Author: tianli

16982-21-1, 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. 16982-21-1 name is Ethyl 2-amino-2-thioxoacetate, 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 2-bromo-1-phenylethan-1-one (0.50 g, 2.5 mmol)and ethyl 2-amino-2-thioxoacetate (0.50 g, 3.8 mmol) was dissolved in ethanol (10 mL). The solutionwas heated at reflux for 6 h and then cooled to room temperature. After being concentrated, the residuewas dissolved in ethyl acetate (20 mL); then the solution was washed with water and brine, dried overNa2SO4, and concentrated in vacuo. The residue was purified by chromatography on silica gel(petroleum ether:ethyl acetate = 20:1) to give 11 (0.43 g, 73.6%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 2-amino-2-thioxoacetate, and friends who are interested can also refer to it.

Reference:
Article; Wang, Xinran; Lin, Xuehua; Xu, Xuanqi; Li, Wei; Hao, Lijuan; Liu, Chunchi; Zhao, Dongmei; Cheng, Maosheng; Molecules; vol. 22; 11; (2017);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

107017-73-2, A common compound: 107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, 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.

d- Synthesis of Int. 37 : To a mixture of 36 (0.615 g, 1 .40 mmol ), l -(boc-amino)cyclopropylmethanol (0.275 g, 1.47 mmol) and diphenylphosphinopolystyrene (0.933 g, 2.80 mmol) in dry THF (12 mL) was added DBAD (0.644 g, 2.80 mmol). The mixture was stirred for 72 h at r.t. then filtered through a glass frit and washed with EtOAc. The filtrate was evaporated in vacuo to give 1.54 g of yellow oil. The residue was purified by prep. LC (Irregular SiOH, 15-40 mupiiota, 50 g Merck, mobile phase gradient: from DCM 100% to DCM 60%, EtOAc 40%) to give 636 mg of Int. 37 as a white foam (75%).

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 (1-(hydroxymethyl)cyclopropyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; MEVELLEC, Laurence, Anne; PASQUIER, Elisabeth, Therese, Jeanne; DESCAMPS, Sophie; MERCEY, Guillaume, Jean, Maurice; WROBLOWSKI, Berthold; VIALARD, Jorge, Eduardo; MEERPOEL, Lieven; JEANTY, Matthieu, Ludovic; JOUSSEAUME, Thierry, Francois, Alain, Jean; WO2015/144799; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

68524-30-1, 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. 68524-30-1, name is 2-[(Diphenylmethyl)thio]acetamide, A new synthetic method of this compound is introduced below.

2-(Benzhydrylthio)acetamide obtained according to Example 4 (30 g-HPLC 97.9%) and acetic acid (120 ml) are loaded into a 1000 ml round-bottom flask. The mixture is heated to 40 C., slowly added with 35% hydrogen peroxide (11.7 g) and reacted at 40 C. for about 6 hours. The mixture is then cooled to 30 C., added with water (900 ml) and further cooled to 15 C. The product is filtered and washed with water. The wet product (49.4 g) thus obtained (HPLC: 95.73%, 0.083% (sulfone)) is dried at 50 C. under reduced pressure. Yield: 29.7 g. Crude modafinil is recrystallized from methanol (193 ml), by heating under reflux and cooling then to 15 C. The precipitate is filtered, washed with cold methanol and dried at 50 C. under reduced pressure. Yield: 23.4 g (HPLC: 99.9%, 0.01% (sulfone)).

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; PROCOS S.P.A.; US2004/106829; (2004); A1;,
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

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

34801-09-7, These common heterocyclic compound, 34801-09-7, name is N-(2-Aminophenyl)acetamide, 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.

A mixture of 1.00 g (5.2 mmol) of compound 1a and 0.78 g (5.2 mmol) of N-(2-amino-phenyl)acetamide in 10 mL of ethanol was refluxed for 1 h. The mixture was cooled and evaporated by half, and the yellow solid was filtered off. Yield 1.20 g (71%), mp 130-132C (decomp., from EtOH). IR spectrum, nu, cm -1 : 3272 (NH, OH), 1715 (C=O). 1 H NMR spectrum, delta, ppm: 2.11 s (3H, Me), 6.38 s (1H, 3-H), 7.07 m (1H, H arom ), 7.17 m (2H, H arom ), 7.32 m (1H, H arom ), 7.49-7.60 m (3H, H arom ), 7.96 m (2H, H arom ), 9.82 s (1H, NH), 11.61 s (1H, NH). 13 C NMR spectrum, delta C , ppm: 22.8 (Me), 95.3 (C 3 ); 122.6, 125.1, 125.9, 127.1, 128.2, 128.5, 128.9, 130.3, 131.9, 138.5 (C arom ); 151.9 (C 2 ), 165.2 (COOH), 168.8 (CONH), 189.3 (COPh). Mass spectrum: m/z 325.15 [M + H] + . Found, %: C 66.59; H 4.87; N 8.44. C 18 H 16 N 2 O 4 . Calculated, %: C 66.66; H 4.97; N 8.64. [M + H] + 325.12

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 34801-09-7.

Reference:
Article; Stepanova; Dmitriev; Maslivets; Russian Journal of Organic Chemistry; vol. 55; 3; (2019); p. 402 – 405; Zh. Org. Khim.; vol. 55; 3; (2019); p. 469 – 473,5;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 14433-76-2, name is N,N-Dimethylcapramide, I believe this compound will play a more active role in future production and life. 14433-76-2

General procedure: The following experimental procedure for the chemoselective partial reduction of ethyl benzoate and N,N-dimethyl 3-toluamide is representative. A dry and argon-flushed flask, equipped with a magnetic stirring bar and a septum, was charged with ethyl benzoate (0.07mL, 0.5mmol), N,N-dimethyl 3-toluamide (0.08mL, 0.5mmol) and 5mL THF. After CDBBA (9.01mL, 0.44M soln. 4.0mmol) was slowly added and stirred for 12h at room temperature. The reaction was quenched by aqueous 1N HCl (10mL) and extracted with diethyl ether (2¡Á10mL). The combined organic layers were dried over MgSO4. GC analysis showed a 97% recovery yield of ethyl benzoate and 95% yield of 3-methylbenzaldehyde. All products in Table 2 were confirmed through comparison with GC data of authentic sample.

The chemical industry reduces the impact on the environment during synthesis 14433-76-2. I believe this compound will play a more active role in future production and life.

Reference:
Article; Im, So Hee; Shin, Won Kyu; Jaladi, Ashok Kumar; An, Duk Keun; Tetrahedron Letters; vol. 59; 24; (2018); p. 2335 – 2340;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 22117-85-7, name is 2-Methoxy-5-sulfamoylbenzoic acid, I believe this compound will play a more active role in future production and life. 22117-85-7

example 35 by following general method D using 0.84 g. of 6-methoxy-3-sulfamoylbenzoic acid and 0.6 g. of N-benzyl-N-methylethylenediamine, 1.2 g. of N-[2-(N’-benzyl-N’-methylamino)ethyl]-6-methoxy-3-sulfamoylbenzamide was obtained. Melting point: 202-203 C. (recrystallized from a mixture of methanol and isopropanol). Elemental analysis for C18 H23 N3 O4 S:

The chemical industry reduces the impact on the environment during synthesis 22117-85-7. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US4097487; (1978); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

1882-71-9, name is 2-Amino-5-methoxybenzamide, 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. 1882-71-9

General procedure: A solution of anthranilamide (30 mmol) in 1N HCl (120 mL) was stirred at 0 C for 20 min. Then, sodium nitrite (60 mmol) dissolved in deionized water (100 mL) was added dropwise to the above solution for 40 min. After another 2 h of stirringat 0 C, 30% NaOH solution was added slowly to adjustp H value to 8.0. The reaction mixture was allowed to stir vigorously for 15 min. The precipitated product was filtered, washed with deionized water (200 mL), and dried to afford compounds 10 in yields of 40-92%.

Statistics shows that 1882-71-9 is playing an increasingly important role. we look forward to future research findings about 2-Amino-5-methoxybenzamide.

Reference:
Article; Chen, Xiulei; Zhou, Zhen; Li, Zhong; Xu, Xiaoyong; Phosphorus, Sulfur and Silicon and the Related Elements; (2019);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

2675-89-0, 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. 2675-89-0, name is 2-Chloro-N,N-dimethylacetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[Example 9] [2-(Dimethylamino)-2-oxoethyl] (6-{(pyridin-2-ylsulfonyl)[4-(thiazol-2-yl)benzyl]-aminomethyl}pyridin-2-ylamino)acetate To 1 ml of an N,N-dimethylformamide solution containing 174 mg (0.351 mmol) of (6-{(pyridin-2-ylsulfonyl)[4-(thiazol-2-yl)benzyl]aminomethyl}pyridin-2-ylamino)acetic acid obtained by the same manner as in Reference example 3-(b) were added 97 mg (0.70 mmol) of potassium carbonate and 47 mul (0.46 mmol) of2-chloro-N,N-dimethylacetamide, and the mixture was stirred at room temperature for 4 hours. After completion of the reaction, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was applied to silica gel column chromatography (eluent; ethyl acetate_methanol=9:1 (V/V)), and the fractions containing the objective material were concentrated under reduced pressure to obtain 203 mg of the title compound as white foam substantially quantitatively. Mass spectrum (FAB, m/z): 581 (M++1). 1H-NMR spectrum (DMSO-d6, delta ppm): 8.67 (ddd, J=4.7, 1.8, 0.9 Hz, 1H), 7.96 (ddd, J=7.7, 7.7, 1.8 Hz, 1H), 7.92 (d, J=3.2 Hz, 1H), 7.88-7.83 (m, 2H), 7.81 (ddd, J=7.8, 1.0, 0.9 Hz, 1H), 7.78 (d, J=3.2 Hz, 1H), 7.59 (ddd, J=7.7, 4.7, 1.0 Hz, 1H), 7.38-7.33 (m, 2H), 7.21 (dd, J=8.3, 7.1 Hz, 1H), 6.92 (t, J=6.0 Hz, 0.8H), 6.35 (d, J=8.3 Hz, 1H), 6.31 (d, J=7.1 Hz, 1H), 4.77 (s, 2H), 4.73 (s, 2H), 4.27 (s, 2H), 3.98 (d, J=6.0 Hz, 2H), 2.87 (s, 3H), 2.78 (s, 3H). Rf value: 0.20 (ethyl acetate_methanol=50:1).

The synthetic route of 2675-89-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ube Industries, Ltd.; EP2476678; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics