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. 5332-06-9, name is 4-Bromobutanenitrile, A new synthetic method of this compound is introduced below., SDS of cas: 5332-06-9

(R)-3-(2-amino-2-phenylethyl)-1′-(3-chlorobenzyl)-1-(2-fluoro-6-(trifluoromethyl)benzyl)-1H-spiro[furo[3,4-d]pyrimidine-5,4′-piperidine]-2,4(3H,7H)-dione (1-16) (10 g, 15 mmol) was dissolved in acetonitrile (200 mL), and then NaI (6.2 g, 45 mmol), K2CO3 (6.8 g, 45 mmol) and 4-bromobutanenitrile (2.3 mL, 22.5 mmol) were added to the mixture in sequence, followed by stirring for 12 hrs at 95 C. The resulting solution was cooled down to room temperature, filtered, and concentrated under reduced pressure to remove acetonitrile therefrom. The resulting solution was diluted with dichloromethane, washed with a saturated aqueous ammonium chloride solution, and the organic layer was separated. The organic layer was concentrated under reduced pressure and the resulting residue was purified by silica gel chromatography (eluent: dichloromethane/methanol=98/2?95/5) and dried under vacuum to obtain the title compound as white foam (8.2 g, yield: 75%).

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; SK CHEMICALS CO., LTD.; Kim, Seon-Mi; Kim, Jae-Sun; Lee, Minhee; Lee, So-young; Lee, Bong-Yong; Shin, Young Ah; Park, Euisun; Lee, Jung A; Han, Min-Young; Ahn, Jaeseung; Yoo, Taekyung; Kim, Hun-Taek; US2015/166558; (2015); A1;,
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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. 34667-88-4, name is 2-Fluoro-4-nitrobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 2-Fluoro-4-nitrobenzonitrile

A solution of 66 6 (10.0g, 60.24mmol) in 69 methanol (100mL) was hydrogenated with 10% 70 Pd/C (1.0g) under hydrogen atmosphere at room temperature for 12h. After filtration, the filtrate was evaporated to give the corresponding product. It was obtained as a gray 16 solid in 88% yield. 7 was ready for the next step without the further purification. HRMS (ESI): m/z, calculated for C7H5FN2 137.0487 (M+H)+, found 137.0452.

The synthetic route of 34667-88-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xu, Xi; Ge, Raoling; Li, Lei; Wang, Jubo; Lu, Xiaoyu; Xue, Siqi; Chen, Xijing; Li, Zhiyu; Bian, Jinlei; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 1325 – 1344;,
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Application of 21524-39-0,Some common heterocyclic compound, 21524-39-0, name is 2,3-Difluorobenzonitrile, molecular formula is C7H3F2N, 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.

D) 3-fluoro-2-(3-iodo-4-methoxy-1H-pyrazolo[4,3-c]pyridin-1-yl)benzonitrile [1067] To a solution of 3-iodo-4-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridine (1.6 g) in dichloromethane (15 mL) was added trifluoroacetic acid (5 mL) at room temperature, and the mixture was stirred for 5 hr. To the reaction mixture was added aqueous sodium carbonate solution. The organic layer was separated, and concentrated under reduced pressure. A mixture of the obtained residue (0.80 g), 2,3-difluorobenzonitrile (0.50 g) and potassium carbonate (0.60 g) in DMF (3 mL) was stirred at 100C for 5 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate/petroleum ether) to give the title compound (0.80 g). MS (ESI+): [M+H]+395.0. MS(ESI+), found: 395.0.

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

Reference:
Patent; Takeda Pharmaceutical Company Limited; NARA, Hiroshi; DAINI, Masaki; KAIEDA, Akira; KAMEI, Taku; IMAEDA, Toshihiro; KIKUCHI, Fumiaki; EP2857400; (2015); A1;,
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Synthetic Route of 2338-75-2, A common heterocyclic compound, 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, molecular formula is C9H6F3N, 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 solution of 4-trifluoromethylbenzyl cyanide (0.92 g, 5.0 mmol) and bis(2-bromoethyl)ether (2.3 mL, 18 mmol) in DMF (10 mL) at room temperature was treated portion wise with sodium hydride (60% in mineral oil, 0.6 g, 15 mmol) over a period of 10 mins followed by stirring at the same temperature for 1 h. The mixture was then stirred at 70 C. for 16 h. Then cooled to room temperature and the reaction mixture was quenched with slow addition of methanol. Water (100 mL) was added and the mixture was extracted with EtOAc (3×50 mL). The combined organic extracts were washed with water and brine and dried over sodium sulfate, filtered and concentrated. The concentrate was purified by column chromatography using a gradient of 5% EtOAc in hexanes to 30% EtOAc in hexanes to give the title compound (1.11 g, yield: 87%). 1H NMR (CDCl3 300 MHz): deltappm 7.75 (d, 2H), 7.65 (d, 2H), 4.20-4.09 (m, 2H), 4.00-3.85 (m, 2H), 2.27-2.05 (m, 4H).

The synthetic route of 2338-75-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. Lundbeck A/S; Kilburn, John Paul; Rasmussen, Lars Kyhn; Jessing, Mikkel; Eldemenky, Eman Mohammed; Chen, Bin; Jiang, Yu; Hopper, Allen T.; US2014/107340; (2014); A1;,
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Related Products of 133116-83-3, A common heterocyclic compound, 133116-83-3, name is 2-Fluoro-6-(trifluoromethyl)benzonitrile, molecular formula is C8H3F4N, 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.

Step a: Preparation of 1-(2-cyano-3-trifluoromethylphenyl)piperazine A mixture of 3 g (15.8 mmol) of 2-fluoro-6-trifluoromethylbenzonitrile, 7.5 g (87 mmol) of piperazine and 24 mL of dioxan is heated to reflux for 5 hours. The reaction medium is concentrated in a vacuum and the residue is taken up with ethyl acetate. After washing with water, the organic phase is dried on magnesium sulphate, filtered and concentrated. The product crystallises at ambient temperature. After drying in a vacuum, 3.6 g of 1-(2-cyano-3-trifluoromethylphenyl)piperazine is obtained which is used as such in the subsequent syntheses. Rf: 0.65 dichloromethane/methanol/ammonia 90/10/1

The synthetic route of 133116-83-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOPROJET; US2008/214542; (2008); A1;,
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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 7357-70-2 as follows. Application In Synthesis of 2-Cyanothioacetamide

General procedure: A mixture of the required acetophenones (0.001 mol),the appropriate aromatic aldehydes (0.001 mol), cyanothioacetamide(0.1 g, 0.001 mol) and ammonium acetate (0.62 g,0.008 mol) in n-butanol (10 mL) is irradiated at 150C for20 min in the microwave oven. After the reaction mixture iscooled to room temperature, the reaction mixture is dilutedwith 10 mL diethyl ether and the separated solid is filtered,dried and crystallized from ethanol to afford compounds 4-10.

According to the analysis of related databases, 7357-70-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Elhameid, Mohammed K. Abd; Ryad, Noha; My, Al-Shorbagy; Mohammed, Manal R.; Ismail, Mohammed M.; El Meligie, Salwa; Chemical and Pharmaceutical Bulletin; vol. 66; 10; (2018); p. 939 – 952;,
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Application of 6575-11-7,Some common heterocyclic compound, 6575-11-7, name is 2-Amino-6-chlorobenzonitrile, molecular formula is C7H5ClN2, 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.

The reaction mixture composed of 5 g of 2-amino-6-chlorobenzonitrile (32.77 mmol), 30% potassium hydroxide (50 mL), and 30% hydrogen peroxide aqueous solution (3 mL) was heat-refluxed for 12 hours, which was then cooled down at room temperature. The aqueous layer was separated by using diethyl ether and then acidized with 12 N HCl (pH: 3-4) to separate an organic layer. The organic layer was washed with saturated brine and then separated, dried (Na2SO4), filtered, and concentrated under reduced pressure. As a result, 5.31 g of the target compound 2-amino-6-chlorobenzoic acid was obtained as a yellow solid (30.95 mmol, yield: 94%). 1H NMR(300 MHz, DMSO-d6) delta 8.24 (s, 2H), 7.00-7.06 (t, J=7.5 Hz, 1H), 6.64 (d, J=8.4 Hz, 1H), 6.56 (d, J=7.8 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-6-chlorobenzonitrile, its application will become more common.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; Lee, Ge Hyeong; Lim, Hee-Jong; Cho, Heeyeong; Park, Woo Kyu; Kim, Seong Hwan; Choi, Jung Hwan; (148 pag.)US2018/105527; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 868-54-2, name is 2-Aminoprop-1-ene-1,1,3-tricarbonitrile, 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 868-54-2, Formula: C6H4N4

General procedure: A mixture of 0.085 g (1 mmol) of piperidine, 0.182 g (1 mmol) of enaminoketone 2, 0.132 g (1 mmol) of 2-aminoprop-1-ene-1,1,3-tricarbonitrile, and 0.106 g (1 mmol) of benzaldehyde in 5 mL of ethanol was stirred at 30-40 for 30 min. On the completion of the reaction (TLC monitoring) the mixture was cooled, the separated precipitate was filtered off, washed with a little 2-propanol.

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, 2-Aminoprop-1-ene-1,1,3-tricarbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Alekseeva, A. Yu.; Bardasov; Mikhailov; Ershov; Russian Journal of Organic Chemistry; vol. 53; 8; (2017); p. 1243 – 1248; Zh. Org. Khim.; vol. 53; 8; (2017); p. 1227 – 1232,6;,
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Adding a certain compound to certain chemical reactions, such as: 1000339-52-5, name is 3-Fluoro-2-nitrobenzonitrile, 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 1000339-52-5, Quality Control of 3-Fluoro-2-nitrobenzonitrile

A solution of 3-fluoro-2-nitrobenzonitrile (300 mg, 1 .806 mmol), 2-(tert-butoxy)ethan-1 – amine (233 mg, 1 .987 mmol), and N,N-diisopropylethylamine (0.379 mL, 2.167 mmol) in DMF (20mL) was stirred for 16 hours. The reaction was concentrated, and the resulting residue was purified via silica gel chromatography (0% to 40% EtOAc/hexanes) to afford 3- ((2-(tert-butoxy)ethyl)amino)-2-nitrobenzonitrile (450 mg) as a orange solid. LC-MS (ES) m/z = 264 [M+H]+. NMR (400 MHz, CDCI3): delta 8.39 (br. s., 1 H), 7.49 (dd, J = 7.1 , 8.9 Hz, 1 H), 7.19 (dd, J = 1 .0, 8.9 Hz, 1 H), 7.14 (dd, J = 1 .1 , 7.2 Hz, 1 H), 3.63 – 3.82 (m, 2H), 3.48 (q, J = 5.1 Hz, 2H), 1 .29 (s, 9H).

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, 3-Fluoro-2-nitrobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; MEDINA, Jesus Raul; TIAN, Xinrong; NG DI MARCO, Christina; GRAYBILL, Todd L.; HEERDING, Dirk A.; LI, William Hoi Hong; MANGATT, Biju; MARTYR, Cuthbert D.; RIVERO, Raphael Anthony; (570 pag.)WO2019/49061; (2019); A1;,
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Reference of 6609-57-0, These common heterocyclic compound, 6609-57-0, name is 2-Ethoxybenzonitrile, 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 2-ethoxybenzonitrile (2, 10 g, 68 mmol) in toluene (150 mL) was added AICH3CINH2 (1 eq). The methylchloroaluminum amide was freshly prepared, in-situ; NH4CI (0.535 g, 10 mmol) was dissolved in dry toluene (10 mL) at 000 and trimethylaluminum (2 M in toluene, 5.0 mL, 10 mmol) was added and the reaction was warmed to r.t. and stirred for 1 hour to give theAICH3CINH2, which was used directly. The mixture was stirred at 80 00 for 6 hours. The reaction mixture was concentrated under vacuo to give crude I24a (8.42 g, 75.4% yield). ESI-MS (Mi-i): 165 calc. for 09H12N20: 164.2.

Statistics shows that 2-Ethoxybenzonitrile is playing an increasingly important role. we look forward to future research findings about 6609-57-0.

Reference:
Patent; FUNDACION PARA LA INVESTIGACION MEDICA APLICADA; CUADRADO TEJEDOR, Maria Del Mar; FRANCO FERNANDEZ, Rafael; GARCIA OSTA, Ana Maria; OYARZABAL SANTAMARINA, Julen; RABAL GRACIA, Maria Obdulia; WO2014/131855; (2014); A1;,
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