Month: January 2021

Adding a certain compound to certain chemical reactions, such as: 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, 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 2338-75-2, Application In Synthesis of 4-(Trifluoromethyl)phenylacetonitrile

INTERMEDIATE 1; Step A; A solution of 4-trifluoromethylphenylacetonitrile (10 g, 49 mmol) in a mixture of ethanol (100 mL) and ammonium hydroxide (20 mL of a 29.3% aqueous solution) was hydrogenated over Raney nickel (1 g) for 16 h. The catalyst was removed by filtration through celite and the filtrate evaporated to dryness. The neat residue was added in a dropwise manner to trifluoroacetic anhydride (25 mL, 180 mmol) cooled at 0 C. and the resulting mixture stirred at 0 C. for 30 minutes. The reaction mixture was poured onto ice (250 mL) and the resulting mixture stirred for 30 minutes after which the precipitate was removed by filtration and air dried to give the product as a white solid (13.4 g, 90%).

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; Butora, Gabor; Goble, Stephen D.; Pastemak, Alexander; Yang, Lihu; Zhou, Changyou; Moyes, Christopher R.; US2008/81803; (2008); 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 646-20-8 as follows. SDS of cas: 646-20-8

Step 1: Preparation of 2-Aminocyclohex- 1-en ecarbonitrile (I-7a) To cold toluene (20 mL) was added 60% NaH (720 mg, 18.0 mmol) slowly andfollowed by a solution of 1,5-dicyanopentane (2.1 mL, 16.37 mmol) in toluene (5 mL)slowly at 0C. The resulting mixture was refluxed for 4 h and cooled to roomtemperature. The reaction mixture was quenched with ethanol (2 mL), water (20 mL) 15 and acetic acid (2 mL). The organic layer was separated and aqueous layer wasextracted with ethyl acetate (3 x 20 mL). The combined organic layer was washed with brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure. Water was added to the crude residue, then filtered and washed with hexane to afford 850 mg (42%) of 2-aminocyclohex-1-enecarbonitrile () as a pale brown solid.20 1H NMR (400 MHz, CDCI3): 64.21 (5, 2H), 2.2-2.12 (m, 4H), 1.75-1.55 (m, 4H).

According to the analysis of related databases, 646-20-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; JIRICEK, Jan; KONDREDDI, Ravinder Reddy; SMITH, Paul William; WO2014/37900; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 63069-50-1, A common heterocyclic compound, 63069-50-1, name is 4-Amino-3-fluorobenzonitrile, molecular formula is C7H5FN2, 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 mixture of 4-amino-3-fluorobenzonitrile (184 mmol) and NCS (276 mmol) in AcOH (300 mE) was stirred at 70 C. for approximately 16 h. The mixture was concentrated. H20 was added to the residue and the solid product was filtered oil and washed (sat. NaHCO3 and H20). To eliminate H20, THF was added and removed under reduced pressure to yield the desired product.

The synthetic route of 63069-50-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS NV; Menet, Christel Jeanne Marie; Mammoliti, Oscar; Blanc, Javier; Orsulic, Mislav; Roscic, Maja; (81 pag.)US9440929; (2016); B2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 185147-07-3, name is 2-Fluoro-3-methylbenzonitrile, molecular formula is C8H6FN, 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. name: 2-Fluoro-3-methylbenzonitrile

Intermediate 20: 3-Methyl-2-(2H-1 ,2,3-triazol-2-yl)benzonitrile.To a mixture of 2-fluoro-3-methylbenzonitrile (4.0 g, 29.6 mmol) and 2H-1 ,2,3- triazole (2.04 g, 29.6 mmol) in DMF (80 mL) was added potassium carbonate (8.26 g, 59.2 mmol). The resulting mixture was heated to 120 C for 2h. The mixture was cooled, diluted with water and extracted with EtOAc. The organic layers were combined, dried over Na2SO4, filtered and concentrated. The residue was purified by FCC (S1O2, ethyl acetate/hexanes, gradient 0-50%) to yield the title compound (1 .5 g, 26%). MS (ESI) mass calcd. for Ci0H8N4,184.2; m/z found, 185.1 [M+H]+. 1 H NMR (500 MHz, CDCI3): 7.95 (s, 2H), 7.66 (d, J = 7.7, 0.7 Hz, 1 H), 7.59 (d, J = 7.8, 0.6 Hz, 1 H), 7.50 (dd, J = 9.8, 5.7 Hz, 1 H), 2.20 (s, 3H).Intermediate 21 : 3-Methyl-2-(1 H-1 ,2,3-triazol-1 -yl)benzonitrile.The title compound was also a product of the synthesis of Intermediate 20 (3.1 g, 56%). MS (ESI) mass calcd. for CioH8N4, 184.2; m/z found, 185.1 [M+H]+. 1 H NMR (500 MHz, CDCI3) : 7.94 (d, J = 2.1 Hz, 1 H), 7.87 (d, J = 1 .1 Hz, 1 H), 7.71 – 7.67 (m, 1 H), 7.67 – 7.62 (m, 1 H), 7.56 (dd, J = 9.7, 5.8 Hz, 1 H), 2.17 (s 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 185147-07-3, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50202; (2011); 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. 92616-49-4, name is 4-Bromo-1-naphthonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 92616-49-4

19.5g (84mmol) 4-bromo-1-naphthonitrile, 5.88g (48mmol) hydroxylamine hydrochloride, 4.65g (84mmol) sodium methoxide in a methanol solvent paste has better mouth feeling and the reflux time 18. Reactants as ethyl acetate 10% sodium hydroxide aqueous solution 3 which has ethyl water insoluble chemical additives present after extracted times. Saline to which washes the 3 times during the drying process and magnesium sulfate anhydride, filtration, after concentrating dissolved back to solvent ethanol 16 doesn’t have any error frames, Raney nickel 2g the reflux time. Product to filter out removing the catalyst after concentrated within, silica gel chromatography (CHCl2/ethanol) purified after solid compound (10.0g) of 48% are obtained

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; Choe, Don Soo; Jo, Yun Hwan; (92 pag.)KR2015/80966; (2015); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 1080-74-6, These common heterocyclic compound, 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, 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.

General procedure: A mixture of dye 6 (1.18 g, 3 mmol) and indandione (0.438 g,3 mmol) or malononitrile (0.198 g, 3 mmol) or 3-dicyanovinylindan-1-one (0.582 g, 3 mmol) in basic ethanol solution (7 ml) was stirredat room temperature overnight, filtered off and purified by columnchromatography on silica gel using CHCl3 as the eluent, affordingdyes a or b or c, respectively Yield: 66.6%. Mp 208e210 C. 1H NMR (600 MHz, CDCl3) 1.31 (t,6H, J ? 7.2 Hz, N(CH2CH3)2), 3.56 (q, 4H, J ? 7.2 Hz, N(CH2CH3)), 3.92(s, 3H, OCH3), 6.78 (d, 2H, J ? 9.6 Hz, AreH), 7.08 (d, 2H, J ? 7.2 Hz,AreH), 7.76 (m, 4H, AreH), 7.93 (d, 1H, J ? 7.2 Hz, AreH), 8.03 (m,2H, AreH), 8.66 (d, 1H, J ? 7.8 Hz, AreH), 8.75 (s, 1H, CH]C). 13CNMR (125 MHz, CDCl3) d 12.80, 45.42, 55.49, 69.77, 113.90, 114.44,114.78, 123.85, 125.11, 125.80, 126.01, 132.47, 134.36, 135.15, 136.96,138.06, 139.94, 143.91, 153.39, 160.77, 161.68, 170.58, 183.00, 188.07.IR n/cm 1 2211, 1746, 1697, 1595, 1519, 1214, 1102, 1065. HRMS calcdfor C33H26N6O2S: 570.68. Found: 570.95.

Statistics shows that 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile is playing an increasingly important role. we look forward to future research findings about 1080-74-6.

Reference:
Article; El-Shishtawy, Reda M.; Borbone, Fabio; Al-Amshany, Zahra M.; Tuzi, Angela; Barsella, Alberto; Asiri, Abdullah M.; Roviello, Antonio; Dyes and Pigments; vol. 96; 1; (2013); p. 45 – 51;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 915394-28-4, name is 2-Methyl-2-(3-nitrophenyl)propanenitrile, 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 915394-28-4, Application In Synthesis of 2-Methyl-2-(3-nitrophenyl)propanenitrile

2-Methyl-2-(3-nitrophenyl)-propionitrile (0.5g) was hydrogenated over 10% Pd-C in methanol (10ml) at atmospheric pressure until no further gas uptake was observed. The reaction mixture was then filtered over celite and concentrated to oil. Column chromatography over silica gel by eluting with ethyl acetate/pet ether (1:9) gave 2-(3- amino-phenyl)-2-methyl-propionitrile (0.35g, 83%) as an 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, 2-Methyl-2-(3-nitrophenyl)propanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F2G LTD; WO2006/123145; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 1953-99-7, 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. 1953-99-7 name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, 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.

Five grams of 3,4,5,6-tetrachlorophthalonitrile, 3.25 grams of 2-bromophenol, 3.9 grams of K2CO3, and 25 milliliters of N, N-dimethylformamide were placed in a 100 milliliter flask , Followed by stirring while heating at 70 ¡ãC. EIA (ethyl acetate) was used for extraction when the reaction was completed. After extraction, the resultant was concentrated to obtain a solid. In this context, the solid obtained is dissolved in a small amount of dichloromethane, washed several times with hexane, filtered and dried in vacuo to give 3,4,6-dichloro-5- (2-bromo-phenoxy ) -phthalonitrile.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Sanxing SDI Co., Ltd.; Zheng Yishu; Xu Huiyuan; Xin Mingye; Shen Xianxiong; Zheng Zhouhao; Han Guishi; (48 pag.)CN107522704; (2017); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 2032-34-0, A common heterocyclic compound, 2032-34-0, name is 3,3-Diethoxypropanenitrile, molecular formula is C7H13NO2, 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.

General procedure: Method I. A mixture of Py (4.4 ml) and AcOH (3.0 ml) was stirred and treated by the addition of 5-aminoazole1a-h (0.01 mol) and (2E)-(3-morpholin-4-yl)-acrylonitrile (2) (1.38 g, 0.01 mol). The obtained mixture was refluxed at 150C for 5 h. After refluxing, the mixture was cooled. The precipitate that formed was filtered off, washed with a small amount of EtOH, and dried. Method II. A solution (or suspension) of the appropriate aminoazole 1a-h (0.01 mol) in solvent (15 ml) (EtOH in the case of compound 3a, dioxane in the case of compounds 3b-h) was stirred at 50C and treated by adding 3,3-diethoxypropionitrile (4) (1.5 ml, 0.01 mol), then 36% HCl solution (0.86 ml, 0.01 mol). The reaction mixture was refluxed for 2.5-3 h, the suspension (or solution) was cooled to room temperature, and the target product was isolated by the method indicated for each particular compound.

The synthetic route of 2032-34-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gazizov, Denis A.; Fedotov, Victor V.; Gorbunov, Evgeny B.; Ulomskiy, Evgeny N.; Yeltsov, Oleg S.; Rusinov, Gennady L.; Rusinov, Vladimir L.; Chemistry of Heterocyclic Compounds; vol. 55; 6; (2019); p. 573 – 577; Khim. Geterotsikl. Soedin.; vol. 55; 6; (2019); p. 573 – 577,5;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 6011-14-9, name is 2-Aminoacetonitrile 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. category: nitriles-buliding-blocks

Step 7 : Preparation of N1(cyanomethyl)-N2{(1S)-2,2,2-trifluoro-1-[4′-(methylsulfonyl)-1,1′- BIPHENYLLETHYL}-L-LEUCINAMIDE; To a DMF (200 ML) solution of the acid from Step 7 (9 g) was added benzotriazol-1- yloxytris (dimethylamino) phosphonium hexafluorophosphate (11.6 g), aminoacetonitrile hydrochloride (3.94 g) and the mixture was cooled to 0 C. Triethylamine (9.9 ML) was added dropwise and the mixture warmed to room temperature and stirred for 16 hours. It was poured into ice and saturated aqueous sodium bicarbonate and extracted with diethyl ether (3 X 100 mL). The combined extracts were washed with brine, dried with magnesium sulfate and the solvent removed in vacuo. The residue was purified by chromatography on SIO2USING ethyl acetate and hexanes (1: 1). The title compound was then stirred in diethyl ether for 16 hours, filtered and dried (mp 140.5 C). 1H NMR (CD3COCD3) 6 8.0 (2H, d), 7.95 (2H, d), 7.8 (2H, d), 7.65 (2H, d), 4.35-4. 45 (1H, m), 4.1-4. 2 (2H, m), 3.45-3. 55 (1H, m), 3.15 (3H, s), 2.65-2. 7 (1H, m), 1.85-1. 95 (1H, m), 1.4-1. 6 (2H, m), 0. 85-0. 95 (6H, m).

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

Reference:
Patent; MERCK FROSST CANADA & CO.; WO2005/19161; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts