Month: September 2021

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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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;,
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. 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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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;,
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. 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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 4110-35-4 name is 3,5-Dinitrobenzonitrile, 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. 4110-35-4

(1) Ethyl 3,5-dinitrobenzimidate hydrochloride was synthesised in the same manner as in Reference Example 2. That is, 3,5-dinitrobenzonitrile (25.2 g, 0.130 mol) was treated with hydrogen chloride in ethanol (250 mL) to give 34.5 g (96%) of the target compound as pale-brown crystals.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dinitrobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; The Green Cross Corporation; US5948785; (1999); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 36282-26-5, 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 36282-26-5 as follows.

A mixture of 4-fluoro-2-bromobenzonitrile (10.0 g, 50.0 mmol), potassium acetate (9.82 g, 100 MMOL), bis (pinacolato) diboron (14.0 g, 55.0 mmol) and dichloro [L, L’-BIS (diphenylphosphino) FERROCENE] PALLADIUM (II) CH2CL2 adduct (0.82 g, 1.0 mmol) in 1,4-dioxane (150 ml) and dimethylsulfoxide (3 ml) was degassed with nitrogen for 1 h then heated at 85C for 20 h. The reaction was cooled to ambient temperature and then concentrated in vacuo. The residue was stirred with 2 N sodium hydroxide (250 ml) for 10 min then filtered. The filtrate was extracted with diethyl ether (300 ml) and the organics discarded. The aqueous component was cooled to 0C then treated with 5 N hydrochloric acid, added dropwise over 15 min until the pH was 8. The aqueous phase was extracted with EtOAc (2 x 200 ML), THE COMBINED organics were dried over anhydrous sodium sulfate, filtered and evaporated to afford the title compound (10.9 g, 88%) as a pale brown solid: BA (360 MHz, CDCL3) 1.38 (12 H, s), 7.15-7. 25 (1 H, M), 7.53-7. 60 (1 H, m), 7.67-7. 75 (1 H, m).

According to the analysis of related databases, 36282-26-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2004/65388; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 21423-84-7, name is 2-Chloro-4-methylbenzonitrile, 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 21423-84-7, Formula: C8H6ClN

A solution of 4-methyl-2-chlorobenzonitrile (1.51 g, 10 mmol), N-bromosuccinimide (2.14 g, 12.0 mmol) and AIBN (33 mg, 0.20 mmol) in ACN (40 ml.) was heated under reflux for 18 hours. The reaction mixture was diluted with EtOAc and washed with a saturated aqueous solution of Na2CO3 and brine. The organic layer was dried (MgSO4) and concentrated under vacuum. The residue was treated with sarcosine te/f-butyl ester hydrochloride (1.44 g, 7.92 mmol) and K2CO3 (2.74 g, 19.8 mmol) in ACN (10 ml_). The mixture was heated at 10O0C for 2 hours. The solvent was evaporated under vacuum. The residue was dissolved in a mixture of DCM and water and then poured through a hydrophobic frit. The solvent was evaporated under vacuum. The residue was purified by flash chromatography (silica, /so-hexane/Et2O) to afford the title compound (1.95 g, quantitative). 1H NMR (CDCI3, 400 MHz) delta 7.61 (1 H, d, J=8.0 Hz), 7.57 (1 H, s), 7.36 (1 H, m), 3.73 (2H, s), 3.21 (2H, s), 2.36 (3H, s), 1.48 (9H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-4-methylbenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SERONO S.A.; QUATTROPANI, Anna; MONTAGNE, Cyril; SAUER, Wolfgang; CROSIGNANI, Stefano; BOMBRUN, Agnes; WO2010/112461; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 19924-43-7, name is 2-(3-Methoxyphenyl)acetonitrile, 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 19924-43-7, HPLC of Formula: C9H9NO

Add to a 50mL single-mouth bottle with magnetic stirringCompound 22 (4 g, 27.2 mmol) and THF (40 mL)Stir and dissolve, cool to -10 C,LiHMDS (29.92 mL, 29.92 mmol, 1 M) was added dropwise and stirred for 10 minutes.Add methyl iodide(4.3g, 29.92mmol), dripping,The reaction was stirred at room temperature under a nitrogen atmosphere at 0 C overnight.The reaction was quenched by the addition of water (60 mL).Extracted with ethyl acetate (40 mL x 3), combined organic phases.Dry over anhydrous sodium sulfate, filter,concentrate,The residue was passed through a silica gel column to give a white solid3.2g,The yield was 73.5%.

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-(3-Methoxyphenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Li Huanyin; (59 pag.)CN109627263; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts