Month: March 2021

Application of 1953-99-7,Some common heterocyclic compound, 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, molecular formula is C8Cl4N2, 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.

3,4,5,6-tetrachlorophthalonitrile (5 g), 2-isopropylphenol (2.5608 g), K2CO3 (3.898 g), and N,N-dimethylformamide (50 ml) are put in a 100 ml flask and then stirred while heated at 50¡ã C. When a reaction is complete, an extraction is performed with EA (ethyl acetate). After the extraction, a liquid column-purified through column chromatography with EA/hexane is concentrated to obtain a solid, and the solid is vacuum-dried, obtaining a compound according to Synthesis Example 6.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, its application will become more common.

Reference:
Patent; Samsung SDI Co., Ltd.; PAK, Chae Won; SEO, Hye Won; SHIN, Myoung Youp; JEONG, Eui Soo; CHOI, Seung Jib; (35 pag.)US2017/107224; (2017); A1;,
Nitrile – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 21524-39-0, name is 2,3-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 21524-39-0, Recommanded Product: 21524-39-0

EXAMPLE 13 6-Fluoro[1]benzothieno[2,3-b]pyrazine-2,3(lH,4H)-dione 2,3-difluorobenzonitrile (5.0 g, 35.9 mmol) was reacted with 3-mercaptopropionitrile and bromonitromethane following the procedure outlined in example 7 (Method K). Yield 4.72 g (62%) of 3-amino-2-nitro-7-fluorobenzo[b]thiophene. M.p. 238-40 C. 1 H-NMR (DMSO-d6): delta7.48-7.65 (m, 2H), 8.21 (d, 1H), 8.65-10.3 (br. s, 2H).

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; Novo Nordisk A/S; US5182279; (1993); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 20249-16-5, name is 3-Oxocyclobutanecarbonitrile, 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 20249-16-5, HPLC of Formula: C5H5NO

NaBH4 (2.4 g, 63 45 mmol, 0 50 eq.) was added slowly to a -70C solution of 3-oxocyclobutane-l-carbonitrile (12 g, 126.18 mmol, 1.00 eq., prepared according example 33, step 1) in THF (100 mL) and water (5 mL). The resulting solution was stirred for 1 hour at -70C in a liquid nitrogen bath. The reaction was then quenched by the addition of 50 mL of water/ice. The resulting solution was extracted with ethyl acetate (3×100 mL) and the organic layers combined. The resulting mixture was washed with brine (3×50 mL), dried over anhydrous sodium sulfate and concentrated under vacuum to give 8.13 g (66%) of 3-hydroxycyclobutane-l-carbonitrile as colorless oil.

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

Reference:
Patent; PROTEOSTASIS THERAPEUTICS, INC.; BASTOS, Cecilia, M.; MUNOZ, Benito; TAIT, Bradley; (178 pag.)WO2016/115090; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 654-70-6, 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. 654-70-6, name is 4-Cyano-3-trifluoromethylaniline belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of the acetoxy derivative prepared in said example 2 (4.0 g, 0.0146 moles) in 20 mL of anhydrous toluene at room temperature is added 2.23 mL (0.016 moles) of triethylamine. After cooling to 0 C., 1.46 mL (0.0153 moles) of ethyl chloroformate is slowly added. After 1 hour the precipitated triethylamine hydrochloride formed is filtered off and 2.60 g (0.0140 moles) of 4-amino-2-trifluromethyl-benzonitrile dissolved in toluene is added to the filtrate and the resulting solution is heated at 75-80 C. until disappearance of the reagents is observed by HPLC.After cooling to room temperature the solution is washed with water, the phases are separated and dried with sodium sulphate and the solvent removed under reduced pressure. 5.85 g of crude intermediate is obtained which is used in the following reaction without further purification

The synthetic route of 4-Cyano-3-trifluoromethylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pizzatti, Enrica; Vigano, Enrico; Lussana, Massimiliano; Landonio, Ernesto; US2006/41161; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 19472-74-3, 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. 19472-74-3, name is 2-Bromophenylacetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A flask was equipped with a magnetic stir bar and charged with 1Hpyrrole-2-carbaldehyde (2a; 19.0 mg, 0.2 mmol, 1.0 equiv), 2-bromophenylacetonitrile(1a; 39.2 mg, 0.2 mmol, 1.0 equiv), and K3PO4(63.6 mg, 0.3 mmol, 1.5 equiv). The flask was evacuated and filledwith N2, and then anhydrous DMSO (2.0 mL) was introduced via a syringe.The flask was heated in a 130 C oil bath for 24 h, at which timeTLC analysis [petroleum ether (bp 60-90 C)-EtOAc, 10:1] indicatedcomplete consumption of 2a and 1a. The reaction mixture was cooledto r.t. and added to a sat. solution of NaCl (20 mL) and extracted withEtOAc (3 ¡Á 10 mL). The combined organic layers were dried (Na2SO4)and filtered. The filtrate was concentrated, and the residue was purified by column chromatography on SiO2 [petroleum ether (bp 60-90C)-EtOAc, 10:1 to 30:1] to give 3ab; Yield: 38.2 mg (93%); fluorescent yellow solid; mp 154.2-155.7 C.

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

Reference:
Article; Jiang, Zeng-Qiang; Miao, Da-Zhuang; Tong, Yao; Pan, Qiang; Li, Xiao-Tong; Hu, Ren-He; Han, Shi-Qing; Synthesis; vol. 47; 13; (2015); p. 1913 – 1921;,
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 63069-50-1 as follows. category: nitriles-buliding-blocks

To a solution of reagent 1 (13 g, 0.096 mol) in 200 mL of CH2CI2 was added ICI (20 g, 0.12 mol) at room temperature. The mixture was stirred at room temperature overnight. The mix- ture was evaporated to dryness. Flash chromatography (silica, petroleum ether: EtOAc 50:1 ) gave reagent 2 (13.6 g, 54%). 1H NMR (CDCI3) delta 7.72 (t, 1 H), 7.24-7.27 (m, 1 H), 4.70 (br s, 2 H).

According to the analysis of related databases, 63069-50-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; H. LUNDBECK A/S; ESKILDSEN, J¡ãrgen; WO2014/49133; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 3218-45-9, 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. 3218-45-9, name is 2-(2,3-Dichlorophenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

(i) 2,,3-Dichlorophenylacetic acid Concentrated hydrochloric acid (100ml) was poured onto crushed ice (150ml), the solution added to 2,3-dichlorophenylacetonitrile (30.6gms), and the mixture refluxed for 3 hours. After cooling, the mixture was diluted with water (500ml), extracted with EtOAc (600ml) and the organic phase washed with brine before drying over MgSO4. Evaporation of the solvent left a white solid, 31.3gms.

The chemical industry reduces the impact on the environment during synthesis 2-(2,3-Dichlorophenyl)acetonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; THE WELLCOME FOUNDATION LIMITED; EP459819; (1991); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 25808-30-4, name is 2-(Methylamino)acetonitrile hydrochloride, 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. COA of Formula: C3H7ClN2

Step 1: (2-Amino-ethyl)-methyl-carbamic acid tert-butyl ester To a cooled solution of methyl aminoacetonitrile hydrochloride (5.4 g, 50 mmol) in tetrahydrofuran:dimethylformamide (15 mL each) was added over 30 minutes, a solution of di-t-butyl dicarbonate (9.0 g, 50 mmol) and triethylamine (3.4 mL, 24 mmol) in tetrahydrofuran (30 mL). The reaction was stirred overnight at room temperature. The solution was concentrated and the residue taken up in ethyl acetate. The organic solution was washed with brine, dried over MgSO4, filtered and concentrated to give a brownish oil; 8.38 g, (98percent yield). MS-APCI: M+1=171. It was used without further purification. The above product was reduced in the presence of Raney nickel, in ethanol/triethylamine. The catalyst was removed and washed with ethanol. The filtrate was concentrated to give the desired product as a brownish oil; 7.13 g (84percent yield). MS-ACPI: M+1=175.

The synthetic route of 2-(Methylamino)acetonitrile hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Warner-Lambert Company; US6369034; (2002); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 1194-65-6, name is 2,6-Dichlorobenzonitrile, 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 1194-65-6, Computed Properties of C7H3Cl2N

General procedure: A mixture of arylnitrile (2.0 mmol) and WR (1.07 g, 2.0 mmol) in 20 mL of dry toluene was refluxed for 8 h. Upon cooling to 90C 1.0 mL of water was added, the mixture was refluxed for another 1 h. After cooling to room temperature the reaction mixture was concentrated to ca. 5.0 mL and extracted with dichloromethane (20 mL x 3), the combined dichloromethane extracts were dried over MgSO4. The final residue was purified by silica gel chromatography (9 : 1 ethyl acetate /dichloromethane as eluent) to give the compounds 1a-1i.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,6-Dichlorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Article; Hua, Guoxiong; Du, Junyi; Slawin, Alexandra M. Z.; Woollins, J. Derek; Synlett; vol. 25; 15; (2014); p. 2189 – 2195;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 134227-45-5, 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. 134227-45-5, name is 3,4,5-Trifluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

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)+.

The chemical industry reduces the impact on the environment during synthesis 3,4,5-Trifluorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Abbott Laboratories; US6933311; (2005); B2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts