Month: January 2021

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. 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 13078-79-0

Example 4; [0215] 14-[2-(3-Chlorophenyl)ethylearbamoyllthiazol-2-ylmethyllcarbamic acid tert- butyl ester: 2- (Boc-aminomethyl)thiazole-4-carboxylic (0.5 g, 1.9 mmol) and HATU (0.81 g, 2.1 mmol) were weighed into a flask. DMF (7 mL) and DIEA (0.68 mL, 3.9 mmol) were added. The mixture was stirred for 10 minutes. 2-(3- Chlorophenyl)ethylamine (0.3 g, 1.9 mmol) was added and reaction mixture was stirred for 12 hours. The mixture was diluted EtOAc and water. The layers were separated and the aquous layer was extracted with 3 x EtOAc. The combined organic layers were washed with 5% aqueous lithium chloride and brine, dried over sodium sulfate, filtered, and concntrated in vacuo. The material was purifed by filtration through a plug of silica gel with 1: 1 EtOAc: hexane to afford the title compound (0.73 g, 95%) : 1H NMR (400 MHz, d6-DMSO) : 8.42 (t, 1H), 8.10 (s, 1H), 7.85 (t, 1H), 7.27 (m, 3H), 7.16 (m, 1H), 4.38 (d, 2H), 3.46 (q, 2H), 2.82 (t, 2H), 1.39 (s, 9H) ; MS (ESI-LCMS) for C14H14ClN3O3S: 340 (MH-tBu+).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 13078-79-0.

Reference:
Patent; EXELIXIS, INC.; WO2005/97765; (2005); 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. 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, A new synthetic method of this compound is introduced below., Recommanded Product: 461432-23-5

Under argon protection conditions,300 mL of dried tetrahydrofuran (THF) was added to a 1 L three-necked flask,5-bromo-2-chloro-4-ethyldiphenylmethane (65.5 g, 200 mmol)The temperature of the reaction system was controlled at -78 C with an acetone /(N-BuLi) 80 mL (2.5 mol / L, 200 mmol, 1 eq) was slowly added dropwise. The temperature of the reaction system was controlled at -78 C or lower, and the reaction was continued at the end of the dropwise addition. hour;Then, 19.1 g (100 mmol) of cuprous iodide was slowly added to the reaction system, and the temperature of the reaction system was controlledIn the -40 ~ -30 reaction 1 hour, then slowly to the reaction system drip2,3,4,6-tetra-O-acetyl-alpha-D-pyran bromoglucoseTHF solution (41.5 g, 100 mmol, THF 100 mL, 0.5 eq) was added and the reaction temperature was controlled at -40 to -30 C during the addition and maintained at that temperature for 1 hour,After the addition was complete, the temperature of the reaction system was gradually returned to room temperature for 3 hours.After the reaction was quenched under ice cooling conditions with a saturated NaHCO3 solution to quench the reaction, extracted with ethyl acetate, and the combined organic phases, the organic phase with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give a brown crude product was 59.8 g, 300 mL of anhydrous ethanol to give 53.1 g of a white solid (Compound 1:2-chloro-5- (2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl-1-yl)4′-ethoxydiphenylmethane),HPLC detection purity of 98.5% or more, the yield of 93%.

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; Shenzhen Hanyu Pharmaceutical Co., Ltd.; Chen Xinliang; Yao Zhijun; Li Guotao; Liu Jian; Ma Yaping; Yuan Jiancheng; (13 pag.)CN104496952; (2017); B;,
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Related Products of 104-11-0, These common heterocyclic compound, 104-11-0, name is 1-(4-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.

Example 46: To a solution of Example 45 (30 mg, 75.9 umol, 1 eq) in CH3CN (1 mL) was added TMSC1 (24.7 mg, 227.6 umol, 28.8 uL, 3 eq) and Nal (34.1 mg, 227.6 umol, 3 eq) successively. The mixture was stirred at 25 C for 15 min. l-(4-chlorophenyl)-N-methyl- methanamine (18.9 mg, 121.4 umol, 1.20 eq) was then added and stirring continued for a further 10 min. NaBH(OAc)3 (64.3 mg, 303.5 umol, 3 eq) was added and stirring continued for 2 hours. The residue was diluted with water (10 mL) and extracted with EtOAc (5 mL *3). The combined organic layers were dried and the solvent removed in vacuo to afford the crude product. The crude product was purified by Prep-TLC on silica gel to give the target compound as a yellow solid (30 mg, 58.5%). LCMS MH+ calculated, 507.2, found, 507.2. 1H MR (400MHz, CD3OD) delta 8.81 – 8.71 (m, 1H), 8.19 (br s, 1H), 7.86 (br d, J=4.4 Hz, 1H), 7.54 – 7.46 (m, 8H), 7.39 (d, J=8.4 Hz, 2H), 4.75 (br t, J=6.8 Hz, 2H), 4.21 (s, 4H), 4.06 (s, 2H), 4.00 – 3.93 (m, 3H), 3.21 – 3.12 (m, 2H), 3.05 – 2.92 (m, 4H).

The synthetic route of 104-11-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHRYSALIS, INC.; GWALTNEY, Stephen; (167 pag.)WO2017/143011; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 56131-46-5, 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. 56131-46-5 name is 3-Bromo-2-chloroaniline, 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.

Reference Example 14 3-Bromo-2-chloro-N-cyclopropylaniline hydrochloride To a solution of 3-bromo-2-chloroaniline in methanol (25 ml)-acetic acid (5.4 ml), [(1-ethoxycyclopropyl)oxy]trimethylsilane was added dropwise at room temperature, and the mixture was stirred at 68¡ãC for 3 hr. The reaction mixture was allowed to cool to room temperature, and concentrated under reduced pressure (residue A). To a suspension of sodium borohydride (1.8 g) in THF(25 ml), boron trifluoride diethyl ether complex (6.0 ml) was added dropwise under nitrogen atmosphere at 0¡ãC, and the mixture was further stirred for 1 hr. A solution of residue A in THF (15 ml) was added dropwise to the mixture at 0¡ãC, and the mixture was stirred at room temperature for 3 hr, and at 60¡ãC overnight. Water was added to the reaction mixture at 0¡ãC, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography. 4N Hydrogen chloride-ethyl acetate (60 ml) was added, and the mixture was stirred for 10 min. The solvent was evaporated under reduced pressure, and the obtained residue was washed with ethyl acetate to give the object (3.46 g) as crystals. 1H-NMR (DMSO-d6) delta0.47-0.54 (2H, m), 0.70-0.78 (2H, m), 2.35-2.44 (1H, m), 6.26 (2H, br s), 6.97 (1H, dd), 7.03 (1H, dd), 7.11 (1H, t).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-2-chloroaniline, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1847541; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 4090-55-5, name is 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, 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 4090-55-5, Formula: C5H10ClO3P

Synthesis Example 3 (Synthesis of Phosphorus Compound 3); A mixture was obtained in the same manner as in Synthesis example 1 except that 114.4 g of toluene were used in place of 114.4 g of chlorobenzene, 161.5 g of 4-phenylphenol (para-phenylphenol) (0.95 mole) were used in place of 161.5 g of 2-phenylphenol (ortho-phenylphenol) (0.95 mole) and 127.5 g of toluene were used in place of 145.6 g of chlorobenzene to add to the reaction mixture.(After-treatment) The obtained mixture was cooled to room temperature and neutralized by adding a hydrochloric acid solution which corresponds to an excess amount of triethylamine, and allowed to stand to separate an oil phase. Next, the obtained oil phase was washed with approximately 85 C water and then any liquid was removed by a centrifugal filter. The obtained solid was dried by a vacuum desiccator at 100 C, to give 253.7 g of a white solid. The purity of the obtained solid was found to be 98.7 area % by GPC. Also, if all of the solids were assumed to be an object compound, the crude yield was 84.0 %. A structure of the obtained solid was determined according to results of quantitative analysis of phosphorus by elemental analysis and absorption spectrometry using an UV spectrometer, 1H-NMR, 13C-NMR and FT-IR, and the solid was identified as 5, 5-dimethyl-2-(4′-phenylphenoxy)-1, 3, 2-dioxaphosphorinane-2-oxide (phosphorus compound 3) of the below-mentioned constructional formula. Also, a melting point of the solid was measured in the same manner as in Synthesis example 1. Quantitative analysis of phosphorus by elemental analysis and absorption spectrometry (theoretical values in parentheses): Carbon: 64.3 % (64.2 %) Hydrogen: 6.1 % (6.0 %) Phosphorus: 9.7 % (9.7 %) Melting point: 165 to 167 CIR (KBr): 3008, 1606, 1523, 1488, 1405, 1376, 1296, 1226, 1194, 1174, 1114, 1059, 1002, 934, 861, 810, 765, 720, 691, 624 cm-1 3008, 1606, 1523, 1488, 1405, 1376, 1296, 1226, 1194, 1174, 1114, 1059, 1002, 934, 861, 810, 765, 720, 691, 624 cm-1 NMR: 1H-NMR (CDC13; 300MHz); delta 7.57-7.31 (9H, m, o-PP), 4.27 (2H, d, JHH=11Hz, POCH2C (CH3)2-), 4.01 (2H, dd, JHH=11Hz, JPH=22Hz, POCH2C (CH3)2-), 1.34 (3H, s, POCH2C (CH3)2-), 0.92 (3H, s, POCH2C (CH3)2-) ppm1H-NMR (CDC13; 300MHz); delta 7.57-7.31 (9H, m, o-PP), 4.27 (2H, d, JHH=11Hz, POCH2C (CH3)2-), 4.01 (2H, dd, JHH=11Hz, JPH=22Hz, POCH2C (CH3)2-), 1.34 (3H, s, POCH2C (CH3)2-), 0.92 (3H, s, POCH2C (CH3)2-) ppm13C-NMR (CDC13; 75MHz); delta 149.7 (d, 2JPC=6Hz), 140.0, 138.1, 128.7, 128.4, 127.2, 126.9, 119.7 (d, 3JPC=5Hz) (o-PP), 78.3 (d, 2JPC=7Hz, POCH2C (CH3)2-), 32.1 (d, 2JPC=6Hz, POCH2C (CH3)2-), 21.6, 20.1 ppm

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-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DAIHACHI CHEMICAL INDUSTRY CO., LTD.; EP1925622; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 57946-56-2, These common heterocyclic compound, 57946-56-2, name is 4-Chloro-2-fluoroaniline, 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 9 Production of the nitroaniline (XI): 4-Chloro-2-fluoroaniline (23 g) was dissolved in conc. sulfuric acid (120 ml), and the resultant mixture was cooled to -20 C., followed by dropwise addition of fuming nitric acid (15 g). The reaction mixture was stirred at -20 to -15 C. for 1.5 hours, poured into ice-water and then extracted with ether. The ether extract was washed with water and a saturated sodium bicarbonate solution, dried and concentrated. The residue was crystallized from a mixture of toluene and hexane (2:1) to obtain 20 g of 4-chloro-2-fluoro-5-nitroaniline. m.p., 83-84.5 C.

Statistics shows that 4-Chloro-2-fluoroaniline is playing an increasingly important role. we look forward to future research findings about 57946-56-2.

Reference:
Patent; Sumitomo Chemical Company Limited; US4624699; (1986); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 932-96-7, 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. 932-96-7 name is 4-Chloro-N-methylaniline, 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: The reaction was carried out in a 10-mL stainless steel autoclave which was coupled with a magnetic stirrer. In a typical experiment for the N-formylation of amines with CO2 and hydrosilanes, N-methylaniline, the catalyst 3-PSZ-Br (or other catalysts when performing comparisons), and phenylsilane were added into the reactor. Subsequently, CO2 was charged into the reactor until the pressure reached 0.5 MPa and the reactor was then heated by an oil bath to 40 C while being stirred continuously. After the reaction, the autoclave was quickly cooled to 0 C and depressurized to atmospheric pressure [14]. The cycloaddition reactions with epoxides and CO2 were carried out in a similar fashion. Conversions and yields were determined using naphthalene or biphenyl as the internal standard and measured by a gas chromatograph (GC2010, Shimadzu Corporation, Japan) equipped with a capillary column (Rtx-5, 30 m ¡Á 0.32 mm ¡Á 0.25 mum) and a flame ionization detector (FID). The structure and the purity of the corresponding products were identified by 1H NMR, 13C NMR, and GC-MS analysis.

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

Reference:
Article; Zhang, Wuying; Luo, Rongchang; Xu, Qihang; Chen, Yaju; Lin, Xiaowei; Zhou, Xiantai; Ji, Hongbing; Cuihua Xuebao/Chinese Journal of Catalysis; vol. 38; 4; (2017); p. 736 – 744;,
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. 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 106131-61-7

To a solution of 3,6-dichloro-1,2,4,5-tetrazine (1.51 g, 10 mmol) in acetonitrile (70 ml) was added the sodium salt of 5-amino-1H-tetrazole (2.14 g, 10 mmol). The mixture was refluxed for 24 hours then allowed to cool to room temperature. The suspension was centrifuged until the supernatant liquid was clear. The liquid was decanted and the brown solid washed successively with acetonitrile and water. With each wash the solid was separated from the solvent by centrifugation followed by decantation. The isolated crude yield was 1.5 g (60%), this material was recrystallized from DMSO/methanol yielding an orange brown powder mp 264 C. dec; 1H NMR(deuteriomethylsulfoxide) 12.5(b,r s,4H); 13 C NMR (deuteriomethylsulfoxide) 151.74, 158.25; IR (KBr) 3421, 3000, 1615, 1436, 1127 cm-1. A gas pycnometer density of 1.76 g/cm3 was also determined and a drop height of 195 cm was measured (Type 12, HMX=24-27 cm).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 106131-61-7.

Reference:
Patent; The Regents of the University of California; US6657059; (2003); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 4535-90-4, name is 2-Chloro-N-methylethanamine hydrochloride, molecular formula is C3H9Cl2N, 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. Recommanded Product: 2-Chloro-N-methylethanamine hydrochloride

A mixture of tra/75-8-chloro-l-[4-(5-methyl-isoxazol-3-yl)-cyclohexyl]-5,6-dihydro-4H- 2,3,5, 10b-tetraaza-benzo[e]azulene (50.0 mg, 0.130 mmol), cesium carbonate (170 mg, 0.521 mmol) and 2-methylaminoethyl chloride hydrochloride (67.7 mg, 0.521 mmol) in acetonitrile (1.3 ml) was heated at 70 C for 20 h. After cooling to room temperature the reaction mixture was partitioned between 1 M aqueous sodium hydroxide solution (2 ml) and ethyl acetate (5 ml). The layers were separated. The aqueous layer was extracted with three 5-ml portions of ethyl acetate. The combined organic layers were concentrated in vacuo. Preparative RP-HPLC with water (0.05% formic acid) / methanol as eluent gave the hydro formate salt of the title compound, which was liberated by filtration over aminopropyl modified silica gel (10 g) with methanol (20 ml) as eluent. The filtrate was concentrated to dryness. The residue was redissolved in ethyl acetate, filtrated over cotton wool and concentrated to dryness to give the title compound (38 mg, 66%) as off-white solid. MS m/e: 441 ([M+H]+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4535-90-4, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; DOLENTE, Cosimo; SCHNIDER, Patrick; WO2011/141396; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 1996-30-1, 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. 1996-30-1, name is 3-Bromo-4-fluorochlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[00227] Step 12. 3-Bromo-5-chloro-2-fluorobenzaldehyde. A solution of 2,2,6,6- tetramethylpiperidine (327 g, 98%, 2.274 mol) and THF (1.9 L, HPLC grade) was cooled to -75 0C (dry ice-methanol bath) under an argon atmosphere. 1.6 M n-BuLi/hexane solution (1.47 L, 2.35 mol) was added slowly into the mixture at -72 to -67 0C over 1 h. The mixture was stirred at -72 to -67 0C for 30 min to give a pale yellow suspension. 2-Bromo-4-chloro-l-fluorobenzene (435 g, 97%, 2.02 mol) was added slowly into the mixture at -72 to -67 0C over 30 min, and then the mixture was stirred at -72 to -67 0C for an additional 30 min. Dimethylformamide (230 g, 99.5%, 3.14 mol) was added slowly into the mixture at -70 to -65 0C over 30 min and then the mixture was stirred at -70 to -65 0C for 30 min to afford a light brown solution. The cooling bath was removed and then saturated ammonium chloride solution (720 mL) was added into the batch at -60 to -30 0C over 15 min to obtain a hazy mixture. 6 N hydrochloric acid was quickly added into the mixture at -30 to 10 0C over 15 min to pH 1 and then ethyl acetate (2.0 L) was added at 10 to 20 0C. The layers were separated and the aqueous layer was extracted with ethyl acetate (1 x 300 mL). The combined organic extracts were washed with water (I x 800 mL) and brine (I x 500 mL), dried over magnesium sulfate, and filtered. The filtrate was concentrated under vacuum (60-65 0C) to give the title compound as a tan viscous oil, which solidified upon standing after several hours. 1H NMR (CDCl3): delta 7.76-8.30 (m, 2H), 10.0-10.8 (br s, IH); MS m/z 238.0 (M+l).

The synthetic route of 3-Bromo-4-fluorochlorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; NOVARTIS AG; HUANG, Shenlin; JIN, Xianming; LIU, Zuosheng; POON, Daniel; TELLEW, John; WAN, Yongqin; WANG, Xing; XIE, Yongping; WO2011/25927; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics