Tag: M.W=100-200

Related Products of 2845-89-8, 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. 2845-89-8 name is 1-Chloro-3-methoxybenzene, 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.

Pd(OAc)2 or Pd2(dba)3/2-Catalyzed Amination of Aryl chlorides (Table 5).General Procedure: An oven-dried Schlenk flask equipped with a magnetic stirring bar was charged with Pd(OAc)2 or Pd2(dba)3 (x mol %, see Table 5) and NaO-t-Bu (1.5 mmol) or Cs2CO3 (1.5 mmol). Amine (1.2 mmol) and aryl chloride (1.0 mmol) were also added at this time if they were solids. The flask was capped with a rubber septum, evacuated and then flushed with argon. This cycle was repeated three times. Ligand 2 (2x mol %, see Table 5) was then added via syringe from a stock solution. Aryl chloride (if a liquid, 1.0 mmol), amine (if a liquid, 1.2 mmol) and toluene (3 mL) were then successively added by syringe. The reaction mixture was heated at 110 C. until the starting material had been completely consumed as judged by TLC (24 hours). The mixture was cooled to room temperature, adsorbed onto silica gel and then purified by column chromatography (hexanes/ethyl acetate as eluent).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Chloro-3-methoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; Iowa State University Research Foundation, Inc.; US7385058; (2008); B1;,
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. 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, A new synthetic method of this compound is introduced below., Recommanded Product: 1871-57-4

3-chloro-2-chloromethyl-1-propene (4.28 g), N, N-dimethylformamide (50 mL),To a mixture of sodium hydride (purity> 55%, 2.99 g),Under ice cooling, a solution of tert-butyl N- (2-hydroxypropyl) carbamate (5.00 g, CAS number: 95656-86-3) in tetrahydrofuran (20 mL) was added dropwise.The mixture was stirred at room temperature for 2.5 hours. After acetic acid (4.08 mL) was added to the reaction solution, water was added and the reaction mixture was extracted with ethyl acetate. Water organic layer,The extract was washed successively with saturated saline and dried over anhydrous magnesium sulfate.After filtration and concentration under reduced pressure, the obtained residue was subjected to silica gel column chromatography (n-hexane / ethyl acetate) three times,The title compound (2.61 g) was obtained as an oil.

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; Daiichi Sankyo Healthcare Co Ltd; Naito, Hiroyuki; Suzuki, Takayuki; Murata, Takeshi; Kawai, Junya; Higuchi, Saito; (99 pag.)JP2020/45306; (2020); A;,
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 13726-14-2 as follows. Product Details of 13726-14-2

To a solution of 4-chloro-3-methoxyaniline (50 g, 3 i 7 mmol) and DIPEA (i iO mE, 635 mmol) in CH2C12 (700 mE) was added acetic anhydride (36 mE, 38i mmol) drop wise at 00 C. and the reaction mixture was stirred at room temperature for 3 h. The reaction then was quenched with water (250 mE) and the organic layer was separated. The aqueous layer was extracted with CH2C12 (iOO mEx3). The combined organic layers were dried (Na2504), concentrated and purified by flash chromatography with CH2C12/MeOH to give N-(4-chloro-3-methoxy phenyl)acetamide (7i g, quantitative yield) as a white solid.

According to the analysis of related databases, 13726-14-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Forma Therapeutics, Inc.; Lin, Jian; Ericsson, Anna; Campbell, Ann-Marie; Gustafson, Gary; Wang, Zhongguo; Diebold, R. Bruce; Ashwell, Susan; Lancia, Jr., David R.; Caravella, Justin Andrew; Lu, Wei; (57 pag.)US2016/311818; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 29671-92-9, A common heterocyclic compound, 29671-92-9, name is Carbamimidic chloride hydrochloride, molecular formula is CH4Cl2N2, 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 306 Synthesis of 2-aminothieno[2,3-d]pyrimidin-4(3H)-one A mixture of ethyl 2-aminothiophene-3-carboxylate (0.5 g, 3.18 mmol), chloroformamidine hydrochloride (0.91 g, 7.95 mmol) and dimethylsulfone (1.50 g, 15.9 mmol) was heated at 120-130 C. for 30 minutes. After cooling down to room temperature, water (10 ml) was added and ammonium hydroxide was used to neutralize the suspension. The solid was filtered off, washed with water and dried. The crude residue was purified by flash chromatography on silica gel (CH2Cl2/MeOH 10:1) to yield the title compound as a white solid (0.24 g, 45%). 1H NMR (300 MHz, DMSO, 25 C.): delta=10.89 (s, 1H, NH), 7.09 (d, J=5.8 Hz, 1H, CH), 6.97 (d, J=5.8 Hz, 1H, CH), 6.52 (s, 2H, NH2) ppm. HRMS: calcd for C6H6N3OS 168.02316. found 168.02239.

The synthetic route of 29671-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Katholieke Universiteit Leuven, K.U. Leuven R&D; Herman, Jean; Louat, Thierry; US2014/88088; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 445-13-6, name is 3-Chloro-4-(trifluoromethyl)aniline, 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 445-13-6, Computed Properties of C7H5ClF3N

Following the procedure of N. Ikemoto et al. (Tetrahedron, 59:1317 (1998)), 3-chloro-4-trifluoromethylaniline (890 mg, 4.6 mmol, Ryan Scientific) in CH3CN (37 mL) was added to a 250 mL round-bottomed flask. The flask was cooled in an ice bath, and HOAc (3.7 mL) and HCl (12 M, 1.8 mL) were added. Sodium nitrite (380 mg, 5.5 mmol, Aldrich) in 0.77 mL of H2O was added in 0.15 mL portions every 2 min until all of the solution had been added (total time ca. 9 min). After 25 min, sulfur dioxide (Aldrich) was bubbled into the reaction mixture for 1.25 h. Copper(II)chloride (780 mg, 5.8 mmol, Aldrich) in 1.5 mL of water was then added to the reaction mixture. Gas evolution occurred, and the reaction was warmed to RT and stirred overnight. After the lower boiling solvents were removed in vacuo, water was added, and the mixture was extracted with CH2Cl2 (3¡Á). The combined organic layers were washed with water, dried over MgSO4, filtered and concentrated in vacuo to give the crude material as a brownish oil with solid in it. The compound did not ionize well, but an aliquot, when treated with propylamine, provided the propylarylsulfonamide adduct with a ESI-MS, -ion, m/z=300.2 (M-1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-4-(trifluoromethyl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; Amgen Inc.; Array Biopharma, Inc.; US2005/234044; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 870-24-6, A common heterocyclic compound, 870-24-6, name is 2-Chloroethanamine hydrochloride, molecular formula is C2H7Cl2N, 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.

2-(4-Methoxyphenylthio)ethanamine (1) 4-Methoxythiophenol (50 g, 0.357 mol), 2-chloroethylamine monohydrochloride (39.8 g, 0.343 mol.), K2CO3( 78.8 g, 0.57 mol) and diisopropyl ethylamine (32 mL, 0.178 mol) were mixed in 200 mL of THF. The mixture was degassed for 5 min. under reduced pressure and refluxed under argon overnight. The solvent was removed and water (300 mL) was added to the flask. The mixture was extracted with dichloromethane (3 x 200 mL). The organics were collected, dichloromethane was removed and 50 mL conc. HCl was added, followed by 200 mL of water. The solution was extracted with 1:1 EtOAc/hexane (3 x 200 mL). The aqueous layer was adjusted to pH 10 with 2 M NaOH, and was extracted with dichloromethane (3 x 200 mL). The combined organic solution was dried over anhydrous sodium sulfate. Removal of solvent provided 61 g of the target compound as a colorless liquid, with a yield of 97%. 1H-NMR (300 MHz, CDCl3): 7.35(d, J = 8.7 Hz, 2H), 6.81 (d, J= 8.7 Hz, 2H), 3.77 (s, 3H), 2.88-2.80 (m, 4H), 1.44 (s, 2H).

The synthetic route of 870-24-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Les Laboratoires Servier; Armgo Pharma, Inc.; Yan, Jiaming; Belvedere, Sandro; Webb, Yael; Bertrand, Marc; Villeneuve, Nicole; EP2653466; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 13078-80-3,Some common heterocyclic compound, 13078-80-3, name is 2-(2-Chlorophenyl)ethanamine, molecular formula is C8H10ClN, 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.

4-Chloro-7- (3-chloropyridin-2-yl)-2- [ (R, R) -2, 6-dimethylmorpholin4-ylmethyl]-quinazoline (30mg, 0. 074mmol) is dissolved in 1. 6mL CH3CN. 2-(2-Chlorophenyl) ethylamine (13mg, 0. 081mmol) is added and the reaction mixture is heated at 80C until the starting chloride is consumed. Upon cooling to room temperature, the reaction mixture is concentrated in vacuo. The residue is diluted with EtOAc and washed with 10% NaOH solution. The organic phase is concentrated and the product purified by preparative TLC, eluting with 9/1 CH2Cl2/MeOH to afford [2- (2-chlorophenyl) ethyl]- [7- (3-cl-iloropyridin-2-yl)-2- ( (R, R) -2, 6-dimethyhnorpholin-4-ylmethyl)- quinazolin-4-yl]-amine.’H NMR 8 : (CDC13, recorded on Gemini 300MHz NMR) 8.63 (dd, 1H, J=4.6Hz, J=1. 6Hz), 8.23 (d, 1H, J=1. 4Hz), 7.84 (dd, 1H, J=7.9Hz, J=1. 4Hz), 7.73 (dq, 2H, J=8. 5Hz, J=1. 6Hz), 7.40 (dd, 1H, J=5. 5Hz, J=4. 1Hz), 7.41-7. 12 (m, 3H), 5.85 (br s, 1H), 4.13-4. 06 (m, 2H), 3.99 (q, 1H, J=6. 5Hz), 3.83 (d, 1H, J=14. 0Hz), 3.65 (d, 1H, J=14. 0Hz), 3.21 (t, 2H, J=6.8Hz), 2.70 (dd, 2H, J=11. 3Hz, J=3.3Hz), 2.46 (dd, 2H, J=11.3Hz, J=5.8Hz), 1. 27 (d, 6H, J=8.3Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(2-Chlorophenyl)ethanamine, its application will become more common.

Reference:
Patent; NEUROGEN CORPORATION; WO2005/87227; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 53145-38-3, 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. 53145-38-3, name is 2-Chloro-6-fluoroanisole, This compound has unique chemical properties. The synthetic route is as follows.

2-Chloro-6-fluoroanisole (24.5 g, 0.153 mol) was dissolved in anhydrous THF (150 mL) under a nitrogen atmosphere. The solution was cooled to -60 C., and n-BuLi (67 mL of 2.5 M solution in hexane, 0.168 mol) was added dropwise over 30 min. During the addition the reaction warmed to -48 C. The reaction mixture was stirred for 30 min at -50 C. and then cooled to -60 C. Anhydrous ZnCl2 (25 g, 0.183 mol) was added to the reaction mixture first by addition as a solid and then by addition of a solution in anhydrous THF. The reaction mixture was stirred at -45 C. for 2.5 h until nearly all of the solid ZnCl2 had dissolved. The reaction solution was allowed to warm to room temperature, and solvent was evaporated by a nitrogen purge. The residue was redissolved in THF to form a stock solution.

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-6-fluoroanisole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DOW AGROSCIENCES LLC; US2010/311594; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 445-13-6, A common heterocyclic compound, 445-13-6, name is 3-Chloro-4-(trifluoromethyl)aniline, molecular formula is C7H5ClF3N, 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.

A solution of 4-amino-2-chlorobenzotrifluoride (9.780 g; 50.007 mmol) in MeCN (65 ml) was treated with copper(ll) bromide (1 1.169 g; 50.007 mmol), and the green heterogeneous mixture was heated to 45C. A solution of tert-butyl nitrite (6.53 ml; 55.008 mmol) in MeCN (10 ml) was then added dropwise over 30 min., and the resulting mixture was further stirred at 45C for 2h20. The dark heterogeneous reaction mixture was allowed to cool to rt, and was directly purified by FC (DCM). After concentration to dryness under reduced pressure, the expected product 4-bromo-2-chloro-1-trifluoromethyl-benzene was obtained as a yellow oil (12.82O g; 50%). LC-MS: tR = 1.10 min.; [M+H]+: no ionisation.

The synthetic route of 445-13-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2008/78291; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 42265-67-8, name is 4-(tert-Butyl)-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 42265-67-8, Recommanded Product: 4-(tert-Butyl)-2-chloroaniline

c) Compound 1.4; To a solution of compound 1.3 (765 mg, 4.16 mmol) in CH2CI2 (5 mL) was added di-2- pyridylthiocarbonate (966 mg, 4.16 mmol). The solution was stirred at room temperature overnight. The reaction mixture was washed successively with saturated aqueous NaHC03 solution and brine, dried (MgS04), filtered and concentrated under reduced pressure to give compound 1.4 (930 mg, 99%yield).

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:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; BOEHRINGER INGELHEIM PHARMA GmbH & CO KG; WO2005/118575; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics