Tag: M.W=0-100

Adding a certain compound to certain chemical reactions, such as: 631-58-3, name is Propanethioamide, 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 631-58-3, 631-58-3

N-[5-(2-Bromo-acetyl)-4-methyl-thiazol-2-yl]-acetamide (71.6 mg) (prepared by the procedure of WO 2005/068444) is dissolved in CH3OH (5 mL) at RT, followed by addition of thiopropionamide (21.4 mg) and ammonium phosphomolybdate¡ÁH2O (37.5 mg). After completion of the reaction, water is added (25 mL) and the precipitate is filtered off to obtain the title compound as a dark green powder. Title compound: HPLC (Method F) RT 4.86 minutes; MS (Method D) M+H 268.2 and M-H 266.2.

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, Propanethioamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Novartis AG; US2009/163469; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

7341-96-0, A common compound: 7341-96-0, name is Propiolamide, belongs to amides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Example 6; Synthesis 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 40C 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 50C, 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, 1 H), 7.87 (bs, 1H), 7.60-7.43 (m, 2H), 7.20 (m, 2H), 5.72 (s, 2H).

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, Propiolamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dipharma Francis S.r.l.; EP2230234; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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 7803-58-9 as follows. 7803-58-9

4-{4-(2,4-Dichloro-phenyl)-2-[2-(3′-methanesulfonyl-biphenyl-4-yl)-(E)-vinyl]-imidazol-1-yl}-benzaldehyde (700 mg, 1.22 mmol)) was cyclized according to general procedure AB to provide (+/-)-4-(4-{4-(2,4-dichloro-phenyl)-2-[2-(3′-methanesulfonyl-biphenyl-4-yl)-(E)-vinyl]-imidazol-1-yl}-phenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-ylideneamine (210 mg, 25% yield). LCMS: m/z 678 (M+H)+. 1H NMR (DMSO-d6, 400 MHz): delta 3.31 (s, 3H), 5.52 (d, 1H), 6.94 (d, 1H), 7.57 (dd, 1H), 7.66-7.74 (m, 7H), 7.76-7.82 (m, 3H), 7.88 (d, 1H), 7.92 (m, 1H), 8.06 (m, 1H), 8.09 (s, 1H), 8.18 (m, 1H), 8.31 (d, 1H), 8.42 (br s, 1H) ppm.; General Procedure AB: Preparation of C-sulfahydantoin Derivatives To a suspension of aryl aldehyde in ethanol (0.1-0.5 M) was added sodium cyanide (20 eq) and sulfamide (10 eq). The mixture was heated at reflux under nitrogen for 18 hours. The mixture was then diluted with aqueous NaHCO3/EtOAc and the layers were separated. The aqueous layer was washed with EtOAc and the combined organic layers were washed with water and brine, then dried over Na2SO4 and concentrated. The residue was purified by silica gel column chromatography to afford the iminosulfahydantoin derivative.

According to the analysis of related databases, 7803-58-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mjalli, Adnan M.M.; Polisetti, Dharma R.; Subramanian, Govindan; Quada, James C.; Arimilli, Murty N.; Yarragunta, Ravindra R.; Andrews, Robert C.; Xie, Rongyuan; US2005/187277; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 631-58-3, name is Propanethioamide, 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 631-58-3, 631-58-3

Reference Example L 26 2-ethyl-5-(2-fluoro-4-pyridyl)-4-(3-methylphenyl)-1,3-thiazole A solution of 2-bromo-2-(2-fluoro-4-pyridyl)-1-(3-methylphenyl)ethanone hydrobromide (11 g, 29 mmol) and thiopropionamide (2.7 g, 30 mmol) in N,N-dimethylformamide (30 mL) was stirred at room temperature for 14 hrs. Aqueous sodium hydrogen carbonate solution was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with water, dried and the solvent was evaporated. The residue was purified by silica gel column chromatography (hexane-ethyl acetate = 4: 1) to give the title compound (3.3 g, yield 38%). oil 1H-NMR(CDCl3)delta: 1.64 (3H, t, J= 7.6Hz), 2.34 (3H, s), 3.10 (2H, q, J= 7.6Hz), 6.84-6.86 (1H, m), 7.05-7.09 (1H, m), 7.13-7.25 (3H, m), 7.37 (1H, s), 8.10 (1H, d, J= 5.6Hz).

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, Propanethioamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1402900; (2004); 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.

General procedure: 2-Azanorbornene 1 (2 mmol) was dissolved in dry CHCl3 (15mL) at ambient temperature, then the substituted acetylene (2.2 mmol) was added to the solution and the homogenous mixture stirred at r.t (24 h for MP and PA; 72 h for dialkyl acetylene dicarboxylates; TLC monitoring). Evaporationof the solvent under reduced pressure gave a crude brown oil which was purified by silica gel column chromatography (hexane-EtOAc with increasingpolarity as eluent) to provide products 2-4 as colorless oils or white powders. In the case of the reaction with MP, the obtained products 2a-e were unstable at r.t in air (quickly became dark), but relatively stable under a N2 atmosphere at -16 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7341-96-0, its application will become more common.

Reference:
Article; Nasirova, Dinara K.; Malkova, Anastasia V.; Polyanskii, Kirill B.; Yankina, Kristina Yu.; Amoyaw, Prince N.-A.; Kolesnik, Irina A.; Kletskov, Alexey V.; Godovikov, Ivan A.; Nikitina, Eugeniya V.; Zubkov, Fedor I.; Tetrahedron Letters; vol. 58; 46; (2017); p. 4384 – 4387;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 563-83-7, name is Isobutyramide, 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. 563-83-7

Compound 119 (10 g, 0.11 mol) , Lawson’s reagent (24 g, 0.06 mol) was added to a round bottom flask containing 150 mL of anhydrous tetrahydrofuran, protected with nitrogen, and stirred at 70 for 16 h. LCMS monitoring, after the reaction was completed, quenched with saturated sodium bicarbonate solution, extracted with EtOAc (400 mL ¡Á 2) , and the combined extracts were washed with saturated aqueous sodium chloride (100 mL) , dried with anhydrous Na 2SO 4, concentrated under reduced pressure, and then purified by column chromatography (eluent: ethyl acetate/petroleum ether, 1/3, v/v) , obtained 5 g of a yellow soild, yield: 42.4%. 1H NMR (400 MHz, CDCl 3) : delta ppm 1.29 (d, J = 6.8 Hz, 6H) , 2.84-2.97 (m, 1H) , 6.95 (s, 1H) , 7.73 (s, 1H) . LCMS: Rt = 0.82 min, MS Calcd.: 103.0, MS Found: 104.2 [M+H] +

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 563-83-7.

Reference:
Patent; ZHUHAI YUFAN BIOTECHNOLOGIES CO., LTD; LIAO, Xuebin; (208 pag.)WO2019/206049; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

631-58-3, 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. 631-58-3, name is Propanethioamide, This compound has unique chemical properties. The synthetic route is as follows.

Example 11 2-ethyl-5-(2-fluoro-4-pyridyl)-4-(3-methylphenyl)-1,3-thiazole A solution of 2-bromo-2-(2-fluoro-4-pyridyl)-1-(3-methylphenyl)ethanone hydrobromide (11 g, 29 mmol) and thiopropionamide (2.7 g, 30 mmol) in N,N-dimethylformamide (30 mL) was stirred for 14 hours at room temperature. Aqueous sodium hydrogen carbonate solution was added to the reaction mixture, and extracted with ethyl acetate. The extracts were washed with water, dried, then, the solvent was distilled off. The residue was purified by silica gel column chromatography (hexane-ethyl acetate=4:1) to obtain a title compound (3.3 g, yield 38%). Oil 1H-NMR (CDCl3) delta: 1.64 (3H, t, J=7.6 Hz), 2.34 (3H, s), 3.10 (2H, q, J=7.6 Hz), 6.84-6.86 (1H, m), 7.05-7.09 (1H, m), 7.13-7.25 (3H, m), 7.37 (1H, s), 8.10 (1H, d, J=5.6 Hz).

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; Ohkawa, Shigenori; Naruo, Ken-ichi; Miwatashi, Seiji; Kimura, Hiroyuki; US2004/53973; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

3144-09-0, 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. 3144-09-0, name is Methylsulfonamide, This compound has unique chemical properties. The synthetic route is as follows.

In a 2-liter reaction flask, 1 liter of ethyl acetate and 66 grams of methylsulfonamide were added, and 109 grams of chloroacetyl chloride was gradually added; the temperature was gradually increased to 65C for 12 hours until the end of the reaction.The reaction solution gradually cooled to 0 degree, and a large amount of white solid precipitated; it was filtered and dried to obtain 112 g of solid SLP-10b (X=Cl).Yield: 94%.H NMR (400MHz, CDCl3): delta 4.02 (s, 2H), 3.28s, 3H)ESI/MS+(m/z):171

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; Shanghai Aikangrui Pharmaceutical Technology Co., Ltd.; Fan Linfeng; Zhu Yangwei; Qiu Aiyun; Lv Bojie; Xu Zhonghui; Zhang Changxuan; (11 pag.)CN106316967; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

A common heterocyclic compound, 7341-96-0, name is Propiolamide, molecular formula is C3H3NO, 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. 7341-96-0.

General procedure: CuI (0.01mmol) was added to a mixture of isatin (1) (1.0 mmol), L-proline (2) (1.0 mmol) and alkyne (3)(1.0 mmol) in acetonitrile and the reaction mixture was stirred at 80 C for2-3 h under nitrogen. The solvent was then removed under reduced pressure andthe concentrated reaction mass was purified by column chromatography on silicagel using 50% hexane-ethyl acetate to afford the desired compound.. 2-oxo-5′,6′,7′,7a’-tetrahydrospiro[indoline-3,3′-pyrrolizine]-2′-carboxamide 4a) Off white solid; Yield: 92%; mp: 260-263 C; lHNMR (400 MHz, DMSO-d6): d 10.0 (s, 1H), 7.50 (s, 1H), 7.20-7.15 (m, 1H),7.00-6.70 (m, 5H), 4.45-4.35 (m, 1H), 2.50-2.40 (m, 2H), 2.05-1.95 (m, 1H),1.80-1.45 (m, 3H); 13C NMR (100 MHz, DMSO-d6): delta 178.5,163.8, 143.2, 139.1, 137.7, 128.8, 127.3, 125.4, 120.4, 109.4, 76.9, 71.6, 47.8,30.6, 26.8; IR (KBr): 3275, 2873, 1663, 1598, 1472, 1384, 1205, 745 cm-1;m/z (ES): 270.12 (M+1, 100 %); HRMS: m/z [M + H] calcd for C15H16N3O2:270.1243; found: 270.1240.

The synthetic route of Propiolamide has been constantly updated, and we look forward to future research findings.

Reference:
Article; Singh, Shambhu Nath; Regati, Sridhar; Paul, Abir Kumar; Layek, Mohosin; Jayaprakash, Sarva; Reddy, K. Venkateshwara; Deora, Girdhar Singh; Mukherjee, Soumita; Pal, Manojit; Tetrahedron Letters; vol. 54; 40; (2013); p. 5448 – 5452;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

563-83-7,Some common heterocyclic compound, 563-83-7, name is Isobutyramide, molecular formula is C4H9NO, 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: In a 10 mL microwave vial, furopyrazine 8, 12a-c and 13 (0.3 mmol), amide (0.45 mmol, 1.5 equiv), Pd(OAc)2 (5 mol %), Xanthphos (7 mol %) and Cs2CO3 (3 equiv) were successively dissolved in THF (3 mL). The reaction tube was sealed and irradiated at a ceiling temperature of 140 C at 100 W maximum power for 30-45 min. After reaction, the mixture was cooled with an air flow for 2 min, extracted with ethylacetate (2¡Á50 mL) and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was subjected to silica gel chromatography (from 5% to 20% EtOAC in heptane) to afford compounds 14a-j.

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

Reference:
Article; Claerhout, Stijn; Sharma, Sweta; Skoeld, Christian; Cavaluzzo, Claudia; Sandstroem, Anja; Larhed, Mats; Thirumal, Meganathan; Parmar, Virinder S.; Van Der Eycken, Erik V.; Tetrahedron; vol. 68; 14; (2012); p. 3019 – 3029;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics