Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride, 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 220227-21-4, Application In Synthesis of 2,4,5-Trifluorobenzene-1-sulfonyl chloride

[00373] Step A: To a solution of sodium sulfite (153 g, 1214 mmol) in water (1000 mL) was added a solution of 2,4,5-trifluorobenzene-l-sulfonyl chloride (40 g, 173 mmol) in dioxane (300 mL) dropwise. After the complete addition of sulfonyl chloride, the reaction was basified to about pH 14 by the addition of 1 N NaOH, and the reaction mixture was stirred overnight. The reaction mixture was cooled on an ice bath and acidified using 100 mL concentrated H2SO4 to about pH 1. The mixture was extracted with EtOAc and CH2CI2 and the combined organic layers were dried over a2S04, filtered and concentrated to afford 2,4,5-trifluorobenzenesulfinic acid (34 g, 100%).

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, 2,4,5-Trifluorobenzene-1-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRAY BIOPHARMA INC.; AICHER, Thomas Daniel; BENCSIK, Josef R.; BOYD, Steven Armen; CONDROSKI, Kevin Ronald; FELL, Jay Bradford; FISCHER, John P.; HINKLIN, Ronald Jay; PRATT, Scott Alan; SINGH, Ajay; TURNER, Timothy M.; WO2012/37393; (2012); A1;,
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Synthetic Route of 157590-59-5, 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. 157590-59-5, name is 4-Chloro-5-(trifluoromethyl)benzene-1,2-diamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of Intermediate II (300 mg, 0.887 mmol) and triethylamine (500 mg, 5 mmol) in DMF (5 mL) was added HATU (370 mg, 0.97 mmol) at 0 C. After the mixture was stirred for 15 min, 4-chloro-5-(trifluoromethyl)benzene-1,2-diamine (228 mg, 1.09 mmol) in DMF (1 mL) was added to the reaction. The mixture was allowed to warm to room temperature and stirred for 20 hrs. The reaction was diluted with water (50 mL) and the white solid was precipitated. The mixture was filtered and the solid was dried enough under reduced pressure. The solid was dissolved in acetic acid (5 mL) and the mixture was stirred at 85 C. for 5 hrs. Solvent was removed. The residue was purified by silica gel chromatography (eluted with DCM: MeOH=50:120:1) to give the title compound (205 mg, 45%) as a light yellow solid.

The synthetic route of 4-Chloro-5-(trifluoromethyl)benzene-1,2-diamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BeiGene Ltd.; Zhou, Changyou; Wang, Zhiwei; Zhang, Guoliang; (95 pag.)JP2016/196446; (2016); A;,
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Chlorides – an overview | ScienceDirect Topics

Related Products of 823-57-4,Some common heterocyclic compound, 823-57-4, name is 2-Bromo-5-chloroaniline, molecular formula is C6H5BrClN, 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.

2-Bromo-5-chloroaniline 81a (4.13g, 20.0mmol), was dissolved in 50mL ethyl acetate was added 1- (t-butoxycarbonyl) azetidine-3-carboxylic acid (4.83g, 24.0 mmol), triethylamine (4.05g, 40.00mmol), 0°C dropwise tri-n-propyl phosphoric anhydride (74.35g, 116.84mmol), stirred for 16 hours at room temperature. 50mL of water was added, extracted with ethyl acetate (50mL × 3), the combined organic phase was washed with water (50mL × 2), washed with saturated sodium chloride solution (50mL × 2), dried over anhydrous sodium sulfate, filtered, and the filtrate under reduced pressure and concentrated to give tert-butyl 3 – ((2-bromo-5-chlorophenyl) carbamoyloxy azetidine-1-carboxylate 81b (7.3g, pale yellow solid), yield: 84.3percent.

The synthetic route of 823-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Mingde New Drug Research And Development Co. Ltd; HE, HAI-YING; SHI, WEI-HUA; JIANG, ZHI-GAN; HAN, LI-XIA; SUN, JI-KUI; LI, JIAN; CHEN, SHU-HUI; (175 pag.)TW2016/5834; (2016); A;,
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These common heterocyclic compound, 766545-20-4, name is 2-Chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride, 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. name: 2-Chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride

To a slurry of 2-chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride (106.1 g, 517 mmol, commercially available from D-L Chiral Chemicals, ST-0143) and N,N-diisopropylethylamine (80 g, 108 mL, 621 mmol, 1.2 eq) in DCM (1 L) was added a solution of di-tert-butyl dicarbonate (119 g, 543 mmol, 1.05 eq) in DCM (100 mL) via an addition funnel within 1 hr. The reaction mixture became a clean solution and the solution thus obtained was stirred at room temperature for an additional hour and monitored using LCMS. Upon completion, the reaction mixture was concentrated. The residue was dissolved in EtOAc (1 L) and washed with water (3*300 mL), washed with brine (300 mL) and dried over Mg504. The solvent was evaporated under vacuum to give the title compound as an off-white solid (139 g, yield: 100%). 1H NMR (400 MHz, CDCl3) delta ppm 1.49 (9H, s), 2.97 (2H, t, J=5.9 Hz), 3.73 (2H, t, J=6.0 Hz), 4.57 (2H, s), 7.17 (1H, d, J=8.0 Hz), 7.38 (1H, d, J=8.0 Hz) ppm; LCMS m/z: 269 (M+1).

The synthetic route of 2-Chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amgen Inc.; US2012/244110; (2012); A1;,
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. 56131-47-6, name is 1-Bromo-2-chloro-3-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Quality Control of 1-Bromo-2-chloro-3-(trifluoromethyl)benzene

l-Bromo-2-chloro-3-trifluoromethyl-benzene D-I-Ia (4.9 g, 18.9 mmol) is taken up in cone, sulphuric acid (20 mL), cooled to 0 0C and combined with an ice-cold mixture of cone, nitric acid (25 mL) and cone, sulphuric acid (20 mL). After 3 h stirring at RT the reaction mixture is poured onto ice water, extracted with EtOAc, the organic phase is washed with sat. NaHCO3 solution and sat. NaCl solution, dried on Na2SO4, filtered and evaporated down using the rotary evaporator and the intermediate product Z-9a obtained (HPLC-MS: tRet. = 2.14 min) is further reacted directly.

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/3999; (2009); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 220227-21-4, 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. 220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of /V-(2,4-dimethoxybenzyl)-1 ,3,4-thiadiazol-2-amine (1.09 g, 4.30 mmol) in tetrahydrofuran (20 mL) was added lithium /)/’s(trimethylsilyl)amide (4.3 mL of a 1 M solution in tetrahydrofuran, 4.3 mmol) at -78 C. The reaction mixture was allowed to stir for 30 minutes at 0 C and a solution of 2,4,5- trifluorobenzenesulfonyl chloride (0.99 g, 4.3 mmol) in tetrahydrofuran (10 mL) was added dropwise at -78 C. After the addition was complete, the cooling bath was removed. The reaction mixture was stirred for 3 h at ambient temperature and saturated aqueous ammonium chloride (10 mL) was added. The resulting mixture was extracted with ethyl acetate (2 x 30 mL). The organic layer was washed with water and brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by column chromatography eluting with 30% ethyl acetate in hexanes to afford /V-(2,4-dimethoxybenzyl)-2,4,5-trifluoro-/v’-(1 ,3,4- thiadiazol-2-yl)benzenesulfonamide in 57% yield (1.10 g) as a colorless solid: MS (ES+) m/z 446.0 (M + 1).

The synthetic route of 2,4,5-Trifluorobenzene-1-sulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; XENON PHARMACEUTICALS INC.; SUN, Shaoyi; ZENOVA, Alla, Yurevna; CHAFEEV, Mikhail; JIA, Qi; ZHANG, Zaihui; OBALLA, Renata, Marcella; WO2013/64983; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 39226-96-5, 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. 39226-96-5, name is (2-Chloro-3-(trifluoromethyl)phenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows.

Example 16 N-{[2-Chloro-3-(trifluoromethyl)phenyl]methyl}-3-methyl-1-(6-methyl-2- pyridinyl)-2-oxo-4-imidazolidinecarboxamide (E16) (in a form obtainable or prepared from (4S)-2-oxo-3-{[(phenylmethyl)oxy]carbonyl}-4-imidazolidinecarboxylic acid); A mixture of 3-methyl-1-(6-methyl-2-pyridinyl)-2-oxo-4-imidazolidinecarboxylic acid TFA salt (147 mg, 0.42 mmol), 1-hydroxybenzotriazole hydrate (96 mg, 0.63 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (121 mg, 0.63 mmol) and N-ethyl morpholine (0.27 ml, 2.1 mmol) in dichloromethane (8 ml) was stirred at room temperature for 10 minutes. A solution of {[2-chloro-3- (trifluoromethyl)phenyl]methyl}amine (88 mg, 0.42 mmol) in dichloromethane (2 ml) was added and the reaction stirred at room temperature for 4 hours. The mixture was partitioned between dichloromethane and saturated sodium hydrogen carbonate solution. The organic phase was separated, washed with water and brine, dried and evaporated. The residue was purified by silica gel chromatography eluting with 0- 10% methanol in dichloromethane to give N-{[2-chloro-3- (trifluoromethyl)phenyl]methyl}-3-methyl-1-(6-methyl-2-pyridinyl)-2-oxo-4- imidazolidinecarboxamide (1 10 mg, 61%). LC/MS [M+H]+ = 427, retention time = 2.66 minutes.

The chemical industry reduces the impact on the environment during synthesis (2-Chloro-3-(trifluoromethyl)phenyl)methanamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/119825; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 873-38-1, name is 2-Bromo-4-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 873-38-1, Computed Properties of C6H5BrClN

General procedure: 1-Hydroxynaphthalene-2-carboxylic acid (5.3 mmol) and the corresponding substituted aniline (5.3 mmol) were suspended in 30 mL of dry chlorobenzene. Phosphorous trichloride (2.65 mmol) was added dropwise, and the reacting mixture was heated in the microwave reactor at maximal allowed power 500 W and 130 C, using infrared flask-surface control of temperature, for 15 min. The solvent was evaporated under reduced pressure, the solid residue washed with 2 M HCl, and the crude product was recrystallized from aqueous ethanol. All the studied compounds are presented in Table 1.

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; Gonec, Tomas; Kos, Jiri; Pesko, Matus; Dohanosova, Jana; Oravec, Michal; Liptaj, Tibor; Kralova, Katarina; Jampilek, Josef; Molecules; vol. 22; 10; (2017);,
Chloride – Wikipedia,
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These common heterocyclic compound, 89794-02-5, name is 4-Bromo-2-chlorotoluene, 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. Product Details of 89794-02-5

General procedure: 10.0 mmol of the specified boronic ester (I; R1), 30.0 mmol of magnesium turnings and 5.0 mmol of the salt (II) are suspended in a mixture of 3.40 g of anhydrous toluene and 0.73 g of anhydrous tetrahydrofuran in a dry four-neck flask under a nitrogen atmosphere with a mechanical stirrer, thermometer, metal condenser and pressure-equalized dropping funnel, and stirred vigorously for 30 min. The appropriate haloaromatic (III, R4) is added to this solution, at first in undiluted form, until the onset of exothermicity signals the start of the reaction. The remaining total amount of 30.6 mmol of haloaromatic is diluted with 10.0 g of anhydrous toluene and 10.0 g of anhydrous tetrahydrofuran and added dropwise at such a rate that the internal temperature does not exceed 45 C. On completion of addition, the reaction mixture is heated at reflux for 1 h or until the dissolution of the magnesium was complete. The resulting suspension is discharged onto 50 g of ice-water, and the resulting solids are isolated, washed with cold water and dried under reduced pressure. The composition of Examples 77-91 and selected physical properties are summarized in Table 3.

The synthetic route of 4-Bromo-2-chlorotoluene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Covestro Deutschland AG; ROeLLE, Thomas; BERNETH, Horst; HOeNEL, Dennis; BRUDER, Friedrich-Karl; (34 pag.)US2019/276479; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 210532-25-5, 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 210532-25-5 as follows.

1-(ethylsulfonyl)-3-fluorobenzene A stirred mixture of 3-fluorobenzenesulfonyl chloride (0.973 g, 5.00 mmol), sodium bicarbonate (0.84 g, 10.0 mmol), and sodium sulfite (1.16 g, mmol) was heated in water (7 mL) at 95-100 C. for 1 h under nitrogen. The reaction was cooled to ~50 C., treated with (nBu)4NBr (100 mg) and ethyl iodide (2.5 mL) and heated at 70 C. for 18 h. The reaction was cooled, treated with water (10 mL) and extracted with dichloromethane (3*15 mL). The extracts were dried with MgSO4 and concentrated in vacuo. Chromatography on silica gel eluding with an ethyl acetate:hexane gradient of 10:90 to 40/60 gave the title compound as a colorless oil (878 mg). MS (ES) m/z 189.0. Intermediates 2 to 11; 13-14Prepared according to a procedure similar to that described for Intermediate 1, using the appropriate halogenated arylsulfonylchloride and alkylating agent R-LG, and eluting with an appropriate eluent. Intermediate 31,3-difluoro-5-(methylsulfonyl)benzene; MS (EI) m/z 192.

According to the analysis of related databases, 210532-25-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bernotas, Ronald Charles; Ullrich, John William; Travins, Jeremy Mark; Wrobel, Jay Edward; Unwalla, Rayomand Jal; US2010/273816; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics