Month: September 2021

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. 874-89-5, name is 4-(Hydroxymethyl)benzonitrile, A new synthetic method of this compound is introduced below., Quality Control of 4-(Hydroxymethyl)benzonitrile

Example 53 N’-hydroxy-4-(hydroxymethyl)benzenecarboximidamide: A solution of hydroxylamine hydrochloride (5.2 g), 4-(hydroxymethyl)benzonitrile (5.0 g), and sodium hydrogen carbonate (12.6 g) in methanol (50 mL) was heated to reflux for 20 hours. The reaction mixture was filtered through Celite (trade name). Thus, the filtrate was concentrated to thereby give the title compound having the following physical properties. The product was used for next reaction without further purification. TLC: Rf 0.21(chloroform:methanol:aqueous ammonia = 80:10:1); NMR (CDCl3): delta 7.61 (d, J = 8.10 Hz, 2H), 7.37 (d, J = 8.10 Hz, 2H), 4.61 (s, 2H).

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; ONO PHARMACEUTICAL CO., LTD.; EP1760071; (2007); A1;,
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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. 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C20H23FN2O2

Experiment 36: Experiment 11 was repeated except that a mixture of 1-propanol and ethylacetate (31:69) was used as the solvent in stead of 1-propanol in a total volume of 4.5 V whereupon extra 2 V 1-propanol was added, 0.25 eq of (+)-O,O’-di-/?-toluoyl-(S,S)- tartaric acid was used, and the holding time before filtration was 0.5 h. Molar yield: 28.6%, enantiomeric purity: 98.4% S.

The synthetic route of 103146-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; WO2009/33488; (2009); A1;,
Nitrile – Wikipedia,
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Reference of 134227-45-5, These common heterocyclic compound, 134227-45-5, name is 3,4,5-Trifluorobenzonitrile, 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.

Example 342A 3,5-difluoro-4-azepan-1-ylbenzonitrile The title compound was prepared using the procedure described in Example 325A except using 3,4,5-trifluorobenzonitrile and azepane instead of 3,4-difluorobenzonitrile and 8-aza-bicyclo[3.2.1]octane hydrochloride. 1H NMR (DMSO-d6) delta 7.62 (d, 2H), 3.39 (m, 4H), 1.73 (m, 4H), 1.61 (m, 4H); MS (ESI) m/z 237 (M+H)+.

Statistics shows that 3,4,5-Trifluorobenzonitrile is playing an increasingly important role. we look forward to future research findings about 134227-45-5.

Reference:
Patent; Lee, Chih-Hung; Bayburt, Erol K.; DiDomenico JR., Stanley; Drizin, Irene; Gomtsyan, Arthur R.; Koenig, John R.; Perner, Richard J.; Schmidt JR., Robert G.; Turner, Sean C.; White, Tammie K.; Zheng, Guo Zhu; US2004/157849; (2004); A1;,
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Application of 3215-64-3, The chemical industry reduces the impact on the environment during synthesis 3215-64-3, name is 2-(2,6-Dichlorophenyl)acetonitrile, I believe this compound will play a more active role in future production and life.

Alternative Conditions. To a solution of sodium (169 mg, 7.35 mmol) dissolved in 2-ethoxyethanol (7.0 mL) was added 2,6-dichlorophenylacetonitrile (1.40 g, 7.53 mmol) and (IV) (502 mg, 3.66 mmol), and the mixture was then stirred at reflux for 30 minutes. The resulting solution was diluted with aqueous NaHCO3 (50 mL) and extracted with EtOAc (3*50 mL). The solvents were removed under reduced pressure, then chromatography of the residue on silica gel, eluding with 2-3% MeOH/CH2 Cl2, gave firstly a mixed fraction, which on crystallisation from CHCl3 /light petroleum gave 2,6-dichlorophenylacetamide (165 mg): mp (MeOH/CH2 Cl2) 211.5-213 C. 1 H NMR [(CD3)2 SO] delta 7.53 (br s, 1H, NH), 7.44 (d, J=8.1 Hz, 2H, H-3,5), 7.30 (dd, J=8.5, 7.6 Hz, 1H, H-4), 7.02 (br s, 1H, NH), 3.77 (s, 2H, CH2). 13 C NMR delta 169.60 (s, CONH2), 135.56 (s, 2 C, C-2,6), 132.67 (s, C-1), 129.22 (d, C-4), 128.09 (d, 2 C, C-3,5), 37.31 (t, CH2). Analysis calculated for C8 H7 Cl2 NO) requires: C, 47.1; H, 3.4; N, 6.9% Found: C, 47.3; H, 3.5; N, 7.1%.

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-(2,6-Dichlorophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Warner-Lambert Company; US6150359; (2000); A;,
Nitrile – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 6621-59-6, name is 6-Bromohexanenitrile, 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 6621-59-6, Recommanded Product: 6-Bromohexanenitrile

General procedure: TBAF in 1M THF was added to a starting solution of alkyl-substituted triazole (8a-c) or non-substituted triazole (7a) in dried THF. The mixture was stirred for 24-48 h at 60 C, and the solution was cooled to room temperature. The mixture was poured into ethyl acetate and water and extracted twice with ethyl acetate. The combined organic layers were dried with Na2SO4, filtered and concentrated. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to yield the desired compound.

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, 6-Bromohexanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lee, Sun-Mi; Yoon, Kyoung Bin; Lee, Hyo Jeong; Kim, Jiwon; Chung, You Kyoung; Cho, Won-Jea; Mukai, Chisato; Choi, Sun; Kang, Keon Wook; Han, Sun-Young; Ko, Hyojin; Kim, Yong-Chul; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5036 – 5046;,
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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. 16588-02-6, name is 2-Chloro-5-nitrobenzonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Chloro-5-nitrobenzonitrile

2-chloro-5-nitro-benzonitrile (1.83 g, 10.0 mmol) was added to a 100 mL round bottom flask and dissolved in acetonitrile (20 mL).K2CO3 (2.76 g, 20.0 mmol) and di-n-hexylamine (1.85 g, 9.98 mmol) were added with stirring, and the reaction system was heated to 80[deg.] C. for 40 h.After the reaction was completed, the mixture was cooled to room temperature, poured into dichloromethane (100 mL), washed with water (100 mL × 3) and saturated brine (100 mL), and dried over anhydrous sodium sulfate.The solvent was evaporated under reduced pressure and the crude product was purified by column chromatography (petroleum ether/ethyl acetate (V/V) = 125/2) to give a yellow oil (2.89 g, 87%).

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; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, YINGJUN; ZHANG, JIANCUN; WANG, XIAOJUN; LIN, RUNFENG; CAO, SHENGTIAN; WANG, ZHAOHE; LI, JING; (226 pag.)TWI607995; (2017); B;,
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Synthetic Route of 151-18-8, A common heterocyclic compound, 151-18-8, name is 3-Aminopropanenitrile, molecular formula is C3H6N2, 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 284 g of ethyl formate to a 500 mL three-neck bottle.At a certain temperature (see Table 1 for specific temperature selection), slowly add 35g of solid sodium ethoxide at a rate of 1.2g/min and raise the temperature to 10 C.Then add 30 g of beta-aminopropionitrile at a rate of 1.0 g/min.The above reaction solution was poured into a 500 mL autoclave, and stirring was started.Heating to raise the temperature to 65-70 C,The pressure range is 5.0-6.0MPa, and it will naturally drop to 20C after 10h of heat preservation.After suction filtration, the filter cake was washed twice with 25 g of ethyl formate, and the filter cake was dried at 50 C.getAlpha-formyl-beta-formylaminopropionitrileYellowish solid sodium salt 65.8g,The content is 90.4%,The yield was 93.8%.

The synthetic route of 151-18-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Northeast Pharmaceutical Group Co., Ltd.; Yang Huifen; Zhang Li; Qu Zhuangzhi; (6 pag.)CN108484439; (2018); A;,
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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. 67515-59-7, name is 4-Fluoro-3-(trifluoromethyl)benzonitrile, A new synthetic method of this compound is introduced below., name: 4-Fluoro-3-(trifluoromethyl)benzonitrile

Preparation of 4-(4,4-difiuoropiperidin-l-yl)-3-(trifiuoromethyl)benzonitrile (compound- 4):; A solution stirred solution of compound 1 (5.0 g, 0.026 mmol) and 4,4- difluoropiperidine HCl (4.58 g, 0.029 mmol) in DMSO (50 mL), K2C03 (9.12 g, 0.066 mmol) was added at RT. The reaction mixture was heated at about 100 C for about 12 h. Upon complete consumption of starting material, the reaction mixture was cooled to RT and poured into crushed ice. The aqueous layer was extracted with EtOAc (2 x 100 mL), washed with water (60 mL), brine (60 mL), dried over sodium sulfate and concentrated under reduced pressure to get crude compound which was purified by column chromatography using 2 % EtOAc /Hexane to get compound 4 as white solid (3.2 g, 42 %). .H NMR (200 MHz, CDC13): delta 2.06-2.25 (m, 4H), 3.13 (t, J = 5.4 Hz, 4H), 7.36 (d, J = 8.4 Hz, 1H), 7.78 (dd, J = 8.4, 2.2 Hz, 1H), 7.92 (d, J= 2.2 Hz, 1H). MS (ESI): 290 (M++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; ABBOTT LABORATORIES; CUSACK, Kevin, P.; BREINLINGER, Eric, C.; FIX-STENZEL, Shannon, R.; STOFFEL, Robert, H.; WOLLER, Kevin, R.; WO2011/71570; (2011); A1;,
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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. 1835-65-0, name is 3,4,5,6-Tetrafluorophthalonitrile, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3,4,5,6-Tetrafluorophthalonitrile

Referential Example 3; Synthesis of 4,5-bis(2-chloro phenylthio)-3-fluoro-6-(2,6-dimethylphenoxy)phthalocyanine; Into a four-neck flask of glass provided with a stirrer, a thermometer, a water separation tube, and a cooling tube and having an inner volume of 100 ml, 30 gr of 2-butanone, 10 gr (0.05 mol) of tetrafluorophthalonitrile, and 7.26 gr (0.125 mol) of potassium fluoride were placed and the flask was dipped in a water bath. 15.2 g (0.105 mol) of 2-chlorobenzene thiol was added to the reaction mixture with stirred at room temperature over about 40 minutes. The reaction temperature rose to the maximum of about 35° C. When the reaction was continued for additional one hour after the completion of this addition, the conversion of tetrafluorophthalonitrile reached 99.2percent. The content of the bisthiol moiety, 4,5-bis(2-chloro phenylthio)-3,6-difluorophthalonitrile, a determined by liquid chromatography, was 92.5percent. Then, 7.33 gr (0.06 mol) of 2,6-xylenol, 4.35 gr (0.075 mol) of potassium fluoride and and 6 gr of 2-butanone were added to the reaction mixture in the reaction vessel and the resultant mixture was heated to a temperature in the range of 83-86° C., and then left reacting under reflux for 30 hours. The conversion of 4,5-bis(2-chloro phenylthio)-3,6-difluorophthalonitrile after the completion of the reaction was determined by liquid chromatography, to find to be 99.8percent and the content of the target product, 4,5-bis(2-chloro phenylthio)-3-fluoro-6-(2,6-dimethylphenoxy)phthalonitrile, as determined by liquid chromatography, was 70percent. The reaction slurry was cooled to room temperature and filtered to separate a solid component. The filtrate consequently formed was separated. The resultant cake was washed with about 200 ml of chloroform. By evaporating the washing under a reduced pressure at 50° C., 18.0 g (0.0326 mol, yield: 65.2 mol percent based on tetrafluoronitrile) of 4,5-bis(2-chloro phenylthio)-3-(2,6-dimethylphenoxy)-6-fluorophthalonitrile was obtained.

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 1835-65-0.

Reference:
Patent; Hirota, Kouichi; Hashimoto, Yukihide; Masuda, Kiyoshi; Kitao, Masunori; US2005/203293; (2005); A1;,
Nitrile – Wikipedia,
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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 114344-60-4 as follows. Recommanded Product: 114344-60-4

A solution of 0.37g sodiumnitrite in 3ml of water is added at -5C to a solution of 1 g of 2-amino-3-bromo-benzonitrile (Synthetic Communications (1989), 19(13-14), 2255-63) in 8ml of concentrated hydrochloric acid. The mixture is stirred at -5C for 90min.In a separate flask a solution of 0.22 g of copper(ll) chloride dihydrate in 14 ml of glacial acetic acid is saturated with sulfur dioxide and then cooled to -8C. Then the mixture of with the diazonium salt is added dropwise at -8C to -3C and stirred for 2 hours.The reaction mixture is poured into ice cooled water. The aqueous layer is extracted three times with dichloromethane. The combined organic layers are dried over magnesium sulfate, filtered and concentrated in vacuo. The resulting residue is suspended in cyclohexane and filtered. The resulting residue is washed with cyclohexane and dried to afford 1.2 g of 2-bromo-6-cyano- benzenesulfonyl chloride.1H-NMR (CDCI3, 400 MHz): 8.15 (d, 1 H), 7.96 (d, 1 H), 7.67 (t, 1 H) ppm.

According to the analysis of related databases, 114344-60-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2009/141305; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts