Month: September 2021

Related Products of 626-43-7,Some common heterocyclic compound, 626-43-7, name is 3,5-Dichloroaniline, molecular formula is C6H5Cl2N, 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 an open-capped cylindrical pyrex-glass (50mL), was added a mixture of an appropriate 2-bromobenzaldehyde (10mmol), proper primary amine (12mmol), TBAA (15mmol), and CDSCS (0.3g, 0.05mol%) in DMSO (10mL) and the mixture was kept at room temperature and irradiated at 60W power (cup horn: 20kHz) in ultrasonic apparatus. The progress of the reaction was monitored by TLC. After completion of the reaction (Table 5), then the reaction mixture was filtered to separate the catalyst and catalyst was washed with EtOAc (3×50mL). The filtrate was then mixed with water (100mL). The separated organic layer was washed with water (2×100mL). Afterward, the organic layer was dried over anhydrous Na2SO4 and evaporated. The crude product was then purified by column chromatography on silica gel eluting with a mixture of n-hexane/EtOAc. 2.2.1 2-Phenyl-2H-indazole (3a) White solid; yield: 1.79g (92%); mp 81-82C; IR (KBr): 3100, 2945, 1652, 1567, 1470cm-1; 1H NMR (250MHz, CDCl3): delta=7.16 (t, 1H, J=7.8Hz), 7.39 (t, 1H, J=7.8Hz), 7.48-7.51 (m, 3H), 7.73 (d, 1H, J=8.5Hz), 7.81-7.86 (m, 2H), 7.97 (d, 1H, J=8.5Hz), 8.46 (s, 1H); 13C NMR (250MHz, CDCl3): delta=118.78, 120.84, 121.07, 121.79, 122.90, 123.34, 127.41, 128.77, 130.12, 141.86, 150.26; MS (EI): m/z (%)=194 (15.7) [M+]; Anal. Calcd for C13H10N2: C, 80.39; H, 5.19; N, 14.42. Found: C, 80.30; H, 5.12; N, 14.49.

The synthetic route of 626-43-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Soltani Rad, Mohammad Navid; Ultrasonics Sonochemistry; vol. 34; (2017); p. 865 – 872;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 164648-75-3,Some common heterocyclic compound, 164648-75-3, name is 4-Amino-3,5-dichlorobenzylamine, molecular formula is C7H8Cl2N2, 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.

A mixture of 4-(aminomethyl)-2,6-dichlorobenzenamine (150 mg, 0.785 mmol), tert-butyl amino(methylthio)methylenecarbamate (157 mg, 0.825 mmol) and p-toluenesulfonic acid (142 mg, 0.825 mmol) in dichloromethane (4 mL) was stirred at RT for 2 days. The reaction mixture was concentrated under vacuum and purified by filtering through QAX anion exchange cartridge with methanol to provide the title compound as an off-white solid (260 mg, quantitative yield). 1H NMR (400 MHz, CD3OD) delta 1.453 (9H, s), 4.249 (2H, s), 7.162 (2H, s). HPLC retention time: 2.332 min (method A). MS (ESI) (M+H)+ 333.02.

The synthetic route of 164648-75-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/139523; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 39226-95-4, The chemical industry reduces the impact on the environment during synthesis 39226-95-4, name is 2,3-Dichlorobenzylamine, I believe this compound will play a more active role in future production and life.

EXAMPLE 14 4-(2,3-dichlorobenzyl)-3-(2,3-dichlorophenyl)-4H-1,2,4-triazole The title compound was prepared using the procedure as described in Example 1D substituting 2,3-dichlorobenzylamine for benzylamine. The residue was purified by preparative HPLC on a Waters Symmetry C8 column (25 mm *100 mm, 7 mum particle size) using a gradient of 10% to 100% acetonitrile:0.1% aqueous trifluoroacetic acid over 8 minutes (10 minute run time) at a flow rate of 40 mL/minute. MS (ESI) m/z 374 (M+H)+; 1H NMR (DMSO-d6) delta 5.29 (s, 2H), 6.88 (dd, 1H), 7.22 (t, 1H), 7.41 (dd, 1H), 7.44 (t, 1H), 7.56 (dd, 1H), 7.81 (dd, 1H), 8.81 (s, 1H).

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, 2,3-Dichlorobenzylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Carroll, William A.; Florjancic, Alan S.; Perez-Medrano, Arturo; Peddi, Sridhar; US2007/105842; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 3386-33-2, name is 1-Chlorooctadecane, 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 3386-33-2, Formula: C18H37Cl

EXAMPLE 25 (4-(6,7-bis(stearyloxy)-4-thiaheptanoylamino)benzoyl)glutamic acid di-t-butyl ester To a solution of (4-(6,7-dihydroxy-4-thiaheptanoylamino)benzoyl)glutamic acid di-t-butyl ester as obtained in Reference Example 6 (50 mg) in chloroform (1 ml), triethylamine (0.258 ml), stearyl chloride (0.25 ml) and dimethylaminopyridine (1 mg) were added, followed by stirring at room temperature for 24 hours. After addition of water, the reaction mixture was extracted with ethyl acetate. The extract was washed with a 5% aqueous solution of citric acid, a saturated aqueous solution of sodium hydrogen carbonate and saturated saline, and dried over anhydrous sodium sulfate, and the solvent was distilled off. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to yield the title compound (75 mg, yield 76%) as a wax-like substance. IRupsilonmaxKBr cm-1:3430, 1750, 1710, 1640 1 H-NMR (CDCl3)delta:0.88 (6H, t, J=6.6 Hz), 1.04-1.30 (56H, m), 1.42 (9H, s), 1.49 (9H, s), 1.52-3.15 (18H, m), 4.15 (1H, dd, J=6.8, 12.2 Hz), 4.47 (1H, dd, J=3.2, 12.2 Hz), 4.59-4.73 (1H, m), 5.07-5.24 (1H, m), 6.99 (1H, d, J=7.6 Hz 7.65 (2H, d, J=8.8 Hz), 7.81 (2H, d, J=8.8 Hz), 8.08 (1H, bs)

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, 1-Chlorooctadecane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US5506267; (1996); 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. 54788-38-4, name is 2-Chloro-4-methoxy-1-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Chloro-4-methoxy-1-methylbenzene

The residue from the previous step was dissolved in 100 mL dioxane, was treated with bis(pinacolato)diboron (11.47 g, 45.2 mmol), potassium phosphate (28.8 g, 135 mmol), XPhos (0.215 g, 0.452 mmol) and (Xphos) palladium(II) phenethylamine chloride (0.334 g, 0.452 mmol) and was heated to 100 C. After stirring overnight, the reaction mixture was concentrated. Silica gel column chromatography (0-20% EtOAc/heptane) gave 2-(5-methoxy-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (7.80 g, 31.4 mmol, 69.6% yield over two steps). m/z (ESI) 249.3 (M+H)+.

According to the analysis of related databases, 54788-38-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Amgen Inc.; Weiss, Matthew; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
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. 164648-75-3, name is 4-Amino-3,5-dichlorobenzylamine, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Amino-3,5-dichlorobenzylamine

(E)-tert-Butyl (4-amino-3,5-dichlorobenzylamino(amino)methylenecarbamate A mixture of 4-(aminomethyl)-2,6-dichlorobenzenamine (150 mg, 0.785 mmol), tert-butyl amino(methylthio)methylenecarbamate (157 mg, 0.825 mmol) and p-toluenesulfonic acid (142 mg, 0.825 mmol) in dichloromethane (4 mL) was stirred at rt for 2 days. The reaction mixture was concentrated under vacuum and purified by filtering through QAX anion exchange cartridge with methanol to provide the title compound as an off-white solid (260 mg, quantitative yield). 1H NMR (400 MHz, CD3OD) delta 1.453 (9H, s), 4.249 (2H, s), 7.162 (2H, s). HPLC retention time: 2.332 min (method A). MS (ESI) (M+H)+ 333.02.

According to the analysis of related databases, 164648-75-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/232581; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 61881-19-4, The chemical industry reduces the impact on the environment during synthesis 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, I believe this compound will play a more active role in future production and life.

General procedure: Add sodium acetate, trifluoroethylimidyl chloride (II), hydrazone (III), and 1 mL of organic solvent to the 35 mL Schlenk tube according to the raw material ratio in Table 1.Mix and stir well. After the reaction is completed according to the reaction conditions in Table 2, 2-4 hours,Add elemental iodine, continue the reaction for 1-2 hours, filter, and stir the sample in silica gel.After purification by column chromatography, the corresponding 5-trifluoromethyl-substituted 1,2,4-triazole compound (I) is obtained. The reaction process is shown by the following formula:

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, 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang Sci-Tech University; Chen Zhengkai; Hu Sipei; Yang Zuguang; (10 pag.)CN110467579; (2019); 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. 108-37-2, name is 1-Bromo-3-chlorobenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H4BrCl

General procedure: General procedure: a 50 mL ask equipped with a magnetic stir bar was charged with aryboronic acid (1 mmol, 1 equiv), aromatic halides (1.2 mmol, 1.2 equiv), catalyst (2 mol%), base (2 mmol, 2 equiv), DMF (5 mL) solution under CO (1 atm) atmosphere, along with sealed the reaction flask by a rubber stopper and CO was injected into it with a stainless steel gas flowmeter. The mixture was then stirred at 120 C forthe indicated time (SI, Fig. S1). After being allowed to cool to roomtemperature, the reaction mixture was diluted with 5 mL water and extracted with diethyl ether (3 × 5 mL). The organic phases werecombined, and the volatile components were evaporated in a rotaryevaporator. The residue was puried by column chromatography onsilica gel.

The synthetic route of 108-37-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Zheng-Jun; Wang, Xue-Yan; Wang, Xia; Liang, Zhi-Wu; Xu, Xinhua; Catalysis Communications; vol. 101; (2017); p. 10 – 14;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 3972-56-3, name is 1-tert-Butyl-4-chlorobenzene, 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 3972-56-3, Formula: C10H13Cl

General procedure: Alkynyl carboxylic acid (1.0 mmol), aryl chloride (1.0 mmol), Pd(OAc)2 (3.4 mg, 0.015 mmol), L5 (17.5 mg, 0.03 mmol), Cs2CO3 (391 mg, 2.4 mmol), and DMSO (5.0 mL) were added to the reaction vial. The mixture was stirred at 130 °C for 12 h, after which the mixture was extracted with Et2O and the organic layer was dried over magnesium sulfate. Evaporation of the solvent under reduced pressure provided the crude product, which was purified by column chromatography on silica gel.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-tert-Butyl-4-chlorobenzene, and friends who are interested can also refer to it.

Reference:
Note; Lee, Ju-Hyeon; Raja, Gabriel Charles Edwin; Kim, Jimin; Nam, Kye Chun; Lee, Sunwoo; Bulletin of the Korean Chemical Society; vol. 38; 11; (2017); p. 1368 – 1371;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride, molecular formula is C6H2ClF3O2S, 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. HPLC of Formula: C6H2ClF3O2S

A solution of ferf-butyl thiazol-4-ylcarbamate (3.46 g, 17.3 mmol) in tetrahydrofuran (150 mL) at -78 C was treated with lithium 6/’s(trimethylsilyl)amide (1.0 M solution in tetrahydrofuran, 20.8 mL, 20.8 mmol). The resulting mixture was stirred at -78 C for 0.5 h, allowed to warm to ambient temperature and stirred for a further 0.5 h. The reaction mixture was cooled to -78 C and treated with a solution of 2,4,5- trifluorobenzene-1-sulfonyl chloride (3.99 g, 17.3 mmol) in tetrahydrofuran (30 mL). The resulting mixture was stirred at -78 C for 4 h, allowed to warm to ambient temperature and stirred for a further 16 h. The reaction mixture was diluted with ethyl acetate (300 mL) and washed with saturated aqueous ammonium chloride (2 x 150 mL) and brine (2 x 150 mL), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography eluting with a gradient of ethyl acetate in hexanes to afford terf-butyl thiazol-4-yl((2,4,5- trifluorophenyl)sulfonyl)carbamate as a beige solid in 62% yield (4.23 g): 1H NMR (300 MHz, CDCI3) 6 8.79-8.75 (m, 1 H), 8.06-7.96 (m, 1 H), 7.53-7.48 (m, 1H), 7.15-7.04 (m, 1 H), 1.34 (s, 9H); MS (ES+) m/z 394.7 (M + 1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 220227-21-4, its application will become more common.

Reference:
Patent; XENON PHARMACEUTICALS INC.; LIU, Shifeng; FOCKEN, Thilo; CHAHAL, Navjot; ZHANG, Zaihui; OBALLA, Renata, Marcella; FONAREV, Julia; WO2013/64984; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics