Author: Jessica.F

Electric Literature of 52898-49-4, A common heterocyclic compound, 52898-49-4, name is N,4-Dimethoxy-N-methylbenzamide, molecular formula is C10H13NO3, 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.

The preparation method is as follows:Ethylene glycol acetal (458 mg, 2 mmol) of 3-bromobenzaldehyde,Dissolved in 5 mL of dry tetrahydrofuran,N-Butyllithium (0.8 mL, 2 mmol) was slowly added dropwise at -70 C,After 1 hour, N-methyl-N-methoxy 4-methoxybenzamide (332 mg, 1.7 mmol) was added slowly at -70 C,The reaction was continued at -70 C for 2 hours,The reaction was quenched by adding 5 mL saturated brine and the organic phase was extracted with ethyl acetate (10 mL * 3)The combined organic phase,Drying over anhydrous sodium sulfate. Spin the solvent,Column chromatography (petroleum ether: ethyl acetate = 20: 1 as eluant),The reaction product 386mg.The reaction product was dissolved in 5 mL of dry methanol,1mL 6N hydrochloric acid was added at room temperature, the reaction for 1 hour,The reaction was quenched by addition of saturated sodium bicarbonate solution,The organic phase was extracted with ethyl acetate (10 mL * 3), the organic phases were combined,Drying over anhydrous sodium sulfate. Spin the solvent,Column chromatography (petroleum ether: ethyl acetate = 20: 1 as eluant),The reaction product of 3- (4-methoxybenzoyl) formylbenzaldehyde 294mg, 72% yield in two steps.

The synthetic route of 52898-49-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tsingtao Ocean Bio-pharmaceutical Institute Co., Ltd.; Li Wenbao; Sun Tianwen; Wang Shixiao; Zhao Jianchun; Hou Yingwei; Guan Huashi; (16 pag.)CN107286137; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 5900-59-4, 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 5900-59-4 as follows.

General procedure: To an oven-dried 20 cm3 test tube with a ground-in stopperequipped with a stir bar were added anthranilamide (1.0 mmol), benzyl alcohol (1.0 mmol), KOH (2.0 mmol),and 4 cm3 toluene. The test tube was put in an oil bath potpreheated at 90 C and the mixture was stirred for 20 h at90 C. After cooling to room temperature, the reactionmixture was added about 5 g silica gel and directly condensedon a rotator under vacuum. The resulting residualwas transferred to a silica gel chromatography column andeluted with a solution of petroleum ether and ethyl acetate[4/1 (v/v)] to give a white solid 2-phenyl-4(3H)-quinazolinone.For some products (3f, 3g, 3n, and 3t) onlysparingly soluble in ethyl acetate, the reaction mixtureswere condensed in vacuo on a rotary evaporator. Theresiduals were washed three times with water and oncewith ethyl acetate, and then dried in an infrared oven togive the desired products pure enough for NMR analysis.

According to the analysis of related databases, 5900-59-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Qiu, Dezhi; Wang, Yanyan; Lu, Dongming; Zhou, Lihong; Zeng, Qingle; Monatshefte fur Chemie; vol. 146; 8; (2015); p. 1343 – 1347;,
Amide – Wikipedia,
Amide – 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. 7700-07-4, name is N,N-Dimethylethenesulfonamide, A new synthetic method of this compound is introduced below., COA of Formula: C4H9NO2S

(i) 2-(1H-Indol-5-yl)-N,N-dimethylethenesulphonamide A mixture of 5-bromoindole (7.7 g), N,N-dimethylethenesulphonamide (5.3 g) triethylamine (15 ml), acetonitrile (5 ml), palladium (II) acetate (0.35 g) and tri-o-tolylphosphine (0.95 g) was heated at 100 C. in an autoclave for 3 h. The resulting cooled mixture was partitioned between hydrochloric acid (2N, 300 ml) and ethyl acetate (2*150 ml). The combined extracts were dried (Na2 SO4) and evaporated in vacuo. The residue was purified by `flash` chromatography (V, 7 cm col.) to give the title compound as a crystalline solid (3.8 g) m.p. 148-150 C.

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; Glaxo Group Limited; US4994483; (1991); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 37394-93-7,Some common heterocyclic compound, 37394-93-7, name is 2-Chloro-N-(o-tolyl)acetamide, molecular formula is C9H10ClNO, 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 (265mg, 1.0mmol), different 2-chloro-N-arylacetamide 4a-4q (1.0 mmol) and Et3N (1mL) in methanol (50 mL) was stirred at room temperature for 2 h. After thecompletion of the reaction, the solvent was removed under reduced pressure andthe residue was purified by silica gel column chromatography (EtOAc/petroleumether) to give the title compounds 5a-5q, respectively.

The synthetic route of 37394-93-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Guangcheng; Li, Xin; Wang, Jing; Xie, Zhenzhen; Li, Luyao; Chen, Ming; Chen, Shan; Peng, Yaping; Bioorganic and Medicinal Chemistry Letters; vol. 27; 5; (2017); p. 1115 – 1118;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 70-55-3, 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. 70-55-3, name is 4-Methylbenzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Under nitrogen atmosphere, a mixture of sulfonamide (1 mmol), acylating agent(2 mmol) and Cs5HP2W18O62 catalyst (5 mmol %) in water (2 mL), was stirred at roomtemperature to obtain compounds (2a-j), (3a-m), (5a-f), and under reflux for (3n-r).The reaction was monitored by TLC. After completion of the reaction, the catalyst wasremoved by filtration. The filtrate was washed by water (10 mL) and extracted withEtOAc (315 mL). The combined organic layers were dried over anhydrous Na2SO4,then the solvent was evaporated in vacuum and the crude compound was purified byflash chromatography (Merck silica gel 60 H, CH2Cl2/MeOH, 9:1) to afford the corresponding products.

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, 4-Methylbenzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Benali, Nesma; Bougheloum, Chafika; Alioua, Sabrina; Belghiche, Robila; Messalhi, Abdelrani; Synthetic Communications; vol. 48; 24; (2018); p. 3099 – 3112;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 98-64-6, These common heterocyclic compound, 98-64-6, name is 4-Chlorobenzenesulfonamide, 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.

General procedure: According to the Scheme 1, 4 mmol of N-(4-Sulfamoylphenyl) acetamide was treated with acetic anhydride (4 mmol) in glacial acetic acid (10 mL). The mixture was stirred at 50C for the predetermined time. The progress of the reaction was monitored by TLC analysis. After the completion of the reaction, the precipitate was collected by filtration and washed with water. The impure precipitate was dissolved in aqueous solution of sodium carbonate (50 mL, pH=8.0) and filtered. Acetic acid was gently added to the liquor dropwise to precipitate the product (pH=5.0). The precipitate was collected by filtration to afford N-(4-acetamidophenylsulfonyl)acetamide a1 as the white solid (0.97 g, 95%). The catalytic activities of different heterogeneous catalysts were determined by reactions performed in THF using a 1:1 molar ratio of sulfonamide to acetic anhydride or benzoyl chloride. In a typical route, N-(4-sulfamoylphenyl) acetamide (4 mmol) was treated with acetic anhydride (4 mmol) in the presence of catalyst (0.1 g) in THF (10 mL). After the appropriate time, the catalyst was separated with an external magnetic field, the solvent was evaporated by rotary evaporator. The precipitate was dissolved in aqueous solution of sodium carbonate (50 mL, pH=8.0) and filtered. Acetic acid was gently added to the liquor dropwise to precipitate the product (pH=5.0). The precipitate was collected by filtration and was washed with distilled water to afford N-(4-acetamidophenylsulfonyl)acetamide as the white solid (0.95 g, 93%).

The synthetic route of 98-64-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ghasemi, Mohammad Hadi; Kowsari, Elaheh; Hosseini, Seyed Kiumars; Tetrahedron Letters; vol. 57; 3; (2016); p. 387 – 391;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 200283-08-5, The chemical industry reduces the impact on the environment during synthesis 200283-08-5, name is tert-Butyl (2-((tert-butoxycarbonyl)amino)ethyl)(2-hydroxyethyl)carbamate, I believe this compound will play a more active role in future production and life.

General procedure: The corresponding Boc-protected aminoalcohol was dissolved in dry acetonitrile.N-methylisatoic anhydride and K2CO3 were added to the solution. The mixture was stirredfor 48 h at room temperature. The solvent then was removed by evaporation and the crudeproduct was purified by centrifugally accelerated, radial, thin-layer chromatography. Theeluent was changed from n-hexane to n-hexane/acetone to acetone. The fractions whichcontained the product (TLC) were combined and the solvent was removed by evaporation. 3a: For the synthesis of 3a, the following was used: 2a (2.94 g, 9.7 mmol), CH3CN (100 mL),N-methylisatoic anhydride (2.60 g, 14.7 mmol), K2CO3 (6.9 g, 50 mmol). Yield: 1.26 g (31%).White powder. 1H NMR (200 MHz, CDCl3), delta (ppm): 1.40 (s, 18H, 6CH3), 2.88 (s, 3H, CH3), 3.27(br, 2H, CH2), 3.38 (br, 2H, CH2), 3.55 (br, 2H, CH2), 4.32 (t, 3J(H/H) = 5.43 Hz, 2H, CH2), 6.54 (ddd,J(H/H) = 8.1, 7.2, 1.0 Hz, 1H, CArH), 6.63 (d, 3J(H/H) = 8.5 Hz, 1H, CArH), 7.35 (ddd, J(H/H) = 8.6,7.1, 1.7 Hz, 1H, CArH), 7.85 (dd, J(H/H) = 8.0, 1.6 Hz, 1H, CArH). 13C NMR (200 MHz, CDCl3), delta(ppm): 28.51 (s, CH3), 28.57 (s, CH3), 29.7 (s, CH3), 39.7 (s, CH2), 46.7 (s, CH2), 62.4 (s, CH2), 80.5(s, OC(CH3)3), 109.8 (s, CipsoCOO), 111.0 (s, CAr), 114.6 (s, CAr), 131.8 (s, CAr), 135.0 (s, CAr), 152.3(s, CipsoN), 156.1 (s, N(CO)O), 168.5 (s, (CO)O).

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-((tert-butoxycarbonyl)amino)ethyl)(2-hydroxyethyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Walther, Till; Herzog, Renate; Kalu?erovi?, Milena R.; Wagner, Christoph; Schmidt, Harry; Kalu?erovi?, Goran N.; Journal of Coordination Chemistry; vol. 71; 2; (2018); p. 243 – 257;,
Amide – Wikipedia,
Amide – 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. 6973-09-7, name is 5-Amino-2-methylbenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., name: 5-Amino-2-methylbenzenesulfonamide

General procedure: To a solution of 6a (309mg, 1mmol) and 4-sulfamoylaniline (172mg, 1mmol) in isopropanol (10mL) was added 5 drops of hydrochloric acid. The mixture was heated to reflux for 4h and then concentrated in vacuo. The residue was diluted with saturated sodium bicarbonate solution (25ml) and extracted with ethyl acetate (30mL). The extract was washed with brine (25mL), dried over anhydrous Na2SO4, filtered and concentrated. The precipitate was filtered off and recrystallized from ethyl acetate to give 7h as a white solid (64percent)

According to the analysis of related databases, 6973-09-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sun, Wuji; Hu, Shengquan; Fang, Shubiao; Yan, Hong; Bioorganic Chemistry; vol. 78; (2018); p. 393 – 405;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 35303-76-5, These common heterocyclic compound, 35303-76-5, name is 4-(2-Aminoethyl)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.

During DMF (5mL) (S) -4- (3 – ((S) -6- (bis ((1- (2-tert-butoxy-2-oxoethyl)-lH-imidazol-2-yl) methyl) amino)-1-tert-butoxy-1-oxo-hexane-2-yl) ureido) -5-tert-butoxy-5-oxo-pentanoic acid(80mg, 0.098mmol), 4- (2- aminoethyl) benzenesulfonamide amide (30mg,0.15mmol), 2- (1-H-7- aza-benzotriazol-1-yl) -1,1,3,3-hexafluorophosphatetetramethyluronium methane aminium (HATU, 50mg , 0.17 mmol), and was DIPEAsolution containing a (0.50 mL) was stirred overnight at 40 ¡ã C. The solventwas evaporated under reduced pressure, and to produce a residue which was usinga gradient containing 0-20percent MeOH in DCM and purified by Biotage SP4, (S) -tert-butyl 6- (bis ( (1- (2-tert- butoxy-2-oxoethyl)-lH-imidazol-2-yl) methyl)amino) -2- (3 – ((S) -1-tert- butoxy-1,5-dioxo – 5-(4-sulfamoyl-phenethyl-amino) pentan-2-yl) ureido) hexane acid (100mg,Resultedin 100percent).

Statistics shows that 4-(2-Aminoethyl)benzenesulfonamide is playing an increasingly important role. we look forward to future research findings about 35303-76-5.

Reference:
Patent; MOLECULAR INSIGHT PHARMACEUTICALS INCORPORATED; BABICH, JOHN W; (133 pag.)JP5856247; (2016); B2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 148017-28-1, 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 148017-28-1 as follows.

Example 82: N-[((lR,2R,3S,4R)-4-{6-[(lS)-2,3-dihydro-lH-inden-l-ylamino]-9H-purin-9-yl}- 2,3-dihydroxycyclopentyl)methyl]sulfamide (1-87)Step a: fert-Butyl (aminosulfonyl){r(3aR,4R>6R,6aS)-6-(6-chloro-9H-purin-9-yl)-2,2- dimethyltetrahydro-SaH-cyclopentardiri^ldioxoM-ynmethyllcarbamate; [0614] To a solution of ((3aR,4R,6i?,6aS)- [6-(6-chloro-purin-9-yl)-2,2-dimethyl- tetrahydro-cyclopenta[l,3]dioxol-4-yl]-methanol (Yang, M.; Wei, Y.; Schneller, S. W. /. Org. Chem. 2004, 69, 3993-3996) (250.0 mg, 0.77 mmol), N-Boc-sulfonamide (226.6 mg, 1.16 mmol) and triphenylphosphine (242.3 mg, 0.92 mol) in EtOAc (8 mL) was added diisopropyl azodicarboxylate (227.3 muL, 1.16 mmol) dropwise as a solution in EtOAc (1 mL). The reaction was stirred at r.t. overnight, quenched with water and extracted with EtOAc. The organics were concentrated and the residue purified by flash chromatography (0 to 100% EtOAc/DCM) to obtain the product as an inseparable mixture with triphenylphosphine oxide. The material was carried on as such.[0615] LCMS: Rt. 2.49 min ES+ 503 (formic acid).

According to the analysis of related databases, 148017-28-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2006/84281; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics