Author: Jessica.F

Reference of 33786-89-9, 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. 33786-89-9, name is 5-Chloro-m-phenylenediamine, This compound has unique chemical properties. The synthetic route is as follows.

REFERENCE EXAMPLE 75 To a solution of 5-chloro-1,3-benzenediamine (7.48 g) in tetrahydrofuran (50 ml) was added slowly a 1.5M solution of n-butyl lithium in n-hexane (27.3 ml) at 0 C. The resultant mixture was stirred for 30 minutes at 0 C. To the mixture was added a solution of 3-chloro-6-fluorobenzo[d]isoxazole (1.8 g) in tetrahydrofuran (5 ml). After stirring for 15 minutes at 0 C. and for an hour at ambient temperature, the reaction mixture was poured into a mixture of water and ethyl acetate. The separated organic layer was washed well with 1N-hydrochloric acid and dried over potassium carbonate. After evaporation under reduced pressure, the residue was crystallized from methanol to give 5-chloro-N-(6-fluorobenzo[d]isoxazol-3-yl)benzene-1,3-diamine (1.54 g). APCI-Mass: 278 (m/z, (M+H)+) NMR(DMSO-d6, delta): 5.50(2H, s), 6.24(1H, t, J=3.7 Hz), 6.88(2H, t, J=1.9 Hz), 7.27(1H, dt, J=2.1, 9.0 Hz), 7.57(1H, dd, J=2.1, 9.0 Hz), 8.09-8.22(1H, m), 9.47(1H, s).

The chemical industry reduces the impact on the environment during synthesis 5-Chloro-m-phenylenediamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Yamada, Akira; Spears, Glen; Hayashida, Hisashi; Tomishima, Masaki; Ito, Kiyotaka; Imanishi, Masashi; US2003/176454; (2003); A1;,
Chloride – Wikipedia,
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Reference of 328-84-7, These common heterocyclic compound, 328-84-7, name is 3,4-Dichlorobenzotrifluoride, 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.

Example 15 Preparation of Compound No. 77 To a solution of 5-nitroindazole in N,N-dimethylformamide (20 g), 60% sodium hydride (0.5 g) was added slowly, and the resultant mixture was stirred while cooling with ice for 30 minutes. To the mixture, 3,4-dichlorobenztrifluoride (2.2 g) was added, and the resultant mixture was stirred at 80 C. for 2 hours. After completion of the reaction, the reaction mixture was poured into water and extracted with ethyl acetate. The extract was concentrated and the residue was purified by silica gel column chromatography with hexane-ethyl acetate (4:1) to give 1-(2-chloro-4-trifluoromethylphenyl)-5-nitroindazole (2.1 g).

The synthetic route of 328-84-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical Company, Limited; US5266556; (1993); 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. 13726-14-2, name is 4-Chloro-3-methoxyaniline, A new synthetic method of this compound is introduced below., SDS of cas: 13726-14-2

A mixture of 26 (0.25 mmol), 3-chloro-4-methoxyaniline (0.75 mmol), TEA (0.75 mmol) and NaI (0.025 mmol) in NMP (2 mL) was heated to 130 C. and stirred overnight. The mixture was diluted with AcOEt (10 mL) and washed with H2O (2¡Á10 mL). The organic layers were dried over Na2SO4, filtered and evaporated under reduce pressure. Flash Chromatography (eluent: 5% MeOH in AcOEt) gave the desired product L (10% yield). MS ESI (m/z) 407 (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; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; Landry, Donald W.; Deng, Shixian; Arancio, Ottavio; Fiorito, Jole; Wasmuth, Andrew; (41 pag.)US10626113; (2020); B2;,
Chloride – Wikipedia,
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Application of 102-49-8, A common heterocyclic compound, 102-49-8, name is 3,4-Dichlorobenzylamine, molecular formula is C7H7Cl2N, 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.

To a mixture of 0.5 g (2.7 mmol, 1.0 eq.) of 5-nitroanthranilic acid, 0.5 g (3.3 mmol, 1.2 eq.) of HOBt monohydrate and 0.63 g (3.3 mol, 1.2 eq.) of EDC in 30 mL of CH2Cl2 was added 0.4 mL (3.0 mmol, 1.1 eq.) 3,4-dichlorobezylamine and the mixture stirred at room temperature for 2 hours. The mixture was diluted with 40 mL of sat. NH4Cl solution. The organic phase was dried (NaSO4) and the solvent removed in vacuo. The residue was dried under high vacuum to provide N-(3,4-dichlorobenzyl)-2-amino-5-nitrobenzamide

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; Koltun, Dmitry; Parkhill, Eric; Boze, Melanie; Zablocki, Jeff; Vasilevich, Natalya; Mayboroda, Elena; Glushkov, Andrei; Cole, Andrew; Chisholm, Jeffrey; US2008/255161; (2008); 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. 33863-76-2, name is 1-Bromo-3-chloro-5-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1-Bromo-3-chloro-5-fluorobenzene

A solution of 1-bromo-3-chloro-5-fluorobenzene (50.0 g, 239 mmol) in DMF (300 ml.) was treated with sodium methoxide (15.5 g, 286 mmol) and the reaction was stirred overnight at rt. The mixture was diluted with ethyl acetate (500 ml.) and washed with water (700 ml_). The organic layer was isolated, washed with brine, dried over magnesium sulfate, filtered, and concentrated to give 51.0 g of the title compound which was used without purification. 1H NMR (DMSOd6) ¡ì 7.23 (t, 1 H), 7.13 – 7.15 (m, 1 H), 7.05 (t, 1 H), 3.77 (s, 3 H).

The synthetic route of 33863-76-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157330; (2008); A1;,
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 13078-79-0 as follows. Recommanded Product: 2-(3-Chlorophenyl)ethanamine

ii) N3-[2-(3-Chlorophenyl)ethyl]-N-(2,2-dimethylpropyl)-N-(2-{[2-(4-hydroxy-2-oxo-2,3- dihydro-1 ,3-benzothiazol-7-yl)ethyl]amino}ethyl)-beta-alaninamide bis-trifluoroacetic acid salt; Example 7 step i) (110 mg) was dissolved in ethanol (1.5 ml), 3-chlorophenethylamine (101 mg, 90 ul) was added and the mixture was stirred at 5O0C for 18 h. The solvents were removed in vacuo and the residue was re-dissolved in dichloromethane (0.5 ml). This solution was cooled in an ice/water bath, hydrogen bromide 30 wt % solution in acetic acid (0.5 ml) was added, and the mixture was stirred at room temperature for 2 h. Toluene (1 ml) was added to the reaction and all solvents were removed in vacuo. The residue was azeotroped with toluene, then ethanol (x2) before being purified by reverse phase HPLC (5-45% acetonitrile in aqueous TFA) to give the title compound (62 mg).1H NMR delta (DMSO) 11.76-11.72 (IH, m), 10.16-10.12 (IH, m), 8.84-8.76 (IH, m), 8.68-8.48 (3H, m), 7.40-7.31 (3H, m), 7.27-7.22 (IH, m), 6.88-6.83 (IH, m), 6.77-6.73 (IH, m), 3.59 (2H, t), 3.28-3.07 (1OH, m), 2.95 (2H, t), 2.87-2.75 (4H, m), 0.98-0.87 (9H, m). MS (Multimode +) 533 [(M-salt)+H]+

According to the analysis of related databases, 13078-79-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/75026; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 106131-61-7,Some common heterocyclic compound, 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine, molecular formula is C2Cl2N4, 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 a 100 mL round bottom flask, was introduced the diol(0.33 mmol), s-collidine (0.39 mmol) and 20 mL of dry dichloromethane and the mixture was stirred at room temperature. 3,6-dichloro-s-tetrazine 1 (0.66 mmol) was dissolved in dry dichloromethane and added dropwise in the flask. After2 h the reaction is complete (TLC) and the solvent removed under reduced pressure. The crude residue was purified by column chromatography on silica gel (eluent petroleumether/ethyl acetate 1/1). Compound 4a was isolated as pink solid in 42 % yield(0.19 g). M. p.: 100 C.1H NMR (400 MHz, Acetone-d6): delta (ppm) 5.46 (t, 4H,3JH-F = 13.19 Hz, (CF2)8CH2 – O). 13CNMR (100MHz, Acetone-d6): delta (ppm) 167.1 (CTz-O);166 (CTz-Cl); 100-120 ((CF2)8); 65.4 (t, 2JC-F = 25.83 Hz,(CF2)8CH2 – O).19F NMR (376 MHz, Acetone-d6): delta (ppm) -119.99(m, 4F); -122.29 (m, 8F); -123.92 (m, 4F).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,6-Dichloro-1,2,4,5-tetrazine, its application will become more common.

Reference:
Article; Guermazi, Refka; Royer, Lorna; Galmiche, Laurent; Clavier, Gilles; Audebert, Pierre; Hedhli, Ahmed; Journal of Fluorescence; vol. 26; 4; (2016); p. 1349 – 1356;,
Chloride – Wikipedia,
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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 63624-28-2 as follows. Safety of 2,4-Dimethoxybenzene-1-sulfonyl chloride

A solution of 0.28 g of the compound from Preparation 2.1 in 10 ml of THF is cooled to -30 C., 0.073 g of potassium tert-butoxide is added and the mixture is left stirring while allowing the temperature to rise to 0 C. The reaction mixture is cooled to -60 C., 0.147 g of the compound from Preparation 3.1 is added and the mixture is left stirring at 20 C. overnight. The reaction mixture is hydrolyzed by addition of water, extraction is carried out with AcOEt, the organic phase is dried over Na2SO4 and the solvent is evaporated under vacuum. The expected compound is obtained.

According to the analysis of related databases, 63624-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI-AVENTIS; US2011/59955; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 2401-24-3, The chemical industry reduces the impact on the environment during synthesis 2401-24-3, name is 2-Chloro-5-methoxyaniline, I believe this compound will play a more active role in future production and life.

4-Bromo-3-methylpyridine (Astatech catalog No.56516, 0.3 g, 1.744 mmol), 2-(dicyclohexylphosphino)-2′,4′,6′-tri-1-propyl-1,1′-biphenyl (0.062 g, 0.131 mmol), cesium carbonate (0.682 g, 2.093 mmol), anhydrous toluene (5 mL) and palladium (II) acetate (0.020 g, 0.087 mmol) were added to a microwave vial. Then, 2-chloro-5-methoxyaniline (0.289 g, 1.831 mmol) was added. The vial was purged with argon twice. The reaction was heated to 100 C. for 16 hours. The crude reaction mixture was filtered with celite. The celite was rinsed repeatedly with ethyl acetate to collect the crude product mixture. A normal-phase column was run (ethylacetate/hexanes) to give N-(2-chloro-5-methoxyphenyl)-6-methoxy-2-methylpyridin-3-amine (0.41 g, 95% yield).

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-Chloro-5-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; OssiFi Inc.; Ellies, Debra; Rey, Jean-Philippe; Kimball, F. Scott; US2014/288068; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 1996-30-1, name is 3-Bromo-4-fluorochlorobenzene, molecular formula is C6H3BrClF, 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 3-Bromo-4-fluorochlorobenzene

A solution of 2-bromo-4-chloro-1-fluorobenzene (175 .iL, 1.377 mmol) in THF (4.59 mL) at -78 C was treated with n-BuLi (2.6 M, 741 jiL, 1.928 mmol) and the reaction mixture was stirred for 30 mm. To this was added tert-butyl 4- (methoxy(methyl)carbamoyl)piperidine-1-carboxylate (250 mg, 0.918 mmol) in one portion. The cooling bath was removed and the resulting reaction mixture was allowed to warm to rt and stirred for 1.5 h. Purification by automated flash silica gel chromatography using 10% EtOAc in hexanes afforded tert-butyl 4-(5-chloro-2-fluorobenzoyl)piperidine-1-carboxylate (287.9 mg, 92%) as a yellow oil. ESI-MS mlz [M+Na]+ 364.20.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1996-30-1, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; HITCHCOCK, Stephen; HOPKINS, Maria; KIKUCHI, Shota; MONENSCHEIN, Holger; REICHARD, Holly; SUN, Huikai; MACKLIN, Todd; WO2015/123505; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics