Month: March 2021

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. 144-80-9, name is N-((4-Aminophenyl)sulfonyl)acetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 144-80-9

2 mmol compound 1a or 1b and 0.194 g (2 mmol) potassiumthiocyanate in about 25 mL acetone were refluxed for 30 min. Theresulting solid (KCl) was removed by filtration. Then to this solutioncorresponding sulfonamides (2 mmol) in about 10 mL acetone wasadded dropwise, the mixture was stirred under reflux for 2 h. The resulting solution was evaporated under reduced pressure. Then,the residue was treated with the water to give crude product as awhite solid. The resulting crude product was stirred with diethyletherat room temperature for 1 h and then filtered. After theseexperimental procedures, the white colored substance was obtainedas pure.

The synthetic route of 144-80-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Koca, ?rfan; Yi?itcan, Serhat; Guemue?, Mehmet; Goekce, Halil; Sert, Yusuf; Journal of Molecular Structure; vol. 1204; (2020);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 138-41-0,Some common heterocyclic compound, 138-41-0, name is Carzenide, molecular formula is C7H7NO4S, 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 suspension of 4-(aminosulfonyl)benzoic acid (500 mg, 2.5 mmol) in MeOH (2 ml) at O0C is added thionylchloride (0.2 ml, 7.4 mmol). The reaction mixture is stirred at rt overnight. When TLC confirms the total consumption of the starting acid, the solvent and excess thionyl chloride are removed under reduced pressure to afford 400 mg (75 %) of the title compound, which was used in the next step without any further purification. LC/MS: (ES+):215.9, (ES-):214.1.

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

Reference:
Patent; APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.; WO2007/23186; (2007); A1;,
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. 24310-36-9, name is 1-(Toluene-4-sulfonyl)-1,2,3,4-tetrahydrobenzo[b]azepin-5-one, A new synthetic method of this compound is introduced below., Quality Control of 1-(Toluene-4-sulfonyl)-1,2,3,4-tetrahydrobenzo[b]azepin-5-one

A solution of Br2 (558 mg, 3.48 mmol) in DCM (10 mL) was added dropwise to compound from Example 1 step 1 (1.00 g, 3.17 mmol), NBS (57 mg, 0.32 mmol), Et3N (352 mg, 3.48 mmol) in DCM (50 mL) at rt. The mixture was stirred at 50oC for 5 hrs and then quenched with water, extracted with DCM. The organic layer was washed with NaHCO3 (aq), concentrated and purified by silica gel column chromatography to give the desired compound (1.2 g, 96%) as brown solid. ESI MS m/z = 394.15 [M+1].

The synthetic route of 24310-36-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; YU, Jianming; SHOOK, Brian, C.; BLAISDELL, Thomas, P.; KIM, In, Jong; PANARESE, Joseph; MCGRATH, Kevin; NEGRETTI-ENMANUELLI, Solymar; OR, Yat, Sun; (301 pag.)WO2017/123884; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 1118-92-9, The chemical industry reduces the impact on the environment during synthesis 1118-92-9, name is N,N-Dimethyloctanamide, I believe this compound will play a more active role in future production and life.

Example 2; 1-octanol was produced from N,N-dimethyloctanamide according to the following equation.[0084] [Chem. 13] [0085] 0.01 mmol of the complex 1 produced in Example 1 was placed in a 50 mL-autoclave equipped with a stirrer, and the autoclave was purged with nitrogen. 300 microliters of methanol, 1 mmol of N,N-dimethyloctanamide, and 500 microliters of methanol solution of 2.0 M sodium methoxide were added to the autoclave, and the autoclave was purged with hydrogen. The resulting mixture was stirred under hydrogen atmosphere (5 MPa) and 100 degrees C for 16 hours to obtain a reaction solution. The reaction solution was analyzed by gas chromatography, and as a result, it was confirmed that the GC area percentage of the amide as a raw material was 2% and the GC area percentage of 1-octanol was 92%.

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

Reference:
Patent; TAKASAGO INTERNATIONAL CORPORATION; OGATA, Osamu; KURIYAMA, Wataru; MATSUMOTO, Takaji; WO2012/39098; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

39549-79-6, name is 2-Amino-4-methylbenzamide, 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. Quality Control of 2-Amino-4-methylbenzamide

Step A:To a solution of 2-amino-4-methylbenzamide (3 g, 20.0 mmol) in THF (40 mL) was added 5-(4-fluorophenyl)-1,3-dioxolane-2,4-dione from Example 16 (4.7 g, 24 mmol) and the solution was stirred for 2 hrs at 50¡ã C. Sodium methoxide in MeOH (25percent, 5.2 mL, 24 mmol) was then added and the solution was stirred at 50¡ã C. overnight.The reaction mixture solution was concentrated, 2N HCl was added and the mixture was filtered.The collected solid was dried to give 2-((4-fluorophenyl)(hydroxy)methyl)-7-methylquinazolin-4-ol (5.14 g, 91percent) which was used without further purification. LC-MS (ESI) m/z 285 (M+H)+.

The synthetic route of 39549-79-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMBIT BIOSCIENCES CORP.; US2012/53176; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

77925-80-5, name is N-(Benzyloxy)-2-nitrobenzenesulfonamide, 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. HPLC of Formula: C13H12N2O5S

To a solution of N-(benzyloxy)-2-nitrobenzenesulfonamide (212 g, 0.69 mol) in THF (1000 mL) was added (2S,5S)-1-tert-butyl 2-ethyl 5-hydroxypiperidine-1,2-dicarboxylate (171 g, 0.63 mol) and PPh3 (275 g, 1.05 mol), followed by dropwise addition of a solution of DEAD (195 g, 1.12 mol) in THF (500 mL). The mixture was then stirred at 20 C. overnight. The reaction mixture was then concentrated in vacuum and purified by silica gel column chromatography (3:1 petroleum ether/EtOAc) to afford (2S,5R)-1-tert-butyl 2-ethyl 5-(N-(benzyloxy)-2-nitrophenylsulfonamido)piperidine-1,2-dicarboxylate (283.8 g, 80%) as a yellow oil

The synthetic route of 77925-80-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hwang, You Seok; Gu, Jian-Qiao; Jain, Akash; Garad, Sudhakar; Sizemore, Jacob P.; US2014/275001; (2014); A1;,
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. 5511-18-2, name is Adamantane-1-carboxamide, A new synthetic method of this compound is introduced below., category: amides-buliding-blocks

To a solution of admantane-1 -carboxamide (2 g, 11.17 mmol) in THF (50 mL) was added BH3. Me2S (10.2 M, 3.4 mL, 34.7 mmol) under nitrogen. The mixture was heated at reflux overnight. The solution was cooled to rt. Methanol (20 mL) was added to the solution. The mixture was concentrated under vacuum to give crude product, which was purified by chromatography on silica gel to afford (i-adamantyl)methylamine (1.09 g, 59 %). 1H NMR (CDCI3, 400 MHZ): delta=1.44-1.96 (m, 15H), 2.30 (s, 2H).

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; VITAE PHARMACEUTICALS, INC.; WO2008/106128; (2008); A2;,
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. 326-67-0, name is N-(2-Fluoro-4-methylphenyl)acetamide, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H10FNO

A solution of the acetamide from preparation 26 (1.0 g, 5.9 mmol) in nitric acid (70%, 10 ml) was cooled to 0 C. and treated with fuming nitric acid (90%, 10 ml) maintaining the reaction temperature <0 C. The reaction was left to stir for one hour at 0 C. and then poured onto ice and allowed to warm gradually to room temperature. The resulting precipitate was collected by filtration and dried in vacuo to give a colourless solid (1 g, mixture of isomers). The solid was dissolved in methanol (20 ml) and solid KOH added to adjust the pH to 10. The solution was left to stir at room temperature for 16 hours and then the solvent was removed in vacuo. Water (50 ml) and dichloromethane (50 ml) were added and the organic phase separated. The aqueous phase was extracted with further dichloromethane (50 ml) and the combined organics dried (sodium sulphate) and reduced in vacuo. Purification by flash column chromatography on silica gel eluting with pentane:ethyl acetate (80:20 changing to 20:80, by volume) gave the title compound as a yellow solid (124 mg). 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; Lane, Charlotte Alice Louise; Price, David Anthony; US2006/111416; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 72505-21-6, A common heterocyclic compound, 72505-21-6, name is 4-(Trifluoromethyl)thiobenzamide, molecular formula is C8H6F3NS, 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 a solution of intermediate 15 (530.3 g, 2.59 mol) in EtOH (2.6 l) was added 2- chloro-3-oxo-butyric acid ethyl ester (465 ml, 1.3 eq) and the mixture was stirred at rt for 7 hours and at 70C for 14 hours. After cooling at 0C the precipitate was filtered and washed with cold EtOH (500 ml) to give the title compound (573.0 g, 1.89 mol) as a beige powder in a 73% yield; 1H NMR (CDCI3, 300 MHz) delta 7.9 (d, 2H), 7.6 (d, 2H), 4.3 (q, 2H), 2.65 (s, 3H), 1.25 (t, 3H).

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; WO2004/6924; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 389890-43-1,Some common heterocyclic compound, 389890-43-1, name is tert-Butyl (cis-3-hydroxycyclobutyl)carbamate, molecular formula is C9H17NO3, 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 solution of tert-butyl ((lS,3S)-3-((3-bromopyridin-2- yl)oxy)cyclobutyl)carbamate (see PREPARATION 4A; 1.08 g, 3.8 mmol) in DMF (20 mL) at RT was added sodium hydride (60% wt in mineral oil) (0.18 g, 7.6 mmol). The mixture was stirred at RT for 10 min and then 3-bromo-2-fluoro-pyridine (665 mg, 3.8 mmol) was added. The reaction mixture was stirred at RT for lh and then diluted with water (20 mL) and extracted with EtOAc (2 x 30 mL). The combined organic phases were washed with water (10 mL) and brine (10 mL), dried over Na2S04, and filtered. The filtrate was evaporated in vacuo and the residue was purified by flash chromatography on silica gel (5% to 30% EtOAc in hexanes) to give tert-butyl ((l S,3S)-3-((3-bromopyridin-2-yl)oxy)cyclobutyl)carbamate (391 mg, 1.14 mmol, 30%) as white solid. ESI-MS (M+l): 343 calc. for Ci4Hi9BrN203 342.

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 (cis-3-hydroxycyclobutyl)carbamate, its application will become more common.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer; FROHN, Michael; HARRINGTON, Paul; PICKRELL, Alexander; RZASA, Robert; SHAM, Kelvin; HU, Essa; WO2011/143366; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics