS m/z 388.9 (M + 1).

According to the analysis of related databases, 179897-90-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IRM LLC; NOVARTIS AG; HUANG, Shenlin; JIN, Xianming; LIU, Zuosheng; POON, Daniel; TELLEW, John; WAN, Yongqin; WANG, Xing; XIE, Yongping; WO2011/25927; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 16429-44-0, 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. 16429-44-0, name is 5-Bromo-3-chlorobenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows.

5-bromo-7-chloro-1H-benzimidazole A solution of 5-bromo-3-chlorobenzene-1,2-diamine (2 g, 9.03 mmol) in formic acid (30 ml) was heated at reflux for 16 hours. The reaction progress was monitored by LCMS. Reaction mixture was concentrated under vacuum to yield brown oil. The mixture was extracted by EtOAc from a saturated aqueous solution of NaHCO3, dried over MgSO4 and evaporated under vacuum to yield 5-bromo-7-chloro-1H-benzo[d]imidazole as a pale yellow solid. Mass spectrum (EI, m/z): Calculated for C7H4BrClN2, 232.5 (M+H), found 233.0.

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-3-chlorobenzene-1,2-diamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Janssen Pharmaceutica NV; Zhang, Xuqing; Macielag, Mark J.; (181 pag.)US2019/47961; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics