Category: chlorides-buliding-blocks

Application of 104-11-0, 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. 104-11-0 name is 1-(4-Chlorophenyl)-N-methylmethanamine, 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.

General procedure: A solution of 0.17g (1.40mmol) of N-benzylmethylamine, 0.20g (1.40mmol) of K2CO3 and 0.40g of (R,S)-3(4-bromobutyl)-5-phenyloxazolidin-2-one 23 in ACN was allowed to stirring under reflux for 6-12h and monitored by TLC until the reaction was completed. The hot solution was filtered and concentrated in vacuo to afford 0.29g (85.0mmol) of a chromatography pure yellow oil 2a.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(4-Chlorophenyl)-N-methylmethanamine, and friends who are interested can also refer to it.

Reference:
Article; Zampieri, Daniele; Vio, Luciano; Fermeglia, Maurizio; Pricl, Sabrina; Wuensch, Bernhard; Schepmann, Dirk; Romano, Maurizio; Mamolo, Maria Grazia; Laurini, Erik; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 712 – 726;,
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. 85462-59-5, name is 2-Bromo-5-chloro-4-fluoroaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Bromo-5-chloro-4-fluoroaniline

Step 1. Methyl trans-2-Amino-4-chloro-5-fluorocinnamate The title compound was prepared according to the procedure described in step 1 of Example 133 from 2-bromo-5-chloro-4-fluoroaniline (JP 01311056 A2, Nippon Kayaku Co., Ltd., Japan). 1H-NMR (CDCl3) delta: 7.69 (1H, d, J=15.8 Hz), 7.15 (1H, d, J=9.7 Hz), 6.74 (1H, d, J=6.4 Hz), 6.31 (1H, d, J=15.8 Hz), 3.81 (3H, s).

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; Nakao, Kazunari; Stevens, Rodney William; Kawamura, Kiyoshi; Uchida, Chikara; Koike, Hiroki; Caron, Stephane; US6608070; (2003); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 39191-07-6, These common heterocyclic compound, 39191-07-6, name is 1-(3-Chlorophenyl)-N-methylmethanamine, 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 stirred solution of Step 1 intermediate (100 mg, 0.64 mmol) in THF (6.0 mL) at 0C were added triethylamine (195 mg, 1.93 mmol) and 4-nitrobenzoyl chloride (132 mg, 0.70 mmol). The mixture was stirred for 2 h at room temperature. The reaction mixture was diluted with ethyl acetate (100 mL), washed with saturated aqueous sodium bicarbonate solution (20 mL)and saturated ammonium chloride solution (20 mL). The organic layer was washed with water (30 mL) and dried over anhydrous sodium sulfate. The residue thus obtained was purified by silica gel column chromatography to yield 152 mg of titled compound. ?H NMR (300 MHz,DMSO-d6): oe 2.82 (s, 3H), 2.94 (s, 2H), 7.38-7.44 (m, 5H), 7.68-7.77 (m, 3H).

The synthetic route of 39191-07-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; DAS, Sanjib; GHARAT, Laxmikant Atmaram; HARDE, Rajendra Laxman; THOMAS, Abraham; KHAIRATKAR-JOSHI, Neelima; SHAH, Daisy Manish; BAJPAI, Malini; (98 pag.)WO2017/199103; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 102-49-8,Some common heterocyclic compound, 102-49-8, name is 3,4-Dichlorobenzylamine, molecular formula is C7H7Cl2N, 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 stirred solution of tosylate 1 (100 mg, 0.29 mmol) in Acetone or CHCl3 (3 mL) was slowly added amine 2 (0.58 mmol) and ketone 3 (0.87 mmol). Then p-TsOH (25 mg, 0.145 mmol)was addedto the reaction mixture. The resultant mixture was stirred at 60 C for 24 h until the reaction was completed as indicated by TLC. The reaction mixture was concentrated in vacuo, and then extracted with saturated aqueous NaHCO3 and CH2Cl2. The organic layer was dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to give 4 or 5 as syrups.

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

Reference:
Article; Yuan, Wen; Xia, Jianhui; Zhang, Xiaoke; Liang, Peng; Zhang, Jichao; Jiao, Wei; Shao, Huawu; Tetrahedron; vol. 72; 27-28; (2016); p. 3994 – 4000;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 57946-56-2,Some common heterocyclic compound, 57946-56-2, name is 4-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.

A solution of 4-chloro-6-hydroxy-7-methoxyquinoline (3.0 g, 14 mmol) and 4-chloro-2-fluoroaniline (3.5 g, 23 mmol) in cyclohexanol (100 ml) containing 1M ethereal hydrogen chloride (16 ml) was heated at 155 C. for 18 hours.. After cooling the mixture was diluted with ether and isohexanes and the precipitate was collected by filtration.. The crude product was dissolved in a mixture of methylene chloride/methanol/ammonia (100/10/1) and silica (10 g) was added.. The solvent was removed by evaporation and the resulting powder was purified by flash chromatography eluding with methylene chloride/methanol/ammonia (95/5/1 increasing to 80/20/1) to give 4-(4-chloro-2-fluoroanilino)-6-hydroxy-7-methoxyquinoline (1.12 g, 25%). 1H NMR Spectrum: (DMSOd6) 3.95 (s, 3H); 6.30 (m, 1H); 7.25 (s, 1H);7.35 (m, 2H); 7.55 (m, 2H); 8.20 (d, 1H); MS (ESI): 319 [MH]+.

The synthetic route of 57946-56-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; Zeneca Pharma S.A.; US6809097; (2004); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, 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 4584-46-7, Product Details of 4584-46-7

The experimental equipment used in this study was a Vapourtec R4/R2+ flow reactor. Stock A: Ginkgolide B (4.4g), acetonitrile (100mL). Stock B: DECH (2.15g), potassium iodide (0.332g), acetonitrile (90mL), water (10mL). Initially, two flows were pumped into micromixer LH 25. Upon mixing together, the mixture entered the packed bed microreactor filled with acid-binding agents. The total volume of the packed bed microreactor was 24.5mL. However, the remaining volume was 4.5mL when the microreactor was filled with calcium carbonate (2.5g). The volumetric flow rate of stock A/B was 0.75mL/min. That is to say, the residence time in the microreactor was 3min. Upon completion at a set temperature for the appropriate residence time, the obtained organic layer was concentrated under vacuum and further purified by column chromatography on silica gel (MeOH/CH2Cl2=1:50). Dimethylaminoethyl ginkgolide B: 1H NMR (DMSO-d6, 300MHz): delta 7.12 (s, 1H), 6.32 (s, 1H), 6.12 (s, 1H), 5.31 (d, 1H, J=3.6Hz), 5.12 (s, 1H), 4.54 (d, 1H, J=7.5Hz), 4.35-4.41 (m, 1H), 4.07 (d, 1H, J=7.2Hz), 3.55-3.59 (m, 1H), 2.81-2.88 (m, 1H), 2.57-2.64 (m, 1H), 2.32 (d, 1H, J=12.6Hz), 2.18 (s, 6H), 2.11-2.12 (m, 1H), 1.83-1.94 (m, 1H), 1.71-1.77 (m, 1H), 1.11 (d, 3H, J=6.9Hz), 1.04 (m, 9H). 13C NMR (DMSO-d6, 300MHz): delta 176.44, 173.02, 170.18, 109.59, 98.40, 92.78, 82.00, 78.62, 74.36, 74.00, 72.19, 67.52, 64.11, 57.44, 48.64, 43.71, 41.62, 40.09, 39.81, 39.53, 39.25, 38.98, 36.57, 31.75, 28.58. HRMS calcd. for C24H33NO10 496.2177 [M+H], found 496.2196.

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; Qin, Yin-Lin; He, Wei; Su, Mei; Fang, Zheng; Ouyang, Ping-Kai; Guo, Kai; Chinese Chemical Letters; vol. 27; 10; (2016); p. 1644 – 1648;,
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. 627-42-9, name is 2-Methoxyethyl chloride, A new synthetic method of this compound is introduced below., 627-42-9

General procedure: NaBH4 (23 mg, 0.60 mmol, 3.0 eq.) was portionwise added to a solution of 4,4′-diselanediyldibenzenesulfonamide 1 (94 mg, 0.20 mmol, 1.0 eq.) in EtOH (2 mL) at 0 C under inert atmosphere (N2). After 30 min, the halo-alkyl 2a-f (0.36 mmol, 2.1 eq.) was slowly added and the reaction mixture was stirred at reflux for 3 h, until complete consumption of the starting material was observed by TLC. The reaction was quenched by addition of saturated aq. NH4Cl (2 mL) and diluted with EtOAc (5 mL). The layers were separated and the aqueous layer was extracted with EtOAc (2 x 5 mL), dried over Na2SO4, filtered and concentrated under vacuum. The crude material was purified by flash chromatography to yield selenides (3a-f) bearing benzenesulfonamide moiety.

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:
Article; Angeli, Andrea; di Cesare Mannelli, Lorenzo; Lucarini, Elena; Peat, Thomas S.; Ghelardini, Carla; Supuran, Claudiu T.; European Journal of Medicinal Chemistry; vol. 154; (2018); p. 210 – 219;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 202197-26-0, A common heterocyclic compound, 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, molecular formula is C13H11ClFNO, 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 round bottle, isopropanol (20 mL), 3-bromoaniline (0.62 g, 3.6 mmol), 4-cholo-6-iodo-quinazoline 15 (0.87 g, 3 mmol) andtriethylamine (0.36 g, 3.6 mmol) was added. The resulting reactionmixture was stirred at room temperature for 6 h and then at refluxfor another 3 h. After cooling to room temperature, the yellow solidwas collected by suck filtration, wash with isopropanol, water andether sequentially, and dried at 50 C to afford compound 12a as ayellow solid (0.74 g, 69% yield)

The synthetic route of 202197-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lin, Songwen; Li, Yingbo; Zheng, Yufen; Luo, Laichun; Sun, Qi; Ge, Zemei; Cheng, Tieming; Li, Runtao; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 442 – 458;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 51114-68-2, 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. 51114-68-2, name is 3-Chloro-2-methoxyaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 40; This Example. illustrates the preparation of(2-chloro-6-{4-[4-(3,4-dichloro- phenoxy)-piperidin-1-ylmethyl]-piperidin-1-yll-phenoxy)-acetic acid; To a solution of 4-[4-(3,4-dichloro-phenoxy)-piperidin-1-ylmethyl]-cyclopentane- 1,2-diol (0.54 g) in dichloromethane (20 mL), was added lead tetraacetate (0.99 g) and potassium carbonate (0.25 g). The mixture was stired at room temperature for 1.5 h, then 3-chloro-2-methoxy-aniline (0.26 g) and sodium triacetoxyborohydride (0.64 g) were added. After a further 2 h the mixture was partitioned between dichloromethane and sodium hydrogen carbonate solution (sat. ) and the organics were dried over sodium sulfate. Concentration in vacuo gave a brown gum, that was taken up in dichloromethane (20 mL) and treated dropwise with boron tribromide (1.0 M soln in dichloromethane, 12.4 mL) and stirred at RT for 1 h. The reaction was diluted with methanol (100 mL) and concentrated in vacuo. The residue was partitioned between ethyl acetate and sodium hydrogen carbonate solution (sat. ) and the organics were dried over sodium sulfate and concentrated in vacuo. The residue was subject to reversed phase HPLC (Xterra column, eluting 50% to 95% acetonitrile in aqueous ammonia (0.2%) ), yielding 2-chloro-6-{4-[4-(3,4-dichloro- phenoxy)-piperidin-1-ylmethyl]-piperidin-1-yl]-phenol (0.12 g). The phenol was dissolved in DMF (5 mL) ; potassium carbonate (0.03 g) and methyl bromoacetate (0.15 g) were added. The reaction was heated at 70 C for 2 h and then partitioned between sodium hydrogen carbonate solution (sat. ) and diethylether. The organics were dried over sodium sulfate and concentrated in vacuo. The residue was dissolved in THF:water (1:1,5 5 mL) and lithium hydroxide (0.02 g) was added. The reaction was stirred at RT for 1 hr and then concentrated in vacuo. The residue was dissolved in water (5 mL) and neutralised with the dropwise addition ofHCl (1 M) to precipitate the title compound (0.03 g) as a white solid which was collected by filtration. ¹H NMR No. (DMSO) (d, 1H), 7.26 (d, 1H), 7.14 – 6.95 (m, 4H), 4.57 (s, 2H), 4.49 – 4.39 (m, 1H), 2.75 – 2.55 (m, 2H), 2.49 – 2.36 (m, 2H), 2.29 – 2.16 (m, 4H), 2.00 – 1.87 (m, 2H), 1.86 – 1.73 (m, 2H), 1.67 – 1.54 (m, 2H), 1.32 – 1.14 (m, 2H), 3.57 – 3.13 (m, 3H); MS [M-H] -=525/527 (APCI-).

The synthetic route of 3-Chloro-2-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2005/97775; (2005); A1;,
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. 106-39-8, name is 1-Bromo-4-chlorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-Bromo-4-chlorobenzene

General procedure: To a round bottle with a magnetic stir bar, ligand (0.01% mmol), PdCl2 (0.01% mmol), aryl halides (1.0 mmol), phenylboronic acid (1.2 mmol), K2CO3 (2.0 mmol) and 6 ml of solvent were added. The reaction mixture was conducted at room temperature for the required time, and then the solvent was removed under reduced pressure. The residual was diluted with Et2O (5 mL), followed by extraction twice (2×5 mL) with Et2O. The organic layer was dried with anhydrous MgSO4, filtered and evaporated under vacuum. The conversions rates were analyzed by gas chromatography, based on the peak area normalization method. The corrected factor was determined by samples against a standard of n-heptane. The crude products were purified by silica-gel column chromatography using petroleum ether-ethyl acetate (20:1) as an eluent, and the isolated yield was then calculated based on the feeding of the aryl halide. The isolated corresponding products were characterized by 1H NMR and 13C NMR.

According to the analysis of related databases, 106-39-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhou, Zhen; Cao, Gao; Liu, Ning; Chemistry Letters; vol. 48; 6; (2019); p. 547 – 550;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics