Category: 19179-31-8

Electric Literature of 19179-31-8, 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. 19179-31-8 name is 3,5-Dimethoxybenzonitrile, 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.

Adding 0.02 equivalents of anhydrous copper sulfate and 4.0 equivalents of potassium t-butoxide to a 25 mL Schlenk reaction tube, drying in vacuum for 15 minutes, and sequentially adding 1,4-dioxane 1.5 mL and t-butanol 1 mL under argon atmosphere, 3,5-dimethoxybenzonitrile 5.0 equivalents,1 mmol of 1-(phenylthio)benzyl-2-iodobenzene was placed in the reaction tube after adding polytetrafluoroethylene stopper was placed into an oil bath of the reaction 100 C for 4 h. After the reaction is completed, the solvent is removed by filtration, and the solvent is separated by column chromatography. The eluent is petroleum ether/dichloromethane/ethyl acetate (v:v:v=20:10:1) to give a yellow liquid as 2-(3,5-dimethoxyphenyl)-3-(phenylthio)-1H-indole. The yield was 98%

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

Reference:
Patent; University of Science and Technology of China; Kang Yanbiao; Shan Xianghuan; (12 pag.)CN108863894; (2018); 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. 19179-31-8, name is 3,5-Dimethoxybenzonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H9NO2

To a solution of 3,5-dimethoxybenzonitrile (2 g, 12.2 mmol) in dichloromethane (20 was added slowly BBr3 (15 mL, 1 M, 15 mmol) at -50 C under N2. After addition, the mixture was stirred at -50 C for 2 h and stirred at r.t for 20 hr. The mixture was slowly poured into ice-water with stirring and extracted with dichloromethane. The organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column (petroleum ether/ethyl acetate (2: 1) as eluent) to afford 3,5- dihydroxybenzonitrile (1.43 g). 1H NMR (DMSO-d6, 400 MHz): delta 10.02 (s, 2H), 6.56 (d, J= 2.0 Hz, 2H), 6.51 (t, J = 2.0 Hz? 1H).

The synthetic route of 19179-31-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ARRINGTON, Kenneth, L.; BURGEY, Christopher; GILFILLAN, Robert; HAN, Yongxin; PATEL, Mehul; LI, Chun Sing; LI, Yaozong; LUO, Yunfu; LEI, Zhiyu; XU, Jiayi; WO2014/58747; (2014); A1;,
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. 19179-31-8, name is 3,5-Dimethoxybenzonitrile, A new synthetic method of this compound is introduced below., Safety of 3,5-Dimethoxybenzonitrile

3,5-Dimethoxy-benzamidine Dry HCl gas was bubbled through a cooled (-15 C.) solution of 3,5-dimethoxybenzonitrile (1.50 g, 9.20 mmol) for 30 minutes. The reaction mixture was placed in a refrigerator overnight. After evaporation of the solvent, a white solid was obtained which was dissolved in ethanol.

The synthetic route of 19179-31-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer, Markus; Loeffler, Bernd Michael; Peters, Jens-Uwe; Steger, Matthias; Weiss, Peter; US2003/216382; (2003); 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. 19179-31-8, name is 3,5-Dimethoxybenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 19179-31-8

General procedure: A mixture of nitrile (1 mmol), sodium azide (1.5 mmol), Cu complex catalyst (0.4 mol%) and DMF (3 mL) was taken in a round-bottomed flask and stirred at 110 C temperature. After completion of the reaction the catalyst was separated from the reaction mixture with an external magnet and reaction mixture was treated with ethyl acetate (2 × 20 mL) and 1 N HCl (20 mL). The resultant organic layer was separated and the aqueous layer was again extracted with ethyl acetate (2 × 15 mL). The combined organic layers were washed with water, concentrated, and the crude material was chromatographed on silica gel (Hexane-EtoAc, 1:1) to afford the pure product.

The synthetic route of 19179-31-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Esmaeilpour, Mohsen; Javidi, Jaber; Nowroozi Dodeji, Fatemeh; Mokhtari Abarghoui, Mehdi; Journal of Molecular Catalysis A: Chemical; vol. 393; (2014); p. 18 – 29;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 19179-31-8, 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. 19179-31-8 name is 3,5-Dimethoxybenzonitrile, 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.

Adding 0.02 equivalents of anhydrous copper sulfate and 4.0 equivalents of potassium t-butoxide to a 25 mL Schlenk reaction tube, drying in vacuum for 15 minutes, and sequentially adding 1,4-dioxane 1.5 mL and t-butanol 1 mL under argon atmosphere, 3,5-dimethoxybenzonitrile 5.0 equivalents,1 mmol of 1-(phenylthio)benzyl-2-iodobenzene was placed in the reaction tube after adding polytetrafluoroethylene stopper was placed into an oil bath of the reaction 100 C for 4 h. After the reaction is completed, the solvent is removed by filtration, and the solvent is separated by column chromatography. The eluent is petroleum ether/dichloromethane/ethyl acetate (v:v:v=20:10:1) to give a yellow liquid as 2-(3,5-dimethoxyphenyl)-3-(phenylthio)-1H-indole. The yield was 98%

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

Reference:
Patent; University of Science and Technology of China; Kang Yanbiao; Shan Xianghuan; (12 pag.)CN108863894; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 19179-31-8 as follows. category: nitriles-buliding-blocks

General procedure: 2-cyanopyridine (2.5g, 24.01mmol) was dissolved in EtOH (60mL) treated with K2CO3 (5.97g; 43.22mmol; 1.8 equiv) and H2NOH·HCl (3.0g; 43.22mmol; 1.8 equiv) and heated to reflux for 12h. The mixture was diluted with diethyl ether when it was cooled to room temperature. The product was collected by filtration, washed with water, and dried under an infrared lamp. The compound was used without further purification. Yield: 1.5g (45.5%).

According to the analysis of related databases, 19179-31-8, the application of this compound in the production field has become more and more popular.

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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 19179-31-8,Some common heterocyclic compound, 19179-31-8, name is 3,5-Dimethoxybenzonitrile, molecular formula is C9H9NO2, 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.

An oven-dried three-necked flask was sealed with septa and evacuated/backfilled with N2 several times before starting the reaction. To a mixture of 2.5 M n-BuLi in hexane (4.2 mL, 10.45 mmol) and dry THF, maintained at below -70 C, a solution of N,N-diethyl-2-methylbenzamide (1 g, 5.23 mmol) and 3,5-dimethoxybenzonitrile (1.11 g, 6.79 mmol) in dry THF was added dropwise, maintaining the temperature below -60 C. The reaction mixture was stirred at -78 C. The reaction mixture was warmed to room temperature and quenched with water. The resulting mixture was extracted with CH2Cl2, the organic extract washed with water, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was then purified by column chromatography (n-hexane:EtOAc = 1:1) to obtain compound 5b as white crystals (1.1 g, 74%). Melting point (mp): 170-173 C. 1H NMR (400 MHz, DMSO-d6): delta 11.56 (s, 1H, NH), 8.21-8.19 (m, 1H, 8-H), 7.75-7.70 (m, 2H, Ar-H), 7.52-7.46 (m, 1H, Ar-H), 7.00 (s, 1H, 4-H), 6.97 (d, J = 2 Hz, 2H, 2,6-(H)2), 6.57 (t, J = 2.2 Hz, 1H, 4-H), 3.83 (s, 6H, 3,5-(OCH3)2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dimethoxybenzonitrile, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 19179-31-8, name is 3,5-Dimethoxybenzonitrile, 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 19179-31-8, Computed Properties of C9H9NO2

Step 1: Cyclopentyl-(3,5-dimethoxy-phenyl)-methanone To a solution of 3,5-dimethoxybenzonitrile (5.0 g) in anhydrous THF (60 mL) were added a solution of cyclopentylmagnesium chloride (20 mL of 2 M solution in diethyl ether) and cuprous bromide (88 mg). The resulting reaction mixture was refluxed for 1 h. Then water (10 mL) and 10% sulfuric acid (20 mL) were added and the resulting mixture was stirred at room temperature overnight. Then the reaction mixture was diluted with diethyl ether and washed with water and brine. The organic extract was dried over anhydrous sodium sulfate, concentrated and purified on a silica gel column using ethyl acetate and hexanes to yield 5.9 of the title compound (82% yield). HRMS calcd for C14H18O3 [M+H]+ 253.1329, observed 253.1328.

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, 3,5-Dimethoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dominique, Romyr; Goodnow, JR., Robert Alan; Kowalczyk, Agnieszka; Qiao, Qi; Sidduri, Achyutharao; Tilley, Jefferson Wright; US2010/240678; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

19179-31-8, 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 19179-31-8 as follows.

Synthesis of Intermediate (1)(1 )Molecular Weight: 163.17 Molecular Weight: 197.3[00378] In a 3-neck 100 mL round-bottomed flask, 3,5-dimethoxy benzonitrile (10.0 g, 1 eq.), NaSH H20 (9.43 g, 2.0 eq.) and MgCl26H20 (12.43 g, 1.0 eq.) were dissolved in DMF (100 mL, 10 Vol.). The reaction mixture was stirred at room temperature for 2 h. Reaction completion was monitored on TLC using ethyl acetate: n-hexane (2:8)as mobile phase. Reaction mixture was brought to room temperature and quenched into the ice-water slurry (100 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 2.5 g of crude compound, yield (20.68 %). Mass/LCMS: 197.0 NMR: Confirmed.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 19179-31-8, and friends who are interested can also refer to it.

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 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 19179-31-8 as follows. 19179-31-8

Step 2: 3,5-dihydroxybenzonitrile To a solution of 3,5-dimethoxybenzonitrile (2 g, 2.2 mmol) in dichloromethane (20 mL) was added slowly BBr3 (15 mL, 1 M, 15 mmol) at -50 C. under N2. After addition, the mixture was stirred at -50 C. for 2 h and stirred at r.t for 20 hr. The mixture was slowly poured into ice-water with stirring and extracted with dichloromethane. The organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column (petroleum ether/ethyl acetate (2:1) as eluent) to afford 3,5-dihydroxybenzonitrile (1.43 g). 1H NMR (DMSO-d6, 400 MHz): delta 10.02 (s, 2H), 6.56 (d, J=2.0 Hz, 2H), 6.51 (t, J=2.0 Hz, 1H).

According to the analysis of related databases, 19179-31-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Arrington, Kenneth L.; Burgey, Christopher; Gilfillan, Robert; Han, Yongxin; Patel, Mehul; Li, Chun Sing; Li, Yaozong; Luo, Yunfu; Lei, Zhiyu; US2014/100231; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts