Category: chlorides-buliding-blocks

Synthetic Route of 918538-05-3, 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.

A mixture of 2,4-dichloropyrrolo[1,2-f][1,2,4]triazine (5.5 g, 29.3 mmol), morpholine (2.8 mL, 32.2 mmol) and K2C03 (8.0 g, 58.6 mmol) in DCM (50 mL) was stirred at room temperature for 3h. The TLC showed the starting material was completely consumed and H20 (50 mL) was added. The mixture was extracted with DCM (50 mL*2).The combined organic layers were washed with brine, dried over Na2SO4 and concentrated in vacuo to obtain 6.5 g of compound 2, yield in 93%. ?H NMR (CDC13, 400MHz): oe 7.58-7.57 (m, 1H), 6.74-6.72 (m, 1H), 6.64-6.62 (m, 1H), 4.05 (t, 4H, J =4.8Hz), 3.84 (t, 4H, J = 5.2Hz). ESI-MS (M+H): 239.

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, 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUZHOU KINTOR PHARMACEUTICALS, INC.; GUO, Chuangxin; TONG, Youzhi; (160 pag.)WO2017/219800; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 72235-56-4, 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. 72235-56-4 name is 3-Chloro-4-fluorobenzylamine, 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.

To a mixture of 8-(benzyloxy)-2-methyl-1-oxo-1, 2,3, 4-tetrahydro-pyrrolo [1, 2-a] – pyrazine-7-carboxylic acid (200 mg, 0.67 mmol), 3-chloro-4-fluorobenzylamine (0. 16 g, 1.00 mol), and benzotriazol-l-yloxy-tris (dimethylamino) phosphonium hexafluorophophate (BOP, 0.35 g, 0.79 mmol) in anhydrous dichloromethane (10 mL), diisopropylethylamine (0.17 g, 1.33 mmol) was added. The resultant solution was stirred at room temperature overnight. The reaction mixture was concentrated under vacuum, and the residue partitioned between dichloromethane and aq HC1. The organic extract was washed with aq sodium bicarbonate, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum to provide the titled amide. 1H NMR (400 MHz, CDC13) 8 7.47 (br d, J = 7.5 Hz, 2H), 7. 32-7 18 (m), 7.01 (br d, 2H), 5.35 (s, 2H), 4.33 (d, J = 6.1 Hz, 2H), 4.14 (q, J = 5.7 Hz, 2H), 3.67 (t, J = 5.7 Hz, 2H), 3.14 (s, 3H).

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

Reference:
Patent; MERCK & CO., INC.; WO2005/41664; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 220227-21-4, 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. 220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 1,3-dihydro-2H-imidazol-2-one (10,12 mg, 0.143 mmol) in DMF (1 mL) was added at 0 C NaH (60% in mineral oil,17.1 mg, 0.428 mmol). The suspension was warmed to rt over 30 min and thencooled to 0 C. To this was added ArSO2Cl (0.314 mmol). The solutionwas allowed to warm to rt over 12 h, at which point the reaction was quenchedby addition of brine (1 mL). The aqueous layer was separated and extracted withEtOAc (3×2 mL). The combined organic layers were washed with brine (3 mL),dried over Na2SO4, filtered, and concentrated in vacuo.The crude mixture was purified by column chromatography (gradient 0% to 100%EtOAc in hexanes) to afford bis(arylsulfonyl)dihydroimidazolinones (9a-9ac).

The chemical industry reduces the impact on the environment during synthesis 2,4,5-Trifluorobenzene-1-sulfonyl chloride. I believe this compound will play a more active role in future production and life.

Reference:
Article; Sittihan, Satapanawat; Jumpathong, Watthanachai; Sopha, Pattarawut; Ruchirawat, Somsak; Bioorganic and Medicinal Chemistry Letters; vol. 30; 1; (2020);,
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., name: 1-(2-Chloroethyl)azepane hydrochloride

Add sodium hydride (324 mg, 8.0 mmol) into a solution of 4- [6-benzyloxy-2- (4- fluoro-phenyl)-naphthalen-1-yloxy]-phenol (1.18 g, 2.7 mmol) in DMF (10 mL) and stir for 20 minutes at room temperature. Add 2- (hexamethyyleneimino) ethyl chloride hydrogen chloride (1.07 g, 5.4 mmol) and stir at room temperature for 12 hours. Add H20 (10 mL) and diethyl ether (100 mL). Separate layers and wash the aqueous layer with diethyl ether (2 x 50 mL). Combine organic layers, dry with magnesium sulfate and concentrate in vacuo. Purify the residue over silica gel, eluting the material with a step gradient of methanol/dichloromethane (0percent to 10percent), to obtain 1.0 g of the title compound (66percent): mass spectrum (ion spray) m/z=562.3 (M+H).

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; ELI LILLY AND COMPANY; WO2005/73204; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 2613-32-3,Some common heterocyclic compound, 2613-32-3, name is 2-Chloro-4,5-difluoroaniline, molecular formula is C6H4ClF2N, 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 suspension of 100 mg (0.28 mmol) trans-4-({[4-(phenoxycarbonyl)-1H-imidazol-5-yl]carbonyl}amino)cyclohexane-carboxylic acid in 5 ml dichloromethane 62 p1(0.45 mmol) 1-chloro-N,N,2-trimethylprop-1-en-1-amine were added and the mixture was stirred at roomtemperature for 30 minutes. 68 p1(0.84 mmol) pyridine and 31 p1(0.28 mmol) 2-chloro-4,5-difluoroaniline were added and the reaction was stirred at room temperature for 30 minutes.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-4,5-difluoroaniline, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; EIS, Knut; ACKERMANN, Jens; WAGNER, Sarah; BUCHGRABER, Philipp; SUeLZLE, Detlev; HOLTON, Simon; BENDER, Eckhard; LI, Volkhart; LIU, Ningshu; SIEGEL, Franziska; LIENAU, Philip; BAIRLEIN, Michaela; VON NUSSBAUM, Franz; HERBERT,Simon; KOPPITZ, Marcus; (734 pag.)WO2016/177658; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 14752-66-0, 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. 14752-66-0, name is Sodium 4-chlorobenzenesulfinate belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Azoles 1 (0.5 mmol), sodium sulfinate 2 (1.0 mmol) and NBS (0.5 mmol) were dissolved in 2 mL of 1,4-dioxane solvent. the reaction mixture was stirred at room temperature under air for 12 h. After the reaction, the resulting mixture was extracted with EtOAc. The combined organic phase was dried over anhydrous Na2SO4 and the solvent was then removed under vacuum. The residue was purified by flash column chromatography on silica gel (petroleumether/ethyl acetate, 3:1) to afford the corresponding product.

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

Reference:
Article; Fu, Lili; Bao, Xiaodong; Li, Shanshan; Wang, Lingtian; Liu, Zhiguo; Chen, Wanzhi; Xia, Qinqin; Liang, Guang; Tetrahedron; vol. 73; 17; (2017); p. 2504 – 2511;,
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 2268-05-5 as follows. Formula: C6H3Cl2F

A mixture of 4-chloro-1H-pyrazolo[4,3-c]pyridine (150 mg, 0.990mmol), 1,6-dichloro-2-fluorobenzene (300mg, 1.80mmol) andpotassium carbonate(450 mg, 3.26mmol) in dry DMF(3.0 mL)was heated at 85 C for 20 h.The reaction was quenched with water (30 mL) and extracted withethyl acetate (3 x 20 mL).The combined organic extracts were washed with brine, dried over Na2SO4andconcentrated under reduced pressure.The residue was purified on silica gel(ethylacetate :petroleum ether = 1 : 10)to givethe desired productas a white solid(10 mg, 3.5% yield)anditsregio-isomeras awhitesolid(30 mg, 11% yield).4-Chloro-2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine:1H-NMR(CDCl3):delta8.31 (d,J= 0.5 Hz,1H), 8.13 (d,J= 6.0 Hz,1H), 7.64-7.56(m, 3H), 7.49 (m, 1H).LCMS(ESI) m/z: 298.0[M+H+].4-Chloro-1-(2,6-dichlorophenyl)-1H-pyrazolo[4,3-c]pyridine,1H-NMR(CDCl3):delta8.44(d,J= 0.5 Hz,1H), 8.24(d,J= 6.0 Hz,1H), 7.57 -7.47(m, 3H), 7.00(d,J= 6.0 Hz,1H).LCMS(ESI) m/z: 298.0[M+H+].

According to the analysis of related databases, 2268-05-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liang, Jun; Van Abbema, Anne; Balazs, Mercedesz; Barrett, Kathy; Berezhkovsky, Leo; Blair, Wade S.; Chang, Christine; Delarosa, Donnie; DeVoss, Jason; Driscoll, Jim; Eigenbrot, Charles; Goodacre, Simon; Ghilardi, Nico; MacLeod, Calum; Johnson, Adam; Bir Kohli, Pawan; Lai, Yingjie; Lin, Zhonghua; Mantik, Priscilla; Menghrajani, Kapil; Nguyen, Hieu; Peng, Ivan; Sambrone, Amy; Shia, Steven; Smith, Jan; Sohn, Sue; Tsui, Vickie; Ultsch, Mark; Williams, Karen; Wu, Lawren C.; Yang, Wenqian; Zhang, Birong; Magnuson, Steven; Bioorganic and Medicinal Chemistry Letters; vol. 27; 18; (2017); p. 4370 – 4376;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 13334-71-9, name is 4-Chloro-3-methylanisole, molecular formula is C8H9ClO, 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. Formula: C8H9ClO

A solution of 4-chloro-3-methylanisole (3.0 g, 19.2 mmol) (Acros) and potassium permanganate (7.57 g, 47.9 mmol) in water (60 ML) was heated at reflux for 4 h.The precipitate was filtered and the solution was extracted with EtOAc. The aqueous phase was acidified with conc. HCl. The precipitate was collected by filtration, washed with water and dried to give the product. (Yield 0.78 g, 22%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 13334-71-9, its application will become more common.

Reference:
Patent; Chen, Jian Jeffrey; Luk, Kin-Chun Thomas; US2004/97493; (2004); 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. 14862-52-3, name is 3,5-Dibromochlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 3,5-Dibromochlorobenzene

Vapor phase chlorination step: A reactor equipped with a lateral reaction tube (diameter of 4 cm, length of 50 cm), a vaporizer and a preheating tube which are capabe of outward temperature control, was used and 1 mol of chlorine gas preheated at 300 C. was fed into the reaction tube and a solution of 1 mol of 1-chloro-3,5-dibromobenzene in 5 mol of carbon tetrachloride was preheated at 300 C. to vaporize it and the vapor was fed into the reaction tube during 50 minutes to react them at 340 C. The residence time of the reaction mixture was about 50 seconds. The discharged gas from the reaction tube was fed into an alkaline aqueous solution of sodium thiosulfate to collect the reaction product. The phase separation was carried out at room temperature and carbon tetrachloride was distilled off to obtain oily product. The oily product was distilled to obtain 165 g. of 1,3,5-trichlorobenzene in yield of 91%.

The synthetic route of 14862-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ishihara Sangyo Kaisha Ltd.; US4368340; (1983); A;,
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;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics