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. 2042-37-7, name is 2-Bromobenzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Bromobenzonitrile

General procedure: An aryl halide (0.5 mmol), arylboronic acid (0.75 mmol),(i-Pr)2NH (1.0 mmol), Pd/C (1.5 mol%, 16 mg), and water (1.0mL) were allowed to react at 100 C. After a certain period, the reaction mixture was added to brine (10 mL) and extracted with ethyl acetate (3 × 10 mL). The solvent was concentrated under vacuum, and the product was isolated by short chromatography on a silica-gel (200-300 mesh) column.

The synthetic route of 2042-37-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rao, Xiaofeng; Liu, Chun; Zhang, Yixia; Gao, Zhanming; Jin, Zilin; Cuihua Xuebao/Chinese Journal of Catalysis; vol. 35; 3; (2014); p. 357 – 361;,
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Adding a certain compound to certain chemical reactions, such as: 654-70-6, name is 4-Cyano-3-trifluoromethylaniline, 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 654-70-6, Formula: C8H5F3N2

Compound S-III(30.0 g, 164 mmol), 4-cyano-3-trifluoromethylaniline (33.9 g, 182 mmol)Add N, N-methylacetamide (210 mL) to the reaction flask and cool to -15 C in an ice bath.Thionyl chloride (23.0 g, 195 mmol) was added dropwise, and the reaction temperature was controlled to be -10 C to -15 C.After the addition, the mixture was stirred for 0.5 h, and raised to 40 C for 2 h. Pour the reaction solution slowly It was extracted with ethyl acetate (200 mL×3) in cold saturated sodium bicarbonate (60 mL).The organic phase was combined, washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and filtered.Concentrate to dryness under reduced pressure to give a crude material eluting with petroleum ether and methyl tert-butyl ether Recrystallization of the solution, decolorization of activated carbon, giving a white solidS-IV 42.3 g, yield 73.1%

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; Shijiazhuang Du Zhi Pharmaceutical Technology Co., Ltd.; Fang Yu; Du Yumin; (10 pag.)CN109761778; (2019); A;,
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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. 868-54-2, name is 2-Aminoprop-1-ene-1,1,3-tricarbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C6H4N4

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.

The synthetic route of 868-54-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sun, Feilong; Zhu, Fengjuan; Shao, Xusheng; Li, Zhong; Synlett; vol. 26; 16; (2015); p. 2306 – 2312;,
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Adding a certain compound to certain chemical reactions, such as: 149793-69-1, name is 3-Fluoro-5-(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 149793-69-1, Recommanded Product: 149793-69-1

Synthesis of Int rmediate (1)Molecu lar Weight: 189.1 Molecu lar Weight: 276.3[00506] In a 3-neck 100 mL round-bottomed flask, 2-(dimethylamino)ethanol (2.925, 1.2 eq.) was dissolved in THF (50 mL, 10 Vol), added NaH portion wise in reaction mixture at -25C. Stirred the reaction mixture at -25C for 1 hr. Added 3-fluoro-5-(trifluoromethyl)benzonitrile (5.0 g,1.0 eq) Portion wise in reaction mixture. Reaction mixture was stirred at this temp for 2 hrs and then at RT overnight. Reaction completion was monitored on TLC using ethyl acetate: hexane (3:7) mobile phase. Reaction mixture was quenched into the ice-water slurry (250 mL) and compound was extracted in the ethyl acetate (50 mL x 3). Organic layer was washed with brine solution (50 mL x 3) followed by drying using anhydrous sodium sulphate. Organic layer was concentrated under reduced pressure to afford 6.5 g of crude compound, Yield (89.18%). This crude material was directly used for next step without purification. Mass: 276.3.

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-5-(trifluoromethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KARYOPHARM THERAPEUTICS, INC.; SHECHTER, Sharon; KAUFFMAN, Michael; SANDANYAKA, Vincent, P.; SHACHAM, Sharon; WO2011/109799; (2011); A1;,
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Synthetic Route of 368-77-4, A common heterocyclic compound, 368-77-4, name is 3-(Trifluoromethyl)benzonitrile, molecular formula is C8H4F3N, 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 flask equipped with a magnetic stirrer, a nitrogen inlet, a temperature probe and a condenser was charged with the 3-(trifluoromethyl)benzonitrile (compound of formula 6) (85.5 g, 0.5 mol), followed by ethanolamine (62 ml, 1 mol), CaCI (9.0 g, 0.075 mol) and xylenes (45 mL). The reaction mixture was heated to 125 C and stirred at this temperature for 24 hr. Then the reaction mixture was allowed to cool to about 40C, and transferred with DIPE (350 mL) into an extractor containing 0.1 M KH2PO4 (600 mL). The organic phase was cut and washed with water (2×400 mL), brine (200 mL), dried over Na2S04 and filtered. The solvent was then removed under reduce pressure. The obtained crude residue was distilled using 10 cm column with Rashig rings at 90 C and 5 mbarto yield oxazoline 7 (Scheme 6) as a colorless oil (83.2 g, 77%): 1 H NMR (CDCb) delta 4.09 (t, J = 9.5 Hz, 2H), 4.47 (t, J = 9.5 Hz, 2H), 7.54 (t, J = 7.8 Hz, 1 H), 7.73 (d, J = 7.8 Hz, 1 H), 8.13 (d, J = 7.8 Hz, 1 H), 8.23 (s, 1 H).

The synthetic route of 368-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEK PHARMACEUTICALS D.D.; HUMLJAN, Jan; MARAS, Nenad; WO2013/91696; (2013); A1;,
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Application of 6393-40-4, 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. 6393-40-4 name is 4-Amino-3-nitrobenzonitrile, 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.

4-amino-3-nitrobenzonitrile (1.0 eq) was reacted with 2,5-dimethoxy- tetrahydrofuran (1.0 eq) in acetic acid. The reaction was heated in a microwave oven at 160ºC for 10 min. The solvent was evaporated and the residue purified by flash chromatography on silica gel (hexanes/EtOAc gradient). 3-nitro-4-(1H-pyrrol-1-yl)benzonitrile was obtained as an orange-yellow solid (59% yield). LCMS (ES): >;95% pure, m/z 214 [M+l]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Amino-3-nitrobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; CYLENE PHARMACEUTICALS, INC.; PIERRE, Fabrice; HADDACH, Mustapha; CHUA, Peter, C.; WO2010/135571; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1897-52-5, name is 2,6-Difluorobenzonitrile, 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 1897-52-5, name: 2,6-Difluorobenzonitrile

58. Preparation of 3-Amino-4-fluoro-1-methylindazole Methylhydrazine (4.96 g, 108mmol was added to a solution of 15.0 g (108 mmol) of 2,6-difluorobenzonitrile in 150 mL of ethanol and the mixture was heated to reflux with stirring for 72 hours. The volatiles were then removed by evaporation under reduced pressure and the residue was dissolved in dichloromethane. The resulting solution was washed with water, dried over magnesium sulfate, and evaporated to dryness under reduced pressure to obtain the title compound as a white solid. This was recrystallized from ethanol to obtain 10.1 g (57 percent of theory) of the title compound as white crystals melting at 125-127 C. Elemental Analysis C8 H8 FN3 Calc.: %C, 58.2; %H, 4.88; %N, 25.4 Found: %C, 58.7; %H, 4.76; %N, 25.9 1 H NMR CDCl3: 7.19 (m, 1H), 7.11 (d, 1H, J=8.4), 6.59 (d of d, 1H, J=8.4, 3.3), 5.26 (brs, 2H), 3.72 (s, 3H); 13 C NMR CDCl3: 157.35, 154.88, 146.20, 146.18, 143.85, 143.76, 127.62, 127.55, 105.31, 105.27, 103.44, 103.24, 101.96, 101.78, 34.74.

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; DowElanco; US5571775; (1996); A;,
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Reference of 5332-06-9, The chemical industry reduces the impact on the environment during synthesis 5332-06-9, name is 4-Bromobutanenitrile, I believe this compound will play a more active role in future production and life.

Reference Example 1 4-(p-tolylamino)butanenitrile p-Toluidine (10.407 g, 97.116 mmol) was dissolved in anhydrous acetonitrile and, after adding potassium carbonate (49.9 g, 361.272 mmol), stirred at room temperature for 10 minutes. After slowly adding 4-bromobutyronitrile (10.1 mL, 101.972 mmol) to the resultant reaction mixture, reaction was carried out at 100 C. for 2 days. The mixture was cooled to room temperature and the produced solid was removed by filtering. The filtrate was concentrated under reduced pressure. A target compound (13.23 g, 78.2%) was yielded. A target compound was used in the next step without further purification. 1H NMR (CDCl3, 300 MHz) delta 7.04 (d, J=8.0 Hz, 2H), 6.57 (d, J=8.3 Hz, 2H), 3.62 (s, 1H, NH), 3.29 (q, J=6.3 Hz, 2H), 2.47 (t, J=7.0 Hz, 2H), 2.28 (s, 3H), 1.96 (t, J=6.8 Hz, 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, 4-Bromobutanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Korea Institute of Science and Technology; US2011/319619; (2011); 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. 17626-40-3, name is 3,4-Diaminobenzonitrile, A new synthetic method of this compound is introduced below., Quality Control of 3,4-Diaminobenzonitrile

3,4-diaminobenzonitrile (42, 2.5g; 18.75mmol; 1.0 equiv) was dissolved in 5M 55 aqueous HCl (110mL). The mixture was heated at 105C to reflux for 12h. After stopping the reaction, the mixture was cooled to room temperature, basified with aqueous ammonia and stored overnight. The generated solid 56 product was collected by filtration and washed with ice water. The products could be used without further purification. Yield: 2.5g (94.0%). 1H NMR (300MHz, DMSO) delta 12.47 (s, 1H), 8.34 (s, 1H), 8.03 (s, 1H), 7.62 (d, J=4.17Hz, 1H), 7.45 (d, J=8.34Hz, 1H). MS m/z: 144.2 [M+ H] +.

The synthetic route of 17626-40-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xu, Li-Li; Wu, Yu-Feng; Wang, Lei; Li, Cui-Cui; Li, Li; Di, Bin; You, Qi-Dong; Jiang, Zheng-Yu; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 1376 – 1394;,
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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 3215-64-3 as follows. Application In Synthesis of 2-(2,6-Dichlorophenyl)acetonitrile

2-(2,6-dichlorophenyl)acetonitrile (5.581 g, 29.999 mmol) in N,N-dimethylformamide (50 mL) at 0 C then sodium hydride (60.00%, 3.000 g, 74.997 mmol) was added and the mixture was stirred at the same temperature for 30 minutes. To this reaction mixture 1,3-dibromopropane (3.059 mL, 29.999 mmol) was added and further stirred at room temperature for 21 hours. The reaction mixture was poured into water and extracted with dichloromethane. The organic layer was washed with a saturated aqueous sodium chloride solution, and water was removed with anhydrous magnesium sulfate, followed by filtration and concentration under reduced pressure. The concentrate was purified by column chromatography (SiO2, 40 g cartridge; ethyl acetate / hexane = 0% to 50%) and concentrated to give the title compound (2.174 g, 32.0%) as a white solid.

According to the analysis of related databases, 3215-64-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chong Kun Dang Co., Ltd.; Kim, Yoon Tae; Lee, Chang Sik; Oh, Jung Taek; Song, Hey Sung; Choe, Jin; Lee, Jae Young; (210 pag.)KR2017/43091; (2017); A;,
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