Category: chlorides-buliding-blocks

Application of 627-42-9,Some common heterocyclic compound, 627-42-9, name is 2-Methoxyethyl chloride, molecular formula is C3H7ClO, 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: To a solution of 2a, b (2 mmol) in dry DMF (15 mL) was added K2CO3(0.276 g, 2 mmol) and the mixture was stirred at room temperature for 1 h. 2-(2-Chloroethoxyethanol), 1-chloro-2-methoxyethane or 3-chloropropane-1,2-diol (2 mmol)was added and stirring was continued for 8-10 h (TLC) at 70C. The solvent wasremoved under reduced pressure and the residue was triturated with a mixture ofdiethyl ether:petroleum ether (40-60) [50:50]. The resulting solid was filtered off andrecrystallized from ethanol to give the desired products

The synthetic route of 627-42-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; El-Sayed, Wael A.; Ali, Omar M.; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 189; 1; (2014); p. 88 – 97;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 19752-55-7, 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. 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Under a nitrogen atmosphere, tert-butyllithium (1.3 Msolution in Pentane, 17.8 mL, 23.2 mmol) was added dropwise to a solution of 3,5-dichlorobenzene (5.0 g, 22.1mmol) in tetrahydrofuran (50 mL) over 30 min. The mixture was stirred for further 2 hours. Then threeEthyl fluoroacetate (3.30 g, 23.2 mmol) was added dropwise to the mixed solution, and the reaction was stirred for 2 hours while maintaining at -78 ° C. Remove low temperature,After gradually rising to room temperature, the reaction was kept at room temperature for 4 hours. The reaction was quenched by addition of saturated ammonium chloride solution (50 mL). Mixed solution usedThe organic phase was combined and washed with saturated brine (20 mL’2). The organic phase was separated and washed with waterDry over magnesium sulfate, filter and remove solvent. Vacuum distillation gave a colorless transparent liquid 1 (2.20 g), yield 41percent.

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

Reference:
Patent; Jingmen Pharmaceutical Industry Technology Institute; Wang Yong; Li Liwei; Hu Jianmei; Gu Dongyun; Huang Daoyou; (12 pag.)CN107353189; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2106-04-9,Some common heterocyclic compound, 2106-04-9, name is 3-Chloro-2-fluoroaniline, molecular formula is C6H5ClFN, 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: A mixture of substituted aniline (0.8 mmol), potassiumcarbonate (553 mg, 4 mmol), and potassium iodide(13 mg, 0.08 mmol) in acetone (12 ml) was sitrred at roomtemperature. To the suspension, a solution of compound9 (179 mg, 0.8 mmol) was added in acetone (6 ml) dropwise.The reaction was stirred for 8 h and monitored byTLC. Solvent was removed under vaccum, followed bythe addition of ethyl acetate (40 ml) and water (30 ml).The organic layer was washed with water (30 ml × 1) andbrine (30 ml × 1), dried with anhydrous sodium sulfate,filtered, and concentrated. The crude material wasabsorbed onto silica gel and purified using 90% of petroleumether in ethyl acetate to yield title compound 10.

The synthetic route of 2106-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guo, Guangzhu; Liu, Jianzhen; Wang, Guanjie; Zhang, Daoguang; Lu, Jinjie; Zhao, Guisen; Anti-Cancer Drugs; vol. 27; 4; (2016); p. 278 – 285;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6781-98-2, name is 2-Chloro-1,3-dimethylbenzene, 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 6781-98-2, Quality Control of 2-Chloro-1,3-dimethylbenzene

General procedure: To a 50 mL Schlenk tube containing base (1.5 mmol) and precatalyst 4a (1 mol percent, 0.0083 g) purged with N2 (three times), amine (1.2 mmol) was added via syringe, and the resulted mixture was allowed to stir at room temperature for 2?3 min. Solvent (1 mL) was then injected via syringe followed by the aryl chloride (1.0 mmol). If the aryl chloride was a solid, it was introduced into the vial prior to purging with N2. At this time, the reaction was stirred for 24 h at 100 °C. After cooling to the room temperature, the reaction mixture was concentrated in vacuo and directly purified via silica gel flash chromatography. 2,6-Dimethyl-N-phenylaniline (16) ;1H NMR (CDCl3, 400 MHz, 298 K): delta=7.14-7.07 (m, 5H), 6.71 (t, J=6.8 Hz, 1H), 6.47 (d, J=7.6 Hz, 2H), 5.09 (br s, 1H), 2.18 (s, 6H); 13C NMR (CDCl3, 100 MHz, 298 K): delta=146.19, 138.14, 135.84, 129.16, 128.47, 125.68, 118.08, 113.41, 18.28.

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; Fang, Weiwei; Jiang, Jian; Xu, Yong; Zhou, Juefei; Tu, Tao; Tetrahedron; vol. 69; 2; (2013); p. 673 – 679;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 10061-02-6, name is trans-1,3-Dichloropropene, molecular formula is C3H4Cl2, 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. Safety of trans-1,3-Dichloropropene

Example 3 (E)-2-(1-Methyl-3-trifluoromethylpyrazol-5-yloxy)-4-methyl-6-(3-chloroprop-2-enyloxy)pyridine A mixture of 6-hydroxy-2-(1-methyl-3-trifluoromethylpyrazol-5-yloxy)-4-methylpyridine (0.9 g, 3.3 mmol) and NaH (60 % in oil, 0.16 g, 4 mmol) in acetonitrile (20 ml) and DMF (1 ml) is stirred for 10 min at ambient temperature and (E)-1,3-dichloropropene (0.4 g, 3.6 mmol) is added. After stirring for 60 h at ambient temperature, the remaining NaH is deactivated and the resulting mixture is diluted with pentane/ethyl acetate (by volume ration 1/1) and filtered through a bed of silica gel. The filtrate is washed with water. The organic layer is dried with anhydrous magnesium sulfate, filtered and evaporated in vacuo. Purification by flash chromatography (silica gel: pentane/ethyl acetate 9/1 v/v) yields the title compound (0.6 g, 52 % yield) as an colorless oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 10061-02-6, its application will become more common.

Reference:
Patent; American Cyanamid Company; EP955300; (1999); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 38762-41-3, name is 4-Bromo-2-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 38762-41-3, category: chlorides-buliding-blocks

Isobutyl nitrite (121 g, 1.17 mol) and cupric chloride (21.2 g, 0.16 mol) are added to a solution of 4-bromo-2-chloroaniline (200 g, 0.97 mol) in benzene (500 mL) at 60-65C temperature. The reaction mixture is refluxed for 2 hrs. The reaction mixture is cooled to 50-55C temperature and to it a solution of aqueous sulfuric acid (92 mL conc. Sulfuric acid in 453 mL demineralized water). After refluxing for 1 hr the reaction mixture is cooled to room temperature and organic layer is separated. It is treated with an aqueous solution of urea (41 g in 127 mL water) and refluxed for 1 hr. Organic layer is separated, washed with demineralized water (2×200 mL) and dried over sodium sulfate. After removing the solvent under reduced pressure the residue is fractionally distilled to get 4-bromo-2-chlorobiphenyl.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2-chloroaniline, and friends who are interested can also refer to it.

Reference:
Patent; BIOPROJET; Sun Pharma Advanced Research Company Ltd; EP2511275; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 328-84-7, 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. 328-84-7, name is 3,4-Dichlorobenzotrifluoride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 4 3,4-Dichlorobenzotrifluoride (75.4 g) was added to 210 g of dimethylsulfone delta 30.45 g of calcined potassium fluoride in an autoclave. The ammonia gas (1 to 1.2 m/m) was passed at 30° C. The reaction mixture was maintained at 235° C. and pressure of 25-26 kg/cm for 6 hrs. After work up and fractionation the yield of 2-chloro-4-trifluoromethylaniline was 84percent based on 3,4-dichlorobenzotrifluoride consumed.

The synthetic route of 3,4-Dichlorobenzotrifluoride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gharda, Keki Hormusji; US2013/30190; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 771583-81-4, 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. 771583-81-4, name is 4-Chloro-2-(trifluoromethyl)benzylamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 28: 1-(4-chloro-2-(trifluoromethyl)benzyl)-3-(2,3-dihydro-2-oxobenzo[d]oxazol-4-yl)urea scheme 1) Preparation of 1-(4-chloro-2-(trifluoromethyl)benzyl)-3-(2,3-dihydro-2-oxobenzo[d]oxazol-4-yl)urea Commercially available 4-chloro-2-trifluoromethylbenzylamine (1 g, 4.77 mmol) was dissolved in 20ml of AcOEt and at 0C triphosgene (1.41 g, 4.77 mmol) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 5 ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (5 ml) of compound 1b (475 mg, 3.2 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt 4 / petroleum ether 6). The solvent was evaporated and the crude was dissolved in AcOEt (30 ml) and washed with water (1 X 20 ml) and brine. The organic phase was dried over sodium sulfate and concentrated under vacuum. The purification of the crude residue by chromatographic column gave 120 mg of a white solid. Yield = 9.7% 1HNMR (DMSO, 200 MHz) delta 4.45 (2H, d, J = 5.6 Hz), 6.99 (4H, m), 7.65 (1H, d), 7.73 (1H, d), 7.85 (1H, bs), 8.62 (1H, bs), 11.04 (1H, bs); [M+1] 386.6 (C16H11ClF3N3O3 requires 385.73).

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, 4-Chloro-2-(trifluoromethyl)benzylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pharmeste S.r.l.; EP2377850; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 1871-57-4,Some common heterocyclic compound, 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, molecular formula is C4H6Cl2, 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.

1.0kg 3-chloro-2-chloromethylprop-1-ene,37.6g pinacol and 28.6g dibenzo-18-crown-6 were dissolved in 4.2kg tribromomethane,At a temperature controlled at 18-25 degrees, dropwise add 3.2kg of sodium hydroxide and 460g of potassium bromide to dissolve in 3.2kg of aqueous solution.Reaction for 50 hours; after the reaction is complete, add water and toluene, filter through celite pad,Wash the filter cake, combine the filtrates, separate the liquid, collect the organic phase, and concentrate to a small volume,Add n-heptane to crystallize at 0 degree, filter,Drying gave 1.185kg 1,1-dibromo-2,2-bis(chloromethyl)cyclopropane, light yellow solid, yield 50%, HPLC purity 98.7%.

The synthetic route of 1871-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aisite (Chengdu) Bio-pharmaceutical Co., Ltd.; Wang Yin; Ha Leikeruishennan·kelatuer·nalaximuhan·kunqitapadamu; La Gehaiwende·laao·moshala; Zhao Zhenyu; Xu Hui; Guo Peng; (9 pag.)CN110759840; (2020); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 433-94-3, 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. 433-94-3 name is 2-Chloro-6-(trifluoromethyl)aniline, 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.

Step A: 4-bromo-2-chloro-6-(trifluoromethyl)aniline N-bromo succinimide (910 mg, 5.1 mmol) was added to a solution of 2-chloro-6-(trifluoromethyl)aniline (1.0 g, 5.1 mmol) and acetic acid (3 mL) in acetonitrile (10 mL) at room temperature. The mixture was heated at reflux, with stirring, for 18 h. The reaction mixture was then filtered through Celite and concentrated to give the title compound, which was used in the next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-6-(trifluoromethyl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; Valeant Pharmaceuticals North America; US2008/139610; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics