Month: June 2021

Related Products 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.

200 ml flask was equipped with a thermometer, and 10.45 g 1,3-diallyl isocyanurate (50.0mmol), 1,2-bis (2-[…])ethane (24.8mmol) 4.63 g, 10.26 g potassium carbonate (74.3mmol) and N, 25 ml dimethylformamide N-charged, the reaction liquid was prepared.After stirring for 12 hours at 110 C reaction, was cooled to room temperature, the insoluble matter was filtered off from the reaction solution. Subsequently, the reaction solution after concentration under reduced pressure, toluene was added 50 ml, 20 ml saline 3 times with saturated, 20 ml distilled water at 1 after the washes, by distilling off the volatile content, 12.32 g (93% yield) was obtained as white solid

The synthetic route of 112-26-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shikoku Chemicals Corporation; Makoto, Matsuda; Kumano, Mt.; Takuma, Takeda; Naoto, Okuura; Rise of groove, Rise of groove; (17 pag.)JP2017/19764; (2017); 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. 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

Taking cytisine as a reactant,Using triethylamine as a catalyst,In a mixture of organic solvent benzene and acetonitrileSulfonylation of 2,4-dimethoxybenzenesulfonyl chloride,Among them, cytisine,The molar ratio of 2,4-dimethoxybenzenesulfonyl chloride to the catalyst is 15:20:20,The organic solvent is added in an amount of 100 times the number of moles of cytisine.The cytisine derivative can be obtained;After the sulfonylation reaction,After distillation under reduced pressure, a crude cytisine derivative is obtained.Then the crude cytisine derivative is used in a volume ratio of 30:11:1.The chloroform and methanol elution system can be separated by silica gel column chromatography to obtain high purity.N-2,4-dimethoxybenzenesulfonyl-cytisine.

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; Guangxi Tianyuan Biochemical Co., Ltd.; Li Weiguo; Liu Yingqian; Yang Chengjie; Ling Chunhua; Li Juncai; Chen Cheng; Zhang Junxiang; (29 pag.)CN108503640; (2018); 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. 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

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

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

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

Related Products of 108-41-8, 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. 108-41-8, name is 1-Chloro-3-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a tube equipped with a magnetic stir bar were added the Pd catalyst 1 (11.2 mg, 0.4 mol% Pd) and 1.0 equiv. of aryl chloride (0.2 mmol) in turn. Subsequently, the solvent (toluene, 2.0 mL) and phenylmagnesium bromide (0.3 mmol, 1.5 equiv) were added under N2 atmosphere, respectively. The reaction was then heated to 140 C and stirred until aryl chloride was completely consumed as determined by TLC. At last, the reaction mixture was purified by silica gel column chromatography to afford the desired pure coupling product.

The chemical industry reduces the impact on the environment during synthesis 1-Chloro-3-methylbenzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Li, Xing; Zhu, Tingting; Shao, Zhongqi; Li, Yingjun; Chang, Honghong; Gao, Wenchao; Zhang, Yongli; Wei, Wenlong; Tetrahedron; vol. 72; 1; (2016); p. 69 – 75;,
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. 220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H2ClF3O2S

General procedure: A solution of compound 8 (90 mg, 0.44 mmol), 4-chlorobenzenesulfonyl chloride (103 mg, 0.49 mmol) and triethylamine (68 muL, 0.49 mmol) in dichloromethane (5 mL) was stirred at room temperature for 18 h. The reaction was quenched through the addition of water (20 mL) and the pH adjusted to pH 6-7 using aqueous phosphate buffer solution (0.5 M, pH 7). The mixture was then diluted with dichloromethane (20 mL) and the separated aqueous layer further extracted with dichloromethane (2 x 20 mL). The combined organic layers were washed with aqueous phosphate buffer solution (0.5 M, pH 7) (20 mL), dried over anhydrous magnesium sulfate, filtered and the filtrate concentrated in vacuo. Purification by flash chromatography (dichloromethane/methanol, 40:1) afforded compound 9a as a beige solid (96 mg, 0.25 mmol, 56%).

According to the analysis of related databases, 220227-21-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Brimble, Margaret A.; Cook, Gregory M.; Davison, Emma K.; Ferguson, Scott A.; Harbison-Price, Nichaela; Harper, Andrew D.; Heikal, Adam; Jeong, Joo Young; Knottenbelt, Melanie K.; Krittaphol, Woravimol; McConnell, Michelle A.; McGowan, John E.; Mros, Sonya; Rennison, David; Van Zuylen, Essie M.; Walker, Greg F.; Bioorganic and medicinal chemistry letters; (2020);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 1127-85-1, These common heterocyclic compound, 1127-85-1, name is 2,4-Dichloro-5,6,7,8-tetrahydroquinazoline, 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.

Reference Example 39 (S)-1-(2-chloro-5,6,7,8-tetrahydroquinazolin-4-yl)-N-methylpiperidine-3-carboxamide Diisopropylethylamine (3.4 ml, 19.7 mmol) was added into chloroform (25 ml) solution of 2,4-dichloro-5,6,7,8-tetrahydroquinazoline (1 g, 4.92 mmol) prepared in Reference Example 33 and (R)-(-)-3-piperidinecarboxylic acid (0.7 g, 5.42 mmol), and then they were stirred at 60 C. for 2 days. After cooling the reaction solution to room temperature, methylamine hydrochloride (0.33 g, 4.92 mmol), N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (0.94 g, 4.92 mmol) and 1-hydroxybenzotriazole hydrate (0.67 g, 4.92 mmol) were added thereto, they were stirred at room temperature overnight. The reaction solution was diluted with dichloromethane, washed with water, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The resulting residue was crystallized by using ether/ethyl acetate to give the titled compound (436 mg) as a pale yellow solid. 1H NMR (400 MHz, CDCl3) delta 6.22 (m, 1H), 3.93 (m, 1H), 3.74 (m, 1H), 3.34 (m, 1H), 3.10 (m, 1H), 2.81 (m, 4H), 2.49 (m, 3H), 1.93-1.84 (m, 4H), 1.70-1.60 (m, 4H).

The synthetic route of 1127-85-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YUHAN CORPORATION; SIM, Jae Young; CHA, Myung; KIM, Tae Kyun; YOON, Young Ae; KIM, Dong Hoon; (59 pag.)US2016/90374; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 626-43-7, name is 3,5-Dichloroaniline, 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 626-43-7, Recommanded Product: 3,5-Dichloroaniline

Step 1 Preparation of #-(3,5-dichlorophenyl)-2-hydroxyimino-acetamide To a solution of 3,5-dichloroanilin (10.0 g, 61.7 mmol) in purified water were added conc. hydrochloric acid (12 ml) and 1,4-dioxane (20 ml), and the resulting mixture was heated until it became transparent, followed by the addition of a 50 C. solution of chloral hydrate (10.5 g, 66.9 mmol) and Na2SO4 (66.0 g) in purified water (224 ml) thereto. Then, the resulting mixture was added to a solution of hydroxylamine hydrochloride (13.0 g, 180 mmol) in water (60 ml) and heated for 50 min with flux. After the mixture was cooled to room temperature, the insoluble solid was filtered, washed with distilled water, and dried in a vacuum to afford the title compound as a pale solid (12.8 g, 89%). TLC Rf=0.5 (ethylacetate:n-hexane=1:3); m.p. 196-197 C.; 1H NMR (DMSO-d6) delta 7.39 (t, 1H, J=1.8 Hz, ArH), 7.70 (s, 1H, CHNOH), 7.89 (d, 2H, J=1.8 Hz, ArH), 10.54 (br s, 1H, NH), 12.40 (br s, 1H, NOH); MS (EI) m/e 233 [M+], 216, 202, 189, 161.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dichloroaniline, and friends who are interested can also refer to it.

Reference:
Patent; Korea Research Institute of Chemical Technology; US2009/203708; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics