Month: September 2021

Synthetic Route of 144-80-9, A common heterocyclic compound, 144-80-9, name is N-((4-Aminophenyl)sulfonyl)acetamide, molecular formula is C8H10N2O3S, 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.

0.6 g (0.0028 mol) of sulfacetamide was dissolved in 20 mL of N,N-dimethylformamide.then,1.0 g (0.0316 mol) ofloxacin and 1.3 g (0.0063 mol) of dicyclohexylcarbodiimide were added.Heating to 80 C for heating,And stirring for 15 hours,Obtaining an initial ofloxacin-sulfacetamide hybrid drug reaction solution,among them,In order to understand the progress of the reaction in time,The reaction was followed by a thin layer chromatography silica gel plate.In the process,Ofloxacin gradually dissolves,The solution turns orange-red;The initial ofloxacin-sulfacetamide hybrid drug reaction solution is subjected to impurity removal treatment to obtain a purified substance of ofloxacin-sulfaacetic acid hybrid drug.

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; Wuhan Institute of Technology; Zhu Hong; Li Shuang; Zhang Huan; Ding Jiao; Li Li; Zeng Xiangcong; Li Xue; (6 pag.)CN109438473; (2019); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

915087-25-1, The chemical industry reduces the impact on the environment during synthesis 915087-25-1, name is 4-Amino-2-fluoro-N-methylbenzamide, I believe this compound will play a more active role in future production and life.

Compound I (100 g, 0.594 mol) is suspended in 300 mL of dioxane. TEA (250 mL, 3.59 mol) is added by pouring in a thin stream. The system is placed under nitrogen, and heated to 60C. A solution of intermediate II (160 g, 0.90 mol) in 150 mL of dioxane is prepared separately. The solution of compound II is added to the suspension in the reactor and left to react for about 20 hours. The mixture is cooled to l5C and filtered through a Biichner funnel, washing the cake twice with 100 mL of dioxane each time. The resulting product is suspended in 1200 mL of water, 1M HC1 is added until a pH < 3 is reached, and the resulting suspension is then filtered through a Buchner funnel, washing the cake twice with 200 mL of water each time. The crystal thus isolated is dried under vacuum at the temperature of 60C, providing intermediate III in a 76% yield (120 g, 45.1 mmol) and 99.6% HPLC purity. NMR (300MHz, CDCh) d 15.3 (m, 4H), 2.58 (t, br, 2H), 2.73 (s, 3H), 6.00 (m, 1 H), 6.22 (s, 1 H), 7.17 (s, 1H), 7.46 (s, 1H), 7.65 (d, 1H), 12.63 (m, 1H). The chemical industry reduces the impact on the environment during synthesis 4-Amino-2-fluoro-N-methylbenzamide. I believe this compound will play a more active role in future production and life. Reference:
Patent; OLON S.P.A.; GRANDE, Valentina; FERRETTI, Gabriele; NOVO, Barbara; (0 pag.)WO2019/229625; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 406233-31-6, 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 406233-31-6 as follows.

Into a1 OO-mL round-bottom flask, was placed 4-fluoro-3-nitrobenzene- 1- sulfonamide (1.43 g, 0.007 mmol, 1 equiv), i-[(25)-i,4-dioxan-2-yljmethanamine hydrochloride (1 g, 6.5 10 mmol, 1 equiv), THF (30 mL), Cs2CO3 (8.48 g, 0.026 mmol, 4 equiv). The resulting solution was stirred overnight at 50C in an oil bath. The solids were collected by filtration. The solid was dried in an oven under reduced pressure. This resulted in 1.82 g (88.10%) of 4-([[(25)-i,4-dioxan-2- ylj methylj amino)-3 -nitrobenzene- 1- sulfonamide as a yellow solid. LC-MS: (ES, m/z):M+i=318, R,T= 0.741 mm. ee=99%, [aj = -17.4 (C= 0.102 g in 100 ml DMSO, T=27C).

According to the analysis of related databases, 406233-31-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; LOU, Yan; (108 pag.)WO2019/40550; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 202207-79-2, 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. 202207-79-2, name is 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

3-Chloro-5- { [2-oxo- 1 -( lH-pyrazolo[3 .4-&]pyridin-3-ylmethyl)-4-(trifluoromethyl)-l,2-dihydropyridin-3-yl)oxy}benzonitrile_(6.0 g, 13.46 mmol) was stirred in DMA (140 mL) until dissolved and then cooled over ice bath for 10 minutes. This solution was treated with diisopropylethylamme (4.70 mL, 26.9 mmol) and then 4-nitrophenyl chloroformate (3.26 g, 16.15 mmol) portionwise over 5 minutes. This mixture was allowed to warm to room temperature and then stirred for 30 minutes. Formation of the intermediate carbamate was monitored by queching a small aliquot of the reaction mixture with dimethylamine and monitoring by LC-MS. The reaction mixture was then recooled over an ice bath and the cooled mixture was treated with a solution of 2-[(/er/-butoxycarbonyl)amino]-N-methylethanaminium chloride (3.40 g, 16.15 mmol) and diisopropylethylamme (2.5 mL, 14.3 mmol) in DMA (35 mL). Upon completion of addition, the cooling bath was removed and the mixture stirred for 1 hour at room temperature. This mixture was partitioned between ethyl acetate (1000 mL and 500 mL) and water (500 mL). The combined extracts were further washed with water (3x 00 mL), dried over MgS04, filtered and the solvent removed by evaporation in vacuo. This residue was pre- absorbed onto silica gel (35 g) using ethyl acetate and purified by silica gel (330 g)chromatography eluting with 0-100% ethyl acetate in hexanes. The desired fractions were combined and then solvent was removed by evaporation in vacuo. The resulting residue was further purified by re-crystallizing from ethyl acetate (75 mL) to give the title compound as a white solid. lH NMR (CDCI3) delta-8.68 (d, 1H), 8.26 (d, 1H, J = 7 Hz), 7.72 (d, 1H), 7.39 (dd, 1H, J=1.5Hz), 7.30 (dd, 1H5 3=4.6 and 8Hz), 7.16 (dd, 1H, J=2Hz), 7.02 (dd, 1H, J=1.3 and 2.3 Hz), 6.46 (d, 1H, J=7 Hz), 5.18 (bs t, 1H), 5.50 (s, 2H), 3.7 (br, 2H), 3.52 (br, 2H), 3.17 (s, 3H) and 1.44 (s, 9H) ppm. LRMS (M+l): 646.1

The synthetic route of 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; JOLLY, Samson, M.; ANTHONY, Neville; GOMEZ, Robert; DUBOST, David, C.; WOODWARD, Rick, G.; WO2011/126969; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 1268810-09-8,Some common heterocyclic compound, 1268810-09-8, name is tert-Butyl (1-ethynylcyclopropyl)carbamate, molecular formula is C10H15NO2, 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.

Copper(I) iodide (205.98 mg, 1.08 mmol), tert-butyl 1 -ethynylcyclopropylcarbamate (3.92 g, 21.6 mmol) and azidotrimethylsilane (3.74 g, 32.5 mmol, 4.31 ml) were added to round bottom flask containing DMF and H20 (50 mL, 9:1). The resulting mixture was stirred under an argon atmosphere at 100 C for 12 h. The mixture was cooled to r.t., diluted with ethyl acetate (200 mL) and filtered through a pad of silica gel. The filtrate was washed with water (3 x 300mL), dried over Na2SO4 and concentrated under reduced pressure to give tert-butyl N-[1-(1H-1 ,2,3-tria.zol-5-yl)cyclopropyl]carbarnate (3.46 g, 15.4 mmol, 71.3% yield) as brown solid.

The synthetic route of 1268810-09-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AICURIS GMBH & CO. KG; DONALD, Alastair; URBAN, Andreas; BONSMANN, Susanne; WEGERT, Anita; GREMMEN, Christiaan; SPRINGER, Jasper; (376 pag.)WO2019/86141; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 115643-59-9, 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. 115643-59-9, name is 2-Amino-6-fluorobenzamide, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Asolutionoftheappropriatesubstituted2-aminobenzamide(1.0eq)inTHF(2.5mLpermmolsubstrate)wascooledto0Candtriethylamine(2.0eq)thentheappropriateacidchloride(1.2eq)inTHF(2mLpermmolsubstrate)wereaddedtothestirredsolution.ThereactionwasstirredatroomtemperatureuntilcompletionasindicatedbyTLC,whenthemixturewasdilutedwithEtOAcandquenchedwithNaHSO4(20mL).TheaqueousphasewasextractedwithEtOAc(320mL),combinedorganicphasesdriedoverMgSO4,excesssolventremovedinvacuoandtheresiduepurifiedbyFCC.

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

Reference:
Article; Sutherell, Charlotte L.; Ley, Steven V.; Synthesis; vol. 49; 1; (2017); p. 135 – 144;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 90-16-4, name is Benzo[d][1,2,3]triazin-4(3H)-one, belongs to amides-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 90-16-4, COA of Formula: C7H5N3O

Place benzotriazinone (1g) and 1,4-dioxane (10mL) in a 100mL three-necked flask and stir. After warming to 50 C, a 35% formaldehyde solution (7mL) is added dropwise. The temperature of the reaction system was raised to 80 C, and the reaction was completed in 5 hours. Dichloromethane extraction, desolvation, recrystallization from anhydrous methanol gave a white solid with a yield of 62%.

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; Guizhou University; Xue Wei; Zhang Juping; Zhang Cheng; Chen Lijuan; Wang Yihui; Li Pu; Li Qin; Ruan Xianghui; Wang Xiaobin; Wu Xiaoqiong; Wang Jun; (24 pag.)CN107602493; (2019); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 127828-22-2, The chemical industry reduces the impact on the environment during synthesis 127828-22-2, name is tert-Butyl (2-(2-aminoethoxy)ethyl)carbamate, I believe this compound will play a more active role in future production and life.

General procedure: To a solution of mono-Boc protected diamine linker (0.1 mmol, 1 eq) and iBET726(36 mg, 0.1 mmol, 1 eq) in DMF (1 mL), COMU (43 mg, 0.1 mmol, 1 eq) and DIPEA (48 mircoL) were added. The reaction mixture was stirred at room temperature for 1 hour, then quenched with ice cold water. Volatiles were removed in vacuum and the crude mixture was purified by preparative HPLC (METHOD 2). Fractions containing the desired product were evaporated under reduced pressure and the reside was dissolved in DCM (1 mL) and treated with a solution of anhydrous HC1 in dioxane (4M, 1 mL). After 1 hour, volatiles were removed under reduced pressure and the reside was freeze dried in order to remove any excess of acid. Analytical data (HRMS) are provided in table III shown below.

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, tert-Butyl (2-(2-aminoethoxy)ethyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF DUNDEE; CIULLI, Alessio; TESTA, Andrea; HUGHES, Scott; BUTCHER, Steven Peter; (183 pag.)WO2019/238816; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, belongs to amides-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 94838-59-2, Product Details of 94838-59-2

Example 167 N-[4-(2-tert-Butoxycarbonylaminoethyl)phenyl]-(2-chloro-5-nitrophenyl)carboxamide The title compound (10.0 g, yield 99%) was obtained according to the procedure described in Example 2 using 4-(2-tert-butoxycarbonylaminoethyl)aniline (5.66 g, 24 mmol), DMA (50 ml) and 2-chloro-5-nitrobenzoyl chloride (6.32 g, 28.8 mmol). 1H-NMR (400 MHz, DMSO-d6, TMS): delta(ppm) 1.37 (9H, s), 2.67 (2H, t, J=7.5 Hz), 3.10-3.13 (2H, m), 7.19 (2H, d, J=8.4 Hz), 7.61 (2H, d, J=8.4 Hz), 7.89 (1H, d, J=8.8 Hz), 8.34 (1H, dd, J=2.8, 8.8 Hz), 8.44 (1H, d, J=2.8 Hz), 10.64 (1H, s); MS(FAB) m/z: 420 (M+H)+.

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

Reference:
Patent; SANKYO COMPANY, LIMITED; US2003/134859; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics