Tag: M.W=100-200

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. 3215-64-3, name is 2-(2,6-Dichlorophenyl)acetonitrile, A new synthetic method of this compound is introduced below., Product Details of 3215-64-3

A mixture of 6-chloro-4-(ethyl amino) nicotinaldehyde (Scheme 1 compound 6) (1.20 g, 6.52 mmol), 2-(2,6-dichlorophenyl)acetonitrile (1.57 g, 8.47 mmol) and K2C03 (2.70 g, 19.56 mmol) in dry DMF (12 mL) was heated to 100 C under nitrogen atmosphere for 16 h. After TLC showed the starting material was completely consumed, the reaction mixture was cooled to RT, diluted with EtOAc (100 mL), washed with water (2 x 30 mL) and brine (20 mL) then dried over Na2S04 and concentrated to give a residue which was purified by flash chromatography on silica gel (eluting with petroleum ether/EtOAc 100/0 gradually increasing to 70/30) to give 7-chloro-3-(2,6-dichlorophenyl)-l-ethyl-l,6-naphthyridin-2(lH)-imine (1.5 g, 45%) as a black gummy solid. 1H NMR (400 MHz, DMSO-d6): delta 8.45 (d, J= 4.7 Hz, 1H), 7.66 (d, J= 8.1 Hz, 2H), 7.56 (t, J= 7.2 Hz, 1H), 7.50 (s, 1H), 7.45 (s, 1H), 6.85 (d, J= 10.0 Hz, 1H), 4.30 (s, 2H), 1.22-1.16 (m, 3H). MS [ESI, MH+] = 352.05.

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; MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.; WO2014/52365; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 15666-97-4, name is Octyl 2-cyanoacetate, belongs to nitriles-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 15666-97-4, Formula: C11H19NO2

General procedure: Aldehyde 5a-d (1.0equiv.), cyanoalkyl acetate (3.0equiv.) and a few drops of triethylamine were dissolved in chloroform (30mL) under a nitrogen atmosphere and heated to reflux overnight. After the completion of the reaction, water was added and the product was extracted with dichloromethane, washed with brine and dried over anhydrous MgSO4. The crude product was purified by column chromatography with dichloromethane/Hexanes as eluent. It was then further purified by trituration with acetone to yield the desired compounds 1-4.

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, Octyl 2-cyanoacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Priyanka, Pragya; Vegiraju, Sureshraju; Lin, Jhe-Yi; Ni, Jen-Shyang; Huang, Hsun-Ying; Dwi Agustin, Rachmawati; Yau, Shueh Lin; Lin, Tzu-Chau; Chen, Ming-Chou; Dyes and Pigments; vol. 133; (2016); p. 65 – 72;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 243128-37-2, name is 4-Fluoro-3-methoxybenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 243128-37-2

A mixture of 57 (1.0 g, 5.8 mmol), 5-iodophenol (1.27 g, 5.8 mmol) in DMSO (10.0 mL) and anhydrous K2CO3 (1.2 g, 8.7 mmol) was heated at 110 C for 1 h. The mixture was poured into ice water and extracted with EtOAc (3 x 50 mL). The organic layer was sequentially washed with brine (2 x 75 mL), dried over anhydrous Na2SC>4, and concentrated in vacuo to give 3-(3-iodophenoxy)-4- methoxybenzonitrile (66 f) (1.76 g, 81 %) which was used without further purification. HR-MS (ES) calcd for C14H10INO2 [M+l]+ 351.9803, found 351.9800.

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 243128-37-2.

Reference:
Patent; YALE UNIVERSITY; WO2013/56003; (2013); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 49674-16-0, name is 5-Amino-3-bromobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., category: nitriles-buliding-blocks

To a stirring solution of 103 mg (0.520 mmol) of 3-amino-5-bromobenzonitrile in 3 mL of pyridine was added 0.12 mL (1.27 mmol) Of Ac2O. The solution was stirred at r.t. for about 5.5 h and concentrated. Ethyl acetate was added, and the organic layer was washed with H2O and brine, dried over Na2SO4, filtered and concentrated. N-(3-bromo-5- cyanophenyl)acetamide was used for the next reaction without further purification.

According to the analysis of related databases, 49674-16-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; COMENTIS, INC.; PURDUE RESEARCH FOUNDATION; WO2009/42694; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 939-80-0,Some common heterocyclic compound, 939-80-0, name is 4-Chloro-3-nitrobenzonitrile, molecular formula is C7H3ClN2O2, 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.

4-Chloro-3-nitrobenzonitrile (331 mg) and cesium carbonate (700 mg) were added to a solution of compound (1a) (500 mg) in acetonitrile (5.5 mL), and the mixture was stirred under heating at 70 C. for 4 hours. After completion of the reaction, the reaction solution was allowed to standing still for cooling and partitioned between ethyl acetate and water. The organic layer was washed with saturated brine and dried by the addition of anhydrous sodium sulfate. After removal of the solvent by evaporation, the residue was subjected to slurry washing (acetonitrile/methanol), thereby to obtain compound (10a) (470 mg, yield 64%) as a milky white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-3-nitrobenzonitrile, its application will become more common.

Reference:
Patent; TAIHO PHARMACEUTICAL CO., LTD.; Kitade, Makoto; Ohkubo, Shuichi; Yoshimura, Chihoko; US2013/289072; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 60710-80-7, name is 3-Amino-4-methylbenzonitrile, molecular formula is C8H8N2, 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. name: 3-Amino-4-methylbenzonitrile

i 2-Chloro-N-(5-cyano-2-methylphenyl)acetamide The subtitle compound was prepared from 5-cyano-2-methylaniline (1.6 g) and chloroacetyl chloride (1.1 ml) by the method of Example 33 step (iii) as a white solid. Yield: 1.85 g MS: APCI (-ve) 207 (M-1)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 60710-80-7, its application will become more common.

Reference:
Patent; Meghani, Premji; Bennion, Colin; US2003/13721; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 868-54-2,Some common heterocyclic compound, 868-54-2, name is 2-Aminoprop-1-ene-1,1,3-tricarbonitrile, molecular formula is C6H4N4, 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: Heterocyclic ketene aminals (1 mmol), aryl aldehydes (1.2 mmol), malononitriledimer (1.5 mmol), acetic acid (1 mmol), piperidine (1 mmol) and ethanol (10 mL)were stirred at refluxing for 1 h. After completion of the reaction (confirmed by TLC),the reaction mixture was filtered to afford the crude product, which was furtherwashed with 95% ethanol to give pure product 4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Aminoprop-1-ene-1,1,3-tricarbonitrile, its application will become more common.

Reference:
Article; Sun, Feilong; Zhu, Fengjuan; Shao, Xusheng; Li, Zhong; Synlett; vol. 26; 16; (2015); p. 2306 – 2312;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 455-18-5, name is 4-(Trifluoromethyl)benzonitrile, belongs to nitriles-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 455-18-5, name: 4-(Trifluoromethyl)benzonitrile

Take a 250 mL three-necked flask and add 100 mL of dry tert-amyl alcohol.Sodium (4.0 g, 100 mmol), 10 mg of ferric chloride, heated to 100 C,The mixture was heated and stirred under a nitrogen atmosphere for about 30 minutes, and the sodium particles were completely dissolved. Cool down to around 50 CThen, 4-trifluoromethylbenzonitrile, Compound 1-1 (11.8 g, 68.6 mmol) was added to the system, and the temperature was raised to 100 C. Diisopropyl succinate, Compound 2 (8 mL, 39.6 mmol), was diluted with 30 mL of tert-amyl alcohol, and the mixture was slowly dropped (2-3 h) into a three-necked flask using a constant pressure dropping funnel. After the addition was completed, the reaction was continued for 3 hours.After the reaction is completed, the reaction mixture is poured into a clean 500 mL beaker and naturally cooled to room temperature. Slowly add glacial acetic acid to the beaker to adjust the pH to neutrality.Out. Filter through a Buchner funnel and wash the filter cake with methanol and water until the filtrate is colorless and transparent.After drying the filter cake, a brick red solid powder, Compound 3-1, is obtained.The yield was 81%.

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-(Trifluoromethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; East China University of Science and Technology; Wang Limin; Yang Qingying; Xu Jie; Li Jun; Han Jianwei; Tian He; (18 pag.)CN109897045; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 7357-70-2, name is 2-Cyanothioacetamide, A new synthetic method of this compound is introduced below., COA of Formula: C3H4N2S

Example 1 2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-4-[4-(2-hydroxyethoxy)phenyl]pyridine-3,5-dicarbonitrile (II) 5.334 kg (24.90 mol) of 2-[4-(2-hydroxyethoxy)benzylidene]malononitrile (XI) and 1.309 kg (13.07 mol) of 2-cyanothioacetamide (XII) were suspended in 27.4 kg (34.8 l) of methanol. The suspension was warmed to 40 C., and 3.779 kg (37.35 mol) of triethylamine were metered in at at most 40 C. The mixture was stirred at 40 C. for another 3 h and cooled to room temperature. 3.147 kg (12.45 mol) of 4-(chloromethyl)-2-(4-chlorophenyl)-1,3-thiazole (XIV) were added to the dark-brown solution, and the content of the tank was stirred at room temperature overnight. The suspension now present was cooled to 5 C., isolated by filtration and washed with 11.7 kg (14.85 l) of methanol in total. The moist product was dried at 50 C. in a vacuum drying cabinet. This gave 4862 g or 75.1% of theory of 2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-4-[4-(2-hydroxyethoxy)phenyl]pyridine-3,5-dicarbonitrile as a beige-greenish solid (content 95.5%, ESTD).

The synthetic route of 7357-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; MAIS, Franz-Josef; HEILMAN, Werner; OLENIK, Britta; KEIL, Birgit; BECKER, Guido; MEIBOM, Daniel; KUHLMANN, Thomas; (42 pag.)US2018/155336; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 628-20-6, name is 4-Chlorobutyronitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 4-Chlorobutyronitrile

A solution of 4-chlorobutyronitrile (2.5 mmol) in dimethylformamide (1 mL) was added during 1.5h to a mixture of the arylamine (2.5 mmol), Cs2CO3 (2.5 mmol) and KI (5 mmol) in dimethylformamide (4 mL). The mixture was stirred at the indicated temperature and time. After completion of the reaction, as indicated by TLC, the mixture was treated with ethyl ether (50 mL) and water (10 mL). The aqueous phase was separated and extracted with ethyl ether (30 mL). The combined organic layers were dried over anhydrous sodium sulphate and filtered. The solvent was evaporated in vacuo. The crude product was purified by column chromatography (Silica gel, hexane:DCM).

The synthetic route of 628-20-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Diaz, Jimena E.; Bisceglia, Juan A.; Mollo, Ma. Cruz; Orelli, Liliana R.; Tetrahedron Letters; vol. 52; 16; (2011); p. 1895 – 1897;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts