Month: March 2021

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. 406233-31-6, name is 4-Fluoro-3-nitrobenzenesulfonamide, A new synthetic method of this compound is introduced below., name: 4-Fluoro-3-nitrobenzenesulfonamide

General procedure: To an ice cold stirred solution of compound 4a-4u (1 eq) in anhydrousDCM (10 mL for 1 mmol of substrate), TEA (3 eq) was added dropwise and stirred for 10 min. Compound 5 (1 eq) was added slowly andstirred at RT for 16 h (precipitation was observed during the reactionprogress). TLC showed completion of reaction. The reaction mixturewas concentrated under reduced pressure. Water was added to thecrude material and stirred for 30 min. Obtained solid was filtered,washed with water and dried under vacuum. The solid was trituratedwith ethyl acetate, filtered and dried under high vacuum to affordcompound 6a-v.

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; Kalisha Vali; Gundla, Rambabu; Singh, Om V.; Tamboli, Yasinalli; Di Cesare Manelli, Lorenzo; Ghelardini, Carla; Al-Tamimi, Abdul-Malek S.; Carta, Fabrizio; Angeli, Andrea; Supuran, Claudiu T.; Bioorganic Chemistry; vol. 92; (2019);,
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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. 830-43-3, name is 4-(Trifluoromethyl)benzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 4-(Trifluoromethyl)benzenesulfonamide

General procedure: In 25ml RB flask to a solution of Compound 9 (200 mg) in dry DMF (5ml), EDCI (250 mg, 1.25eq) and DMAP (130 mg,1eq) were added followed by addition of Sulfonamide (1eq). RM was stirred at RT for 4hrs. Solvent from the reaction mixture was evaporated. To the residue water was added and acidified with 6N HCl, solid precipitated out. Solid was filtered and dried. Crude solid was purified by flash chromatography eluating with 4-8% MeOH/DCM as solvent system to give pure product.

The synthetic route of 830-43-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Patil, Vikas; Kale, Manoj; Raichurkar, Anandkumar; Bhaskar, Brahatheeswaran; Prahlad, Dwarakanath; Balganesh, Meenakshi; Nandan, Santosh; Shahul Hameed; Bioorganic and Medicinal Chemistry Letters; vol. 24; 9; (2014); p. 2222 – 2225;,
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Electric Literature of 6292-59-7, These common heterocyclic compound, 6292-59-7, name is 4-(tert-Butyl)benzenesulfonamide, 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 5-(2-methoxyphenoxy)-2-(2′-pyrimidinyl)-4,6-dihydroxy pyrimidine compound of formula-4 (100 g), POCI3 (500 ml) was added. Heated the reaction mixture to 90¡ãC and stirred for 30 min. The temperature of the reaction mixture was raised to 105¡ãC and was stirred for 8 hrs. The reaction mixture was cooled to 6O0C and concentrated to obtain a residue. The reaction mixture was quenched with ice water and toluene (1200 ml) was added to it. The pH was adjusted to 8-9 with 30percent sodium hydroxide solution. The organic and the aqueous layers were separated. The aqueous layer was extracted with toluene (200 ml). The organic layers were combined, washed with water and dried. The solvent was concentrated to 1200 ml and a solution of 4-tert- butyl benzene sulfonamide (6) (48 g) in toluene (600 ml), potassium carbonate (35 g) and tetra butyl ammonium bromide (10 g) was added and the reaction mixture was heated to 50¡ãC. The reaction mixture was heated to refluxed using dean stark apparatus for 10 hrs. The reaction mixture was cooled to 25¡ãC.The solid obtained was filtered and made slurry in water. The solid was filtered, washed with water and dried. Yield: 92 g

Statistics shows that 4-(tert-Butyl)benzenesulfonamide is playing an increasingly important role. we look forward to future research findings about 6292-59-7.

Reference:
Patent; MSN LABORATORIES LIMITED; WO2009/95933; (2009); A2;,
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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 164332-88-1 as follows. Quality Control of tert-Butyl (2-(2-bromoethoxy)ethyl)carbamate

Example 5-3-1 Preparation of tert-butyl (2-{2-[{5-(2-{2-[(tert- butoxycarbonyl)amino]ethoxy}ethoxy)-2-[1 -(4-ethoxy-2,6-difluorobenzyl)-1 H-indazol-3- yl]pyrimidin-4-yl}(pyridi -4-yl)amino]ethoxy}ethyl)carbamate35 mg 2-[1 -(4-ethoxy-2,6-difluorobenzyl)-1 H-indazol-3-yl]-4-(pyridin-4-ylamino)- pyrimidin-5-ol 5-1-1 (0.074 mmol, 1.0 eq.) was dissolved in 0.6 mL DMF. 31 mg potassium carbonate (0.22 mmol, 3.0 eq.) and 20 mg tert-butyl [2-(2- bromoethoxy)ethyl]carbamate 5-2-1 (0.074 mmol, 1 .0 eq.) were added. The reaction mixture was stirred at room temperature over night. 20 mg tert-butyl [2-(2- bromoethoxy)ethyl]carbamate 5-2-1 (0.074 mmol, 1 .0 eq.) was added and the reaction mixture was stirred for 2.5 h at room temperature. Butanone was added and the organic layer was washed with brine. The aqueous layer was extracted with butanone. The combined organic layers were dried with a waterresitent filter and concentrated in vacuo. The crude product was purified by flash chromatography to provide the 85% pure target compound: 20 mg, 0.03 mmol, 34%.retention time: 1 .20 minMS ES+: 662.3 [M+H]+

According to the analysis of related databases, 164332-88-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; MENGEL, Anne; LERCHEN, Hans-Georg; MUeLLER, Thomas; BAeRFACKER, Lars; HITCHCOCK, Marion; CLEVE, Arwed; BRIEM, Hans; SIEMEISTER, Gerhard; BONE, Wilhelm; FERNANDEZ-MONTALVAN, Amaury Ernesto; SCHROeDER, Jens; MOeNNING, Ursula; HOLTON, Simon; (224 pag.)WO2016/42080; (2016); A1;,
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Application of 5004-88-6,Some common heterocyclic compound, 5004-88-6, name is 2-Amino-4,5-dimethoxybenzamide, molecular formula is C9H12N2O3, 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: A mixture of 2-chlorobenzoic acid (1b) (0.61 g, 3.92 mmol) and thionyl chloride (1 mL) was heated for 2 h. The excess of thionyl chloride was recovered under reduced pressure and the residue so obtained was dissolved in dry dioxane (1 mL). The solution was then dropwise added to mixture of 2-amino-4,5-dimethoxybenzamide (2) (0.7 g, 3.57 mmol) and TEA (1.2 mL, 8.92 mmol) in dry dioxane (2 mL) at 10 C. The reaction mixture was stirred at rt for another 1 h and quenched into cold water (50 mL). The precipitate formed was filtered, washed with water and dried to obtain compound 3b (0.85 g, 71%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-4,5-dimethoxybenzamide, its application will become more common.

Reference:
Article; Yadav, Mange R.; Grande, Fedora; Chouhan, Bishram S.; Naik, Prashant P.; Giridhar, Rajani; Garofalo, Antonio; Neamati, Nouri; European Journal of Medicinal Chemistry; vol. 48; (2012); p. 231 – 243;,
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224789-21-3, name is 2-(2-Ethoxyphenyl)-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(3H)-one, belongs to amides-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. Safety of 2-(2-Ethoxyphenyl)-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(3H)-one

EXAMPLE 1 (procedure for the preparation of 4-ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4- dihydroimidazo-[5,l-fJ[l,2,4]triazin-2-yl)benzenesulfonylchloride)A solution of 50 g of 2-(2-ethoxyphenyl)-5-methyl-7-propyl-3H-imidazo[5, l-f][l,2,4]triazin- 4-one, dissolved in 500 ml of dichloromethane was added dropwise to a solution of 100 ml of chlorosulfonic acid and 50 ml of dichloromethane during ca. 90 minutes. The mixture was further stirred at laboratory temperature (23 C) overnight, 24 hours in total. On the following day, the reaction mixture was poured into 800 g of ice. After the ice has thawed, the mixture was thoroughly mixed. The precipitated solid substance was filtered off, the filtration cake was washed with dichloromethane (2 x 100 ml) and the isolated solid product was vacuum dried (20 C, 1 to 2 kPa (10 to 20 mbar)). The product was obtained in the form of an off-white powder in the yields of from 1 10 to 1 15% (calculated on the non-protonated form of the product).

The synthetic route of 224789-21-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZENTIVA, K.S.; HALAMA, Ales; STRELEC, Ivo; DAMMER, Ondrej; WO2013/75680; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1015-89-0, name is Phenanthridin-6(5H)-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 1015-89-0, Computed Properties of C13H9NO

Step 1: Synthesis of 2-bromophenanthridone 99.8 g (511 mmol) was added to the phenanthridine dinon 3 ? flask equipped with a plurality of necked stirring arm and is equipped with a condenser. It was added to 1.2 ? of glacial acetic acid and the mixture was stirred at 150 rpm, heated to reflux. A 90 g (562 mmol) Br2 dispersed in 100 acetic acid was added dropwise over 3 hours to a solution being refluxed. After the addition, the mixture was found to be analyzed is about 80% complete. Based on this analysis, it was added dropwise while refluxing the (in the 30 acid) Add 20 g of Br2 in the mixture. After the addition, the analysis is> 90% completed. It was added dropwise to 20 g Br2 end (30 of the acid) and the mixture was stirred for 1 hour after addition. Final analysis> was 97%. The mixture was cooled, water was added in 1 ?, and the mixture was filtered. By stirring in a wet solids aqueous solution of sodium thiosulfate was decomposed the residual bromine, and filtered again. thisRinse the solid with H2O, and allowed to dry under vacuum to remove residual water. Thereafter, the solid was recrystallized from nitrobenzene (> ? 2), and collected on a funnel to give 128 g of 2-bromo-phenanthridine dinon (90.8% 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; UNIVERSAL DISPLAY CORPORATION; NOLIS, DAVID B; LIN, CHOOK; MCKINSEY, PETER BODON; CHAI, CHUI LEE; WALTERS, ROBERT W; PIERS, SCOTT A; BROWN, CORY S; IGOR, WALTER H; (101 pag.)KR2016/30582; (2016); A;,
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Electric Literature of 22117-85-7, 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. 22117-85-7, name is 2-Methoxy-5-sulfamoylbenzoic acid belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 72 5-(Aminosulfonyl)-2-hydroxybenzoic acid A mixture of 2-methoxy-5-sulfamoylbenzoic acid (58 g, 0.25 mole), 48% hydrobromic acid (150 ml), and acetic acid (150 ml) was heated to reflux for five hours. The progress of reaction was checked by thin layer chromatography (silica gel, 7:2:1 ethylacetate/methanol/29% ammonium hydroxide). Upon cooling, a solid crystallized out which was collected by filtration, and rinsed with cold water. This solid was dissolved in hot water (?85 C.) and filtered through Celite and recrystallized from the cool filtrate. Some of the recrystallized material was crystallized once more by dissolving in methanol, filtering, and mixing with excess amount of 1,1,1-trichloroethane. The mixture was evaporated to remove most of the methanol, and the resulting crystallizing mixture was stirred in ice bath. The solid was collected by filtration and rinsed with 1,1,1-trichloroethane, vacuum pumped at room temperature overnight to give a white solid, mp 234-235 C. Analysis: Calculated for C7 H7 NO5 S: C, 38.71; H, 3.25; N, 6.45. Found: C, 38.53; H, 3.19; N, 6.41.

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-Methoxy-5-sulfamoylbenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; A. H. Robins Company, Incorporated; US4990523; (1991); A;,
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Electric Literature of 112253-70-0, A common heterocyclic compound, 112253-70-0, name is 2-Amino-4-bromobenzamide, molecular formula is C7H7BrN2O, 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 5.25c. Synthesis of (9H-fluoren-9-yl)methyl 2-(5-bromo-2- carbamoylphenylcarbamovDpyrrolidine- 1 -carboxylateA solution of (9H-fluoren-9-yl)methyl 2-(chlorocarbonyl)pyrrolidine- l-carboxylate (600 mg, 1.8 mmol), 2-amino-4-bromobenzamide (400 mg, 1.8 mmol), and Et3N (2 mL) in THF was stirred at room temperature . The reaction was monitored by TLC. After diluting with H20 (50 mL), the mixture was extracted with ethyl acetate (3 x 100 mL). The organic layers were dried over Na2S04 and concentrated to give yellow residue, which was purified by column chromatography. MS (ESI): 534, 536(MH+)

The synthetic route of 112253-70-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNOVION PHARMACEUTICALS INC.; HARDY, Larry, Wendell; HEFFERNAN, Michele, L., R.; WU, Frank, Xinhe; SPEAR, Kerry, L.; SARASWAT, Lakshmi, D.; WO2011/75699; (2011); A2;,
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Some common heterocyclic compound, 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, molecular formula is C13H20N2O2, 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: 94838-59-2

Z-Phe-Cit (9.13 g, 20 mmol) was charged into a mixture of dichloromethane (750 mL) and isopropanol (250 mL) and then stirred until the dipeptide was completely dissolved. Then, APEA-Boc (7.09 g, 30 mmol) and EEDQ (7.42 g, 30 mmol) were added and the mixture was stirred at room temperature for 3 days. The solvents were removed under reduced pressure and then diethyl ether (300 mL) was added to the residue. The mixture was filtered off and the crude product was re-suspended in diethyl ether (300 mL). This procedure was repeated 3 times. The collected solid product was finally dried under vacuum to afford Z-Phe-Cit-APEA-Boc (9.53 g, yield 70.6%). The product was characterized by PMR.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 94838-59-2, its application will become more common.

Reference:
Patent; Industrial Technology Research Institute; KO, Yi-Ju; LI, Jheng-Sian; LU, Maggie; LEE, On; CHENG, Ping-Fu; LIU, Chun-Min; (74 pag.)US2017/119902; (2017); A1;,
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