Category: nitriles-buliding-blocks

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. 52133-67-2, name is Ethyl 2-cyano-4,4-diethoxybutyrate, A new synthetic method of this compound is introduced below., HPLC of Formula: C11H19NO4

3,4-Dihydroxybenzamidine hydrochloride as obtained above (61.7 g) was dissolved in absolute ethanol (2000 ml.) and a part of the ethanol (1400 ml.) was subsequently distilled off again. More absolute ethanol (1400 mL) was added to this receiving solution, together with DBU (1 13 mL), 2-cyano-4,4-diethoxy-butyric acid ethyl ester (148.0 g) and triethyl amine (96 mL). The resulting mixture was heated until reflux and further refluxed for 57 hrs. Most of the solvent (1700 mL) was then distilled off while the remainder was allowed to cool to 50 0C. An aqueous solution of hydrochloric acid (2.3 M, 930 mL) was added slowly, then the reaction mixture was allowed to cool to ambient temperature and stirring was continued for 25 hrs. The resulting precipitate was filtered off, washed with water (3 x 150 mL) and dried in vacuo at 40 0C to yield 31.5 g 4-(4-hydroxy-7H-pyrrolo[2,3-d]pyrimidin-2-yl)- benzene-1 ,2-diol.

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; SOLVAY PHARMACEUTICALS GMBH; WO2009/153261; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 5866-98-8,Some common heterocyclic compound, 5866-98-8, name is 2,6-Dichloro-3-nitrobenzonitrile, molecular formula is C7H2Cl2N2O2, 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.

Step 3: Preparation of 4-chloro-7-nitro-1H-indazol-3 -amine To a stirred solution of 2,6-dichloro-3-nitrobenzonitrile (750.0 g, 3.45 mol, 1.0 equiv.) in ethanol (7.5 L, 10.0 V) at 15-20 C. was slowly added hydrazine hydrate (519.0 g, 10.36 mol, 3.0 equiv.) while maintaining the reaction mass below 25 C (Observation: Addition is slightly exothermic and solid formation will begin upon addition). The reaction mixture temperature was slowly raised to room temperature and then the mixture was stirred for 3 h (Observation: the quantity of solids will increase during this time). After completion of the reaction (monitored by TLC), the mixture was diluted with water (7.5 L, 10.0 V) and further stirred for 1 h at room temperature. The solids were isolated via filtration and then were washed with water (2.25 L, 3.0 V). The wet solid was washed with a 1 : 1 ratio mixture of acetone (1.875 L, 2.5 V) and hexanes (1.875 L, 2.5 V). Bulk residual water was removed from the solids by maintaining vacuum filtration for 60-90 min. The wet solid was finally dried in a hot air oven for 7-8 h at 50 C (until moisture content reaches below 1.5%) to get the dried product, 4-chloro-7-nitro-li/-indazol-3 -amine (549.0 g, 75% yield) as a brick red- colored solid. NMR (400 MHz, CDCb): d 10.36 (bs, 1H), 8.20 (d, J= 8.4 Hz, 1H), 7.07 (d, J= 8.40 Hz, 1H), 4.73 (bs, 2H).

The synthetic route of 5866-98-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BOWSHER, Michael S.; GILLIS, Eric P; PARCELLA, Kyle E.; (0 pag.)WO2020/89778; (2020); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 2973-50-4, name is 2-(2-Aminophenyl)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 2973-50-4, category: nitriles-buliding-blocks

Adding the reactor 100mmol O-aminophenyl acetonitrile, 105mmol NBS and 100g polyethylene glycol 400, the reaction under stirring at room temperature for 2 hours. After the reaction, the mixture into ethyl acetate, saturated salt water for washing, the aqueous layer after extraction with ethyl acetate, combined with the organic layer (the washing of the organic layer and extraction of the organic layer), using anhydrous Na2SO4drying, negative-pressure evaporation to remove the solvent, the residue is column chromatography (petroleum ether/ethyl acetate, two volume ratio of 2:1) purification, to obtain the product 2-amino-5-brombenethane

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-(2-Aminophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Wenzhou University; Chen, Jiuxi; Yu, Shuling; Cheng, Tianxing; Hu, Kun; Qi, Linjun; Liu, Miaochang; Wu, Huayue; (13 pag.)CN105884673; (2016); A;,
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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. 4513-77-3, name is 2-Oxocyclohexanecarbonitrile, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H9NO

General procedure: The corresponding 2-hydrazino-benzoic acid or methyl-2-hydrazinobenzoate (1.1 mmol) and the alpha-oxo-cyano compound (1 mmol) were suspended in dry ethanol (5.5 ml) and refluxed for 3 h. After cooling, the product was precipitated, filtered, and dried in vacuo to yield the title products.

According to the analysis of related databases, 4513-77-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kovacs, Daniel; Molnar-Toth, Judit; Blasko, Gabor; Fejes, Imre; Nyerges, Miklos; Synthetic Communications; vol. 45; 14; (2015); p. 1675 – 1680;,
Nitrile – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 2469-99-0, name is 3-Oxobutanenitrile, 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 2469-99-0, Safety of 3-Oxobutanenitrile

In a 250 mL RBF, 3-aminobut-2-enenitrile (2.0 g, 0.24 mole) was added to a stirred solution of cyclohexyl hydrazine hydrochloride (4.0 g, 0.026 mole) and acetic acid (0.1 mL) in ethanol (60 mL). The reaction was refluxed for 6 h. Crude was evaporated and loaded on column to elute out product at 40% ethyl acetate in hexane. (1.74 g, 40%) LCMS: RT = 1.50 min., >98% 215 and 254 nm, m/z = 180.1 [M + H]+. 1H NMR (499 MHz, DMSO) delta 5.02 (s, 1H), 4.92 (s, 2H), 3.86 – 3.78 (m, 1H), 1.94 (s, 3H), 1.78 – 1.68 (m, 4H), 1.63 (dd, J = 16.3, 7.4 Hz, 3H), 1.31 (q, J = 12.9 Hz, 2H), 1.18 – 1.08 (m, 1H). 13C NMR (126 MHz, DMSO) delta 145.90, 144.64, 87.80, 53.50, 32.13, 25.21, 25.05, 14.02.

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

Reference:
Article; Sharma, Swagat; Kozek, Krystian A.; Abney, Kristopher K.; Kumar, Sushil; Gautam, Nagsen; Alnouti, Yazen; David Weaver; Hopkins, Corey R.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 6; (2019); p. 791 – 796;,
Nitrile – Wikipedia,
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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. 26391-06-0, name is 2-Cyano-N,N-diethylacetamide, A new synthetic method of this compound is introduced below., Formula: C7H12N2O

Example 1 :Preparation of (E) N,N-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitro) acrylamide [Entacapone]Charge 3,4-dihydroxy-5-nitro benzaldehdye 100 Kg, followed by N.N-diethyl-2-cyano acetamide 92 Kg in to solvent Toluene. Charge piperidine acetate prepared from 30 kg piperidine and 35 Kg acetic acid . Reaction mass was heated to reflux ( 108-112 0C), maintained at reflux with azeotropic distillation ( 108-112 0C) for 6 Hours and water was collected. After reaction completion Toluene was removed completely under vacuum below 80 C. Mass was cooled to 50-55 0C methanol ( 500 Its) was charged in to the above mass under stirring. To this clear solution carbon was added maintained at 55-60 c for 1 hour. Mass was filtered through hyflow bed in hot condition. Filtrate was cooled to 10 0C, pH of the filtrate adjusted to 1.0 to 2.0 with Con HCl. Mass was cooled to 5-10 C and product (E) -entacapone with Z-isomer content NMT 0.20% is isolated, dried at 70-80C was found to be stable polymorph A with melting point 162-164 0 C.

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; BATTULA, Srinivasa, Reddy; WO2008/23380; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 13338-63-1, name is 3,4,5-Trimethoxyphenylacetonitrile, 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 13338-63-1, Quality Control of 3,4,5-Trimethoxyphenylacetonitrile

Using the method of synthesizing an intermediate similar to that of Example 1, Take 0.193 g (0.01 mol) of 2-(3,4,5-trimethoxyphenyl)acetonitrile (5), 0.156 g (0.01 mol) of 2-naphthaldehyde, and 20 mL of methanol into a 50 mL three-necked flask. Stirring to 60 C, adding sodium methoxide 0.027 g (0.005 mol), Constant temperature reaction for about 5h, thin layer chromatography to follow the reaction, After the reaction is completed, cool to room temperature, filter, and wash. Dry and recrystallize from methanol to give a pale yellow solid. Yield: 40.6%,

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, 3,4,5-Trimethoxyphenylacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Yanbian University; Tian Yushun; Li Jiajun; Ma Jun; (19 pag.)CN109384689; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 19295-57-9, name is 3-Hydroxy-2,2-dimethylpropanenitrile, 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 19295-57-9, Formula: C5H9NO

A solution of 60% sodium hydride (367.1 mg, 15.3 mmol) was washed with hexane (3x 2 ml) and suspended in DMF (2 ml). The suspension was cooled to -10C and then a mixture of 3-hydroxy-2,2-dimethylpropanenitrile (1.4 g, 13.9 mmol) and DMF (8 ml) was added. The mixture was cooled 2.5 hour with stirring stirred at -10 to -5C and then benzyl bromide (1.7 ml, 13.9 mmol) was added. The mixture was cooled 2 hours with stirring at -5C, diluted with water (10 ml) and extracted with diethyl ether (3x 10 ml). The combined extracts were washed with water (1x 10 ml) and brine (1x 10 ml), dried (MgSO4) and concentrated to give 3-benzyloxy-2,2-dimethylpropanenitrile (2.5 g, 13.2 mmol).

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; F. HOFFMANN-LA ROCHE AG; EP748800; (1996); A3;,
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. 79463-77-7, name is Diphenyl N-cyanocarbonimidate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 79463-77-7

A mixture of 3,4,5-trimethoxyaniline (1.83 g, 10 mmol) and diphenyl-cyanocarbon-imidate (2.62 g, 11 mmol) in iso-propanol (30 mL) was stirred at 100-1l0oC for 1h. The reaction was cooled and filtered, washing with ether to provide the title compound (2.79 g, 85% yield) as a white solid. 1H-NMR (500 MHz, DMSO-d6) 10.8 (s, 1H), 7.45 (t, 2H), 7.31 (m, 3H), 6.83 (s, 2H), 3.76 (s, 6H), 3.65 (s, 3H) ppm; MS (FIA) 328.1 (M+H); HPLC (method A) 3.211 min.

The synthetic route of 79463-77-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2004/46120; (2004); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 40497-11-8,Some common heterocyclic compound, 40497-11-8, name is Ethyl 2,3-dicyanopropanoate, molecular formula is C7H8N2O2, 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.

0.01 mol of ethyl 2,3-dicyanopropionate was added to a three-necked flask. The prepared diazonium salt solution was dropped into the flask. The reaction was complete for 2 h. Adding aqueous ammonia, adjust the pH to 9-10. Reaction at room temperature for 2h. After completion of the reaction, the reaction mixture was extracted with 40 mL of dichloromethane. The organic layer was washed with water (2 x 30 mL), washed with saturated sodium chloride solution (1 x 40 mL), and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give 1.76 g of product, yield 73.8%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2,3-dicyanopropanoate, its application will become more common.

Reference:
Patent; Nanjing University of Technology; Wan, Rong; Wu, Shaohua; Guo, Chunwei; Guan, Xilin; Chen, Fuli; Han, Zhenyu; Fu, Xiaohuan; (14 pag.)CN105601632; (2016); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts