Tag: M.W=0-100

7341-96-0, 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 7341-96-0 as follows.

To a stirred solution of ethynylcarbamoyl (Method 74; 43g, 0. 62mol) in water (310ml) cooled in ice bath was added ammonium thiosulphate (92.35g, 0. 62mol) in one portion. The reaction was allowed to warm to room temperature over 5 hours. To the reaction mixture was added a solution of iodine (79.2g, 0. 31mol) in MeOH (11) rapidly over 10 minutes to yield a dark solution. Ammonium thiosuphate was added until a yellow solution was obtained. The solvent was evaporated to approximately 400ml and extracted ether (3 x 300ml). The ethereal solution was washed brine (100ml), passed through phase separation paper and evaporated in vacuo to yield the title compound as a pale orange solid (32.8g, 52%). Mpt: 70-71 C.

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

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2003/76436; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

7341-96-0,Some common heterocyclic compound, 7341-96-0, name is Propiolamide, molecular formula is C3H3NO, 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 6Synthesis of Compound (I)1-(2,6-Difluorobenzyl)-1H-1,2,3-triazole-4-carboxyamide (Rufinamide); A 500 ml round-bottom flask is loaded with 2,6-difluorobenzyl azide (100 g, 0.59 mole) dissolved in methanol (300 ml), then propiolamide (49 g, 0.71 mole) obtained according to Example 5 is added under stirring to obtain a solution. Afterwards, CuSO4 pentahydrate (1.46 g, 5.9 mmoles) and ascorbic acid (5.19 g, 29.6 mmoles) are added in succession. The reaction mixture spontaneously reaches 40 C. and is kept under stirring for 4 hours at the same temperature. The formed solid is then filtered off, washed with methanol and water, and dried in an oven at 50 C., thereby affording 133 g of a solid crude in 89% yield. The solid is suspended in water (300 ml), the suspension is treated with 33% aqueous ammonia (50 ml) and left under stirring for 3 hours, then the resulting white solid is filtered and dried in an oven. 130 g of a crystalline solid are obtained in 87% yield.1H NMR (400 MHz, DMSO-d6), delta ppm: 8.56 (s, 1H), 7.87 (bs, 1H), 7.60-7.43 (m, 2H), 7.20 (m, 2H), 5.72 (s, 2H).

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

Reference:
Patent; DIPHARMA FRANCIS S.R.L.; US2010/234616; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 563-83-7, name is Isobutyramide, I believe this compound will play a more active role in future production and life. 563-83-7

Step A: 2-Methylpropanethioamide; H*C^NH2 CH*A solution of 2-methylpropanamide (6.53 g, 75.0 mmol) and 2,4-bis(4- methoxyphenyl)-1 ,3-dithia-2,4-diphosphetane-2,4-disulfide (15.17 g, 37.51 mmol) in THF (100 ml_) was heated to reflux for 4 h. The reaction mixture was then cooled to rt and poured into saturated aqueous NaHCO3 (200 ml_). The mixture was extracted with ether (4 x 100 ml_). The organic fractions were combined, dried over Na2SO4, filtered, and concentrated. Purification by flash column chromatography (20% EtOAc: hexanes) afforded 4.77 g (62%) of the title compound of Step A. 1H-NMR (400 MHz, CDCI3) delta 7.63 (brs, 1 H), 6.90 (brs, 1 H), 2.88 (m, 1 H), and 1.27 (d, 6H, J = 6.8 Hz).

The chemical industry reduces the impact on the environment during synthesis 563-83-7. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/76140; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

3144-09-0, These common heterocyclic compound, 3144-09-0, name is Methylsulfonamide, 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.

Add in the reaction flask2- (4 – ((5,6-diphenylpyrazin-2-yl) (isopropyl) amino) butoxy) acetic acid (S-I)(21.0 g, 0.05 mol), carbonyldiimidazole (12.2 g, 0.075 mol) andDichloromethane (210 mL), heated to reflux for 1 hour,The temperature was lowered to 20-30 C, methanesulfonamide (9.5 g, 0.10 mol)After stirring for 10 minutes, triethylamine (10.1 g, 0.10 mol)Continue to react for 5 hours. Water (50 mL) was added,Dropping 1N hydrochloric acid to adjust the pH of the system to 5-6, liquid separation,The organic phase was washed with water (50 mL ¡Á 2), dried over anhydrous sodium sulfate,Filtration, the filtrate was concentrated under reduced pressure Sai Xip crude(Purity: 99.16%, HPLC chromatogram shown in Figure 1),The crude product was recrystallized from absolute ethanol (270 mL) to give a white solid racemic solution(24.0 g, yield: 96.8%, purity: 99.93%,HPLC chromatogram shown in Figure 2).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3144-09-0.

Reference:
Patent; Hangzhou East China Pharmaceutical Group New Drug Institute Co., Ltd.; Zhang Qianqian; Qu Xiaoxia; (14 pag.)CN107365275; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 3144-09-0, name is Methylsulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 3144-09-0

e) Boc-N-(4-Benzylsulfanyl-5-nitro-thiophen-3-ylmethyl)-methanesulfonamide Triethylamine (22.0 mL, 158 mmol), di-tert-butyl dicarbonate (27.5 g, 126 mmol), and 4-(N,N-dimethylamino)pyridine (1.28 g, 10.5 mmol) were added sequentially to a solution of methanesulfonamide (10.0 g, 105 mmol) in dichloromethane (300 mL) at 25 C. The mixture was stirred at 25 C. for 2 h, and then was concentrated in vacuo to ~40 mL volume. Ethyl acetate (350 mL) was added and the mixture was washed with 1.0 M aqueous hydrochloric acid solution (300 mL). The aqueous layer was extracted with ethyl acetate (250 mL) and the combined organic layers were dried over sodium sulfate, filtered and were concentrated in vacuo to afford Boc-N-methanesulfonamide (17.1 g, 87.6 mmol, 83%) as a white solid. 1H NMR (400 MHz, CDCl3) delta: 1.53 (9H, s), 3.27 (3H, s).

The synthetic route of 3144-09-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anadys Pharmaceuticals, Inc.; US2009/306057; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

3144-09-0, 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. 3144-09-0, name is Methylsulfonamide, A new synthetic method of this compound is introduced below.

A solution of Boc20 (41.2 g, 189.2 mmol) in DCM (200 mL) was added dropwise to a stirred suspension of methane sulfonamide (15.0 g, 157.7 mmol), Et3N (23.6 mL, 173.5 mmol) and DMAP (1.9 g, 15.8 mmol) in DCM (200 mL). The resulting suspension was stirred for 3 h at room temperature and concentrated under vacuum. The resulting residue was diluted with EtOAc (300 mL) and acidified with 1 N HCI (200 mL). The organic layer was washed with water followed by brine, dried over Na2S04 and concentrated under reduced pressure to obtain a crude mixture, which was triturated with 10% EtOAc in petroleum ether to obtain B1 as a white solid (25.0 g, 81 %). Rf: 0.6 (50% EtOAc in petroleum ether). LCMS m/z = 194.3 (M – H). 1H NMR (400 MHz, CDCI3): delta 1.44 (s, 9H), 3.19 (s, 3H), 7.19 (s, 1 H).

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; PFIZER INC.; CHEKLER, Eugene Lvovich Piatnitski; GILBERT, Adam Matthew; UNWALLA, Rayomand Jal; VERHOEST, Patrick Robert; ANDERSON, James Thomas; WO2015/181676; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 7803-58-9, name is Sulfuric diamide, 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. 7803-58-9

The preparation of sulfamide 16.1 is starting with commercially available, literature or readily available diamine. The treatment of diamine 16.1 with sulfamine a under refluxing pyridine affords sulfamine 16.3, which is followed by alkylation of [A-HALO] alkyl ester to give compound 16.4. Basic hydrolysis (LiOH, [H20/THF/MEOH)] of ester gives acid 16.1 as the intermediateds for example 61.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 7803-58-9.

Reference:
Patent; SUNESIS PHARMACEUTICALS, INC.; WO2003/106405; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

7341-96-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 7341-96-0 name is Propiolamide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A mixture of imine (0.24 mmol), rhodium acetate (0.0024 mmol) and molecular sieves (300 mg) were mixed in a 10 mL one-Oil pump for nitrogen ventilation,A 1 mL syringe was added with 1 mL of re-evaporated CH2 Cl2 Prepared as a mixed solution A and stirred at room temperature for 10 minutes.The aryl diazonium compound (0.2 mmol) and the amide compound (0.2 mmol) were dissolved in 1 mL of re-evaporated CH2Cl2 Prepared into solution B. Solution B was added to the mixed solution A at 25 C with a syringe pump over 1 hour.Stirring 3 to 12 hours,The reaction mixture was purified by column chromatography to give pure product as shown in formula (j)Methyl (2S, 3S) -3- (2-formylmethyl) -3 – ((2-hydroxyphenyl) amino) -2-phenyl-2-propiolamide propionate,The yield was 40%Dr value equal to> 95: 5,HPLC purity was 97%.

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

Reference:
Patent; East China Normal University; Liu Shunying; Lei Ruirui; Jia Kaili; Wu Yong; Liu Donglan; Dong Suzhen; Hu Wenhao; (42 pag.)CN106831474; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

7341-96-0, These common heterocyclic compound, 7341-96-0, name is Propiolamide, 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.

Propiolamide (2.1 g, 31 mmol), 2,5-hexanedione (5.1 mL, 43 mmol) and para-toluenesulfonic acid monohydrate (300 mg, 1.6 mmol) were taken up in fluorobenzene (110 mL) and the reaction was heated at reflux under Dean-Stark conditions (24 h). The reaction mixture was cooled to room temperature and sodium carbonate (800 mg, 7.5 mmol) was added. The reaction mixture was stirred at room temperature (30 min) and the solids were removed by filtration. The solvent was removed and the residue was purified by column chromatography (5% ethyl acetate in hexanes). Following the elution of the title compound,the column was flushed (10% methanol in dichloromethane). The solvent was removed from the column residue and to this was added 2,5-hexanedione (3.6 mL, 31 mmol), para-toluenesulfonic acid monohydrate (300 mg, 1.6 mmol) and fluorobenzene (100 mL). The mixture was heated at reflux under Dean-Stark conditions (20 h). The reaction mixture was cooled to room temperature and sodium carbonate (800 mg, 7.5 mmol) was added. The mixture was stirred at room temperature (30 min) and the solids were removed by filtration. The solvent was removed and the residue was purified by column chromatography (5% ethyl acetate in hexanes). The two batches of the title compound were combined and further purified by column chromatography (5% ether in hexanes) to give the title compound (1.92 g, 42%) as a pale yellow solid. Rf: 0.59 (20% ether in hexanes); deltaH (300 MHz; CDCl3): 5.84 (2 H, s), 3.42 (1 H, s), 2.49 (6 H, s); deltaC (75 MHz; CDCl3): 151.1 (C), 131.5 (2C), 112.5 (2CH), 82.3 (CH), 78.0 (C), 16.5 (2Me); mp: 70-71 C (lit.[3] 68 C).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 7341-96-0.

Reference:
Article; Law, Katherine R.; McErlean, Christopher S.P.; Tetrahedron Letters; vol. 57; 29; (2016); p. 3113 – 3116;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 3144-09-0, name is Methylsulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 3144-09-0

Reference Example 42 To a mixture of methane sulfonamide (1.96 g), triethylamine (3.2 mL), 4-(dimethylamino)pyridine (252 mg), and dichloromethane (30 mL) was added a mixture of di-tert-butyl dicarbonate (5.17 g) and dichloromethane (40 mL) at room temperature for 30 minutes. The mixture was concentrated after stirring for 2 hours, and the residue was distributed with ethyl acetate and 1 N hydrochloric acid. The organic layer was washed with water, dried and concentrated. The obtained residue was purified by silica gel column chromatography to obtain tert-butyl methylsulfonyl carbamate (2.44 g). 1H-NMR (300 MHz, CDCl3) delta: 1.52 (9H, s), 3.28 (3H, s).

The synthetic route of 3144-09-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1553074; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics