Tag: M.W=100-200

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

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

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 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

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

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. 389890-43-1, name is tert-Butyl (cis-3-hydroxycyclobutyl)carbamate, A new synthetic method of this compound is introduced below., name: tert-Butyl (cis-3-hydroxycyclobutyl)carbamate

MsCl (5.386 g, 46.83 mmol, 2.00 eq.) was added dropwise to a cold solution of tert-butyl N-[trans-3- hydroxycyclobutyl] carbamate (4.379 g, 23.39 mmol, 1.00 eq.) and TEA (7.095 g, 70.12 mmol, 3.00 eq.) in dichloromethane (25 mL at 0C. The resulting solution was stirred for 3 hours at room temperature and it was then diluted with 200 mL of dichloromethane. The resulting mixture was washed with water (2×100 mL), dried over anhydrous sodium sulfate and concentrated under vacuum. The crude product was recrystallized from dichloromethane/hexane in the ratio of 1 : 1 to give 5.548 g (89%) of tert-butyl N-[cis-3- (methanesulfonyloxy)cyclobutyl] carbamate as an off-white solid.

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; PROTEOSTASIS THERAPEUTICS, INC.; LEE, Po-shun; (180 pag.)WO2017/40606; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1129-26-6, name is 4-Methoxybenzenesulfonamide, 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 1129-26-6, Application In Synthesis of 4-Methoxybenzenesulfonamide

To p-methoxybenzenesulfonamide (5.00 g, 26.7 mmol, 1.00 equiv) in methanol (100 mL) at 23 C was added potassium hydroxide (3.75 g, 66.8 mmol, 2.50 equiv). The reaction mixture was stirred at 23 C for 10 min and subsequently cooled to 0 C. To the reaction mixture at 0 C was added iodobenzene diacetate (8.60 g, 26.7 mmol, 1.00 equiv). The reaction mixture was stirred at 0 C for 10 min and further stirred at 23 C for 2.0 h. The reaction mixture was poured into cold water (700 mL) and kept at 0 C for 4 h. The suspension was filtered off and the filter cake was washed with water (2 x 200 mL) and methanol (2 x 200 mL) to afford 7.90 g of the title compound as a colorless solid (76% yield).NMR Spectroscopy: NMR (500 MHz, DMSO-cfe, 23 C, delta): 7.70 (d, J = 7.5 Hz, 2H), 7.49-7.44 (m, 3H), 7.32-7.28 (m, 2H), 6.78 (d, J = 8.5 Hz, 2H), 3.74 (s, 3H). 13C NMR (125 MHz, DMSO- , 23 C, delta): 160.6, 136.9, 133.2, 130.5, 130.2, 128.0, 117.0, 113.4, 55.4. These spectroscopic data correspond to the reported data in reference8.

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

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; RITTER, Tobias; LEE, Eunsung; KAMLET, Adam, Seth; POWERS, David; FURUYA, Takeru; WO2012/24604; (2012); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 122848-57-1,Some common heterocyclic compound, 122848-57-1, name is tert-Butyl 3,6-diazabicyclo[3.2.0]heptane-6-carboxylate, molecular formula is C10H18N2O2, 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 a 10 mL microwave reaction vessel compound 5-chloro-6-ethyl-2- (pyrido[3,2-b]pyrazin-7-ylthio)-7H-pyrrolo[2,3-d]pyrimidin-4-yl 4-methylbenzenesulfonate (Example 19) (0.02 g, 0.039 mmol) and tert-butyl 3,6-diazabicyclo[3.2.0]heptane-6- carboxylate (7.7 mg, 0.039 mmol) was dissolved in ethanol (0.1 mL). The reaction was sealed and heated to 100C for 0.5 h after which the solvent was removed and the crude was used for the next step without further purification

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl 3,6-diazabicyclo[3.2.0]heptane-6-carboxylate, its application will become more common.

Reference:
Patent; TRIUS THERAPEUTICS, INC.; CREIGHTON, Chris; TARI, Les; CHEN, Zhiyong; HILGERS, Mark; LAM, Thanh; LI, Xiaoming; TRZOSS, Michael; ZHANG, Junhu; FINN, John; WO2011/32050; (2011); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 37073-15-7, name is 1-(Methylsulfonyl)-1H-benzo[d][1,2,3]triazole, 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 37073-15-7, category: amides-buliding-blocks

To a solution of 2-(4-fluorophenyl)acetonitrile (2 g, 15 mmol) in DMSO (15 mL) at 8 C was added t-BuOK (2.84 g, 29 mmol). The mixture was stirred for 10 min and a solution of compound 6-1 (2.92 g, 15 mmol) in DMSO (40 mL) was then added slowly via an addition funnel. The reaction mixture was warmed to RT and stirred overnight, quenched with water, and neutralized with saturated aq. NH4C1. The mixture was extracted with EtOAc (3×100 mL). The combined organic layers were washed with water, brine, dried over MgS04, and filtered. The filtrate was concentrated and purified by silica gel column chromatography (PE/EtOAc = 5: 1) to give 6-2.

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; MERCK SHARP & DOHME CORP.; CUMMING, Jared, N.; KAELIN, David Earl, Jr.; SCOTT, Jack, D.; WU, Wen-Lian; BURNETT, Duane, A.; WO2014/99794; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 137618-48-5, 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. 137618-48-5, name is tert-Butyl (2,3-dihydroxypropyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1-[(tert-butyloxycarbonyl)amino]propane-2,3-diol (example 17a) (3.88 g, 20 mmol) was dissolved in toluene (250 ml). Imidazole (1.73 g, 25 mmol), triphenylphosphine (6.65 g, 25 mmol) and iodine (5.15 g, 20 mmol) were then added in that order. The reaction medium was stirred at room temperature for 17 hours and 0.5 equivalents of imidazole, triphenylphosphine and iodine were added. After 21 hours of reaction, a saturated sodium sulfite solution was added until complete blanching of the reaction medium. The phases were allowed to settle and the aqueous phase was extracted twice with toluene. The combined organic phases were washed with saturated sodium chloride solution, dried on magnesium sulfate, filtered and the solvent evaporated. The residue obtained (11.02 g) was purified by chromatography on silica gel (eluent: dichloromethane/ethyl acetate 95:5) to give the desired compound as a yellow paste which was promptly used in the next reaction. Yield: 41% Rf (dichloromethane/methanol 98:2): 0.24 IR: nuNH amide 3387 cm-1; nuCO carbamate 1678 cm-1

The synthetic route of tert-Butyl (2,3-dihydroxypropyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Darteil, Raphael; Caumont-Bertrand, Karine; Najib, Jamila; US2006/69156; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics