Month: April 2021

Application of 2734-70-5, The chemical industry reduces the impact on the environment during synthesis 2734-70-5, name is 2,6-Dimethoxyaniline, I believe this compound will play a more active role in future production and life.

To a solution of 2,6-dimethoxyaniline (500 g, 3.25 mol, 1 eq) in DCM (5.0 L) was added 2,6-lutidine (1.5 L, 13.0 mol, 4 eq). The reaction mixture was cooled to 0 C (internal temperature) and CSC12 (374 mL, 4.88 mol, 1.5 eq) was added dropwise. The reaction mixture was then stirred for 2 h. The solvent was evaporated under reduced pressure and the material thus obtained was purified by SiC column to provide the title compound, 2-isothiocyanato-l,3-dimethoxybenzene, Example 82.0 as a white solid (1.06g, 2.80 mol, 86%). LCMS (ESI pos. ion) m/z: (M+H)+ = 196. NMR (400 MHz, CDCI3) delta 7.16 (t, J= 8.48 Hz, 1H), 6.55 (d, J = 8.48 Hz, 2H), 3.90 (m, 6H).

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, 2,6-Dimethoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; CHEN, Yinhong; DEBENEDETTO, Mikkel V.; DRANSFIELD, Paul John; HARVEY, James S.; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; PATTAROPONG, Vatee; SWAMINATH, Gayathri; YEH, Wen-Chen; RAMSDEN, Philip Dean; SHARMA, Ankit; (321 pag.)WO2018/93576; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 366-99-4, 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. 366-99-4, name is 3-Fluoro-4-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows.

Cyanuric chloride (1.84 g, 10 mmol) in CH3CN (20 mL) was cooled to about -10¡ã C. was added 3-fluoro-p-anisidine (1.41 g, 10 mmol) followed by DIEA (1.8 mL, 10 mmol). The reaction was stirred for about 45 min then at room temperature for about 45 min under an N2 atmosphere. Cycloheptylamine (1.26 mL, 10 mmol) was added followed by DIEA (1.8 mL, 10 mmol) and the reaction was stirred at room temperature overnight. N,N-dimethylethylenediamine (1.1 mL, 10 mmol) was added followed by DIEA (1.8 mL, 10 mmol) and the mixture was heated at reflux under N2 overnight. The reaction was diluted with ethyl acetate, washed with brine, and dried over anhydrous K2CO3. The material (1.178 g) was purified by silica gel column chromatography to afford a solid 150 (1.178 g, 28percent), mp 73-76¡ã C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2):CH3OH:CH3CN], 264 nm, Rt 10.8 min, 95.1percent purity; MS (ESI): m/z 418 (M+H, 100), 373 (11.9), 322 (7.8), 277 (6.8), 162 (3.6).

The chemical industry reduces the impact on the environment during synthesis 3-Fluoro-4-methoxyaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krishna Reddy, Velagala Venkata Rama Murali; Sridevi, Bhatlapenumarthy Sesha; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209881; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C5H11BrO2

A suspension of 5-bromo-4-fluoropyridin-2-amine (1 g, 5.24 mmol) inisopropanol (10 mL) was treated with 1-bromo-2,2-dimethoxypropane (1.16 g, 6.28mmol). The resulting mixture was heated at 80C for 21 h, then cooled to room temperature and concentrated under vacuum at 40C. The residue was treated with ethyl acetate (15 mL) and water (15 mL) and the phases were separated. The aqueous phase was basified with aqueous NaOH solution (32% w/w) to pH 8, then extracted with ethylacetate (10 mL, then 15 mL). The organic phases were pooled and concentrated under vaccuum at 40C to give the title compound (0.93 g, 78%) as a beige solid.

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 126-38-5.

Reference:
Patent; UCB BIOPHARMA SPRL; ALEXANDER, Rikki Peter; BENTLEY, Jonathan Mark; BRACE, Gareth Neil; BROOKINGS, Daniel Christopher; CHOVATIA, Praful Tulshi; DEBOVES, Herve Jean Claude; JOHNSTONE, Craig; JONES, Elizabeth Pearl; KROEPLIEN, Boris; LECOMTE, Fabien Claude; MADDEN, James; MILLER, Craig Adrian; PORTER, John Robert; SELBY, Matthew Duncan; SHAW, Michael Alan; VAIDYA, Darshan Gunvant; YULE, Ian Andrew; WO2015/86506; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

2734-70-5, name is 2,6-Dimethoxyaniline, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 2734-70-5

Equipped with a mechanical stirrer, a condenser and a nitrogen gas through the mouth of the three-necked flask, were added 61.28g (0.40mol) 2,6- dimethoxy aniline and 135.00mL distilled water, stir under a nitrogen atmosphere.40.50mL slowly added dropwise concentrated hydrochloric acid (37percent mass fraction), the temperature of the system was maintained at 35 , then portionwise added 28.14g (0.21mol) 3,5- dimethylbenzaldehyde.System under reflux with vigorous stirring After 6h, the reaction system temperature was lowered to 50 , added in portions with stirring 16.40g sodium hydroxide powder.The solution was subjected to steam distillation, after suction filtration to obtain a solid powder.A solid powder with hot water, and dried dioxane was recrystallized, and dried to give alpha, alpha- bis (4-amino-3,5-dimethoxyphenyl) -1- (3 ‘, 5’-A phenyl) methane solid powder 77.56g (92percent yield)

The synthetic route of 2734-70-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China National Offshore Oil Corporation; CNOOC Research Institute; Zhai, Lei; Zhang, Jian; Jing, Bo; Tan, Guorong; Xue, Xinsheng; (12 pag.)CN103864648; (2016); B;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 171290-52-1, name is 3,5-Dimethoxyphenylacetylene, belongs to ethers-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 171290-52-1, Quality Control of 3,5-Dimethoxyphenylacetylene

General procedure: To a THF solution of CuI (5 mol%) and NiCl2¡¤6H2O (5 mol%), tetramethylethylendiamine (20 mol%) was added. The solution was stirred 2 min at room temperature. C5-Ethynyl-nucleoside (1 eq.) and commercial alkyne (5 eq.) were added subsequently and the reaction mixture was stirred overnight at room temperature under oxygen atmosphere. After evaporation of all volatiles, the residue was purified by silica gel column chromatography (EtOAc/Petroleum ether) to yield the desired compound.

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, 3,5-Dimethoxyphenylacetylene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sari, Ozkan; Roy, Vincent; Balzarini, Jan; Snoeck, Robert; Andrei, Graciela; Agrofoglio, Luigi A.; European Journal of Medicinal Chemistry; vol. 53; (2012); p. 220 – 228;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 2688-84-8, 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. 2688-84-8, name is 2-Phenoxyaniline, This compound has unique chemical properties. The synthetic route is as follows.

To a stirring solution of 2-phenoxyaniline 99 (0.813 g, 4.39 mmol) and 3-iodo-4- (methoxycarbonyl)benzoic acid 100 (1.28 g, 4.18 mmol) in DMF (15 mL) was added BOP (1.942 g, 4.39 mmol) and TEA (1.166 mL, 8.36 mmol), the reaction mixture was stirred at room temperature for 1 h then poured into water. The desired product was extracted with ethyl acetate and the combined organic layers were washed with water, brine, dried overNa2SO4, filtered and solvent evaporated to provide methyl 2-iodo-4-(2- phenoxyphenylcarbamoyl)benzoate 101 (1.382 g, 70% yield) as a red foam after purification by flash chromatography (0 to 40% ethyl acetate in hexane).LRMS(ESI): (calc.) 473.26 (found) 474.21 (MH)+

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

Reference:
Patent; METHYLGENE INC.; WO2009/55917; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, 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. Safety of (2,4-Dimethoxyphenyl)methanamine

Ethyl 4,6-dichloronicotinate (60 g, 0.27 mmol) at room temperatureDimethyl sulfoxide (500 ml)To the solution was added 2,4-dimethoxybenzylamine (47.8 g, 0.287 mmol)And triethylamine (55 g, 0.545 mmol) and the reaction mixture was stirred at room temperature overnight.To the reaction was added water (2 L), extracted with ethyl acetate (2.5 L x 2), washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo,Ethyl 6-chloro-4- (2,4-dimethoxybenzylamino) nicotinate was obtained.The product was dissolved in trifluoroacetic acid (300 ml), and the reaction mixture was stirred with heating at 50 C overnight. The mixture was cooled to room temperature and concentrated to dryness. The mixture was extracted with ethyl acetate (2.5 liters x 2), washed with brine (500 ml), and then the organic phase was washed with saturated aqueous sodium bicarbonate solution (500 ml). The organic phase was dried and concentrated in vacuo. The obtained product was purified by silica gel column chromatography (petroleum / ethyl acetate = 2/1) to obtain ethyl 4-amino-6-chloronicotinate (34 g, yield 62.3%) as a white solid. .

The synthetic route of (2,4-Dimethoxyphenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nuowosida Pharmaceutical Co., Ltd.; Li Bing; (67 pag.)CN110256432; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 60792-79-2, name is 2,2′-Oxybis(ethylamine) dihydrochloride belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 2,2′-Oxybis(ethylamine) dihydrochloride

To a solution of 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (O.SSg, 1.95 mmol) in 1-methyl-2-pyrrolidone (40 mL) bis-(2-aminoethyl)-ether dihydrochlorid (2.1g, 11.9 mmol, 6eq. ) and DBU (3.49 mL, 23.4 mmol, 12 eq. ) added and the reaction mixture was stirred at 110 C for 18 hours. The reaction mixture was then diluted with water (70 mL), pH was adjusted to 11 and extracted with CH2Cl2 (9×40 mL). Water layer was then acified with H2S04 to pH 6.8, extracted with 50 mL of CH2Cl2 and then evaporated in vacuum. Crude product was diluted in 2-propanol (60 mL), stirred at 82 C for 20 minutes and filtrated. Precipitate was pure salt (Na2SO4). 2-Propanol was evaporated in vacuum and product was purified by column chromatography (fraction, eluent: CH2Cl2- MeOH-NH3-CH3CN=4:4:2:1) yielding 0.5g of title compounds as a mixture of chloro and fluoro derivatives in ratio 3:1 MS (ES+) m/z : [MH]+ = 365.8 (A) (75 %) MS (ES+) m/z : [MH]+ = 349.4 (B) (25 %)

The synthetic route of 60792-79-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PLIVA-ISTRAZIVACKI INSTITUT D.O.O.; WO2005/108412; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 592-55-2, 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. 592-55-2 name is 1-Bromo-2-ethoxyethane, 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.

Under ice-cooling, sodium hydride (60% in oil, 1.44 g, 36.0 mmol) was added to a solution of 3-bromo-2-methyl-1H-indole (6.30 g, 30.0 mmol) in N,N-dimethylformamide (30 mL) by small portions, and the mixture was stirred under a nitrogen atmosphere at the same temperature for 1 hr. 2-Bromoethyl ethyl ether (5.07 mL, 45.0 mmol) and sodium iodide (0.747 g, 4.50 mmol) were added to the reaction mixture, and the mixture was stirred at 70C for 6 hr. The reaction mixture was concentrated under reduced pressure, water was added and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-25% ethyl acetate/hexane) to give the title compound (6.30 g, yield 74%) as a dark-purple oil. MS m/z 282 (MH+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2-ethoxyethane, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1731505; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, belongs to ethers-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 4393-09-3, Safety of (2,3-Dimethoxyphenyl)methanamine

General procedure: Compounds were synthesized in solution phase using Boc-protected amino acids on 100-200mg scale. Firstly, the amino acid (1.2-1.5equiv) was activated with HBTU (1.5equiv) and DIPEA (1.5equiv) as 0.2-0.5M solution in DMF for 10min. Then the solution was added to an amino group bearing C-terminal moiety (R1R2NH) and the mixture was stirred for a minimum of 1h at room temperature. The reaction mixture was diluted with EtOAc and washed with saturated NaHCO3 (2¡Á). The organic extracts were dried over MgSO4, filtered and evaporated in vacuo. The crude product was then treated with 20% TFA in DCM and stirred for 1-2h to remove the Boc group. TFA was removed by evaporating the reaction mixture under a stream of N2. The residue was dissolved in DCM and washed with saturated NaHCO3 (2¡Á). DCM phase was dried with MgSO4, filtered and evaporated in vacuo. Subsequent N-Boc-amino acids and amines were sequentially coupled under the same conditions. Each coupling reaction was monitored by ESMS, with most reactions going to completion overnight. All final compounds were purified on rpHPLC (97% by analytical HPLC) and fully characterized by NMR and HRMS (yields between 30% and 40%).

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, (2,3-Dimethoxyphenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yau, Mei-Kwan; Liu, Ligong; Lim, Junxian; Lohman, Rink-Jan; Cotterell, Adam J.; Suen, Jacky Y.; Vesey, David A.; Reid, Robert C.; Fairlie, David P.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 3; (2016); p. 986 – 991;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem