Category: nitriles-buliding-blocks

Synthetic Route of 630-18-2, 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. 630-18-2, name is Pivalonitrile, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To an ice cold solution of pivalonitrile (1f, 120 muL, 1.085 mmol) in Et2O (1.0 mL)was added an ethereal solution of 2-naphthylmagnesium bromide (2b, 0.75 M, 1.88mL, 1.410 mmol) and the reaction mixture was stirred at 60 C in a sealed tube for 2 h.After cooling to 0 C, the reaction mixture was treated with anhydrous MeOH (132muL), followed by the addition of CuBr2 (24.3 mg, 0.109 mmol) and anhydrous DMF(10.0 mL). The resulting reaction mixture was stirred at 80 C under an oxygenatmosphere for 6 h. Then the reaction was quenched by the addition of pH 9ammonium buffer solution and the organic materials were extracted with Et2O. Thecombined organic extracts were washed with water, and then with brine and driedover anhydrous MgSO4. The solvents were removed in vacuo and the resulting crudematerial was purified by flash column chromatography using hexane-EtOAc (90:10)to afford 2-naphthonitrile

The chemical industry reduces the impact on the environment during synthesis Pivalonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Article; Tnay, Ya Lin; Ang, Gim Yean; Chiba, Shunsuke; Beilstein Journal of Organic Chemistry; vol. 11; (2015); p. 1933 – 1943;,
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Adding a certain compound to certain chemical reactions, such as: 1835-49-0, name is Tetrafluoroterephthalonitrile, 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 1835-49-0, SDS of cas: 1835-49-0

[Comparative Example 1]; The same operations as in Example 1 were carried out, except that the amount of the catalyst used was changed from 0.25 g to 0.05 g on a dry weight basis. After a lapse of 7.0 hours, absorption of hydrogen ceased. The quantity of hydrogen absorbed was 83% of the theoretical quantity of hydrogen absorbed. Treatment of the reaction solution was carried out in the same manner as in Example 1. EPO From the toluene extract, a small amount of a sample was withdrawn, and it was subjected to GC analysis. As a result of the analysis, the tetrafluoroterephthalonitrile as a raw material remained in an amount of 21.0 mol%, and tetrafluoroterephthalaldehyde was obtained in an amount of only 5.0 mol%. The amount of 2, 3, 5, 6-tetrafluorobenzene was 0.65 mol%, the amount of 2,3,5,6- tetrafluorobenzonitrile was 0.53 mol%, and 1-cyano- 2, 3, 5, 6-tetrafluorobenzaldehyde wherein a nitrile group on only one side had reacted was obtained in an amount of 63.1 mol%. On the other hand, the aqueous phase was neutralized and then subjected to GC analysis. As a result of the analysis, presence of 2.88 mol% of 2,3,5,6- tetrafluorobenzylamine was confirmed. The results are set forth in Table 2.; [Comparative Example 3]; The same operations as in Example 1 were carried out, except that the amount of sulfuric acid used was changed from 20.6 g to 5.15 g (50 mmol). After a lapse of 4.2 hours, absorption of hydrogen ceased. The quantity of hydrogen absorbed was 47% of the theoretical quantity of hydrogen absorbed. Treatment of the reaction solution was carried out in the same manner as in Example 1.From the toluene extract, a small amount of a sample was withdrawn, and it was subjected to GC analysis. As a result of the analysis, a peak of the tetrafluoroterephthalonitrile as a raw material was below EPO the detection limit, and tetrafluoroterephthalaldehyde was obtained in an amount of only 14.5 mol%. The amount of 2, 3, 5, 6-tetrafluorobenzene was 0.81 mol%, the amount of 2, 3, 5, 6-tetrafluorobenzonitrile was 0.67 mol%, and 1- cyano-2, 3, 5, 6-tetrafluorobenzaldehyde wherein a nitrile group on only one side had reacted was obtained in an amount of 54.0 mol%. On the other hand, the aqueous phase was neutralized and then subjected to GC analysis. As a result of the analysis, presence of 0.04 mol% of 2,3,5,6- tetrafluorobenzylamine was confirmed. The results are set forth in Table 2.

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

Reference:
Patent; SHOWA DENKO K.K.; WO2006/137347; (2006); A2;,
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Electric Literature of 19924-43-7, 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. 19924-43-7 name is 2-(3-Methoxyphenyl)acetonitrile, 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.

Exemplary compound 10 was prepared according to a synthetic scheme shown in FIG. 2. The synthetic procedures for preparing compound 10 are described in?Probes for Narcotic Receptor Mediated Phenomena. 34. Synthesis and Structure- Activity Relationships of a Potent mu-Agonist d-Antagonist and an Exceedingly Potent Antinociceptive in the Enantiomeric C9-Substituted 5-(3-Hydroxyphenyl)-N-phenylethylmorphan Series?, J. Med. Chem. 2007, 50, 3765-3776.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(3-Methoxyphenyl)acetonitrile, and friends who are interested can also refer to it.

Reference:
Patent; THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; RICE, Kenner Cralle; JACOBSON, Arthur E.; LI, Fuying; GUTMAN Eugene S.; BOW, Eric W.; (99 pag.)WO2019/182950; (2019); A1;,
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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. 939-80-0, name is 4-Chloro-3-nitrobenzonitrile, A new synthetic method of this compound is introduced below., Product Details of 939-80-0

To a solution of (4-amino-cyclohexyl)-carbamic acid tert-butyl ester (10.5 g, 48.99 mmol) and 4-chloro-3-nitrobenzonitrile (commercially available from Sigma-Aldrich, Milwaukee, WI)(9.0 g, 49.29 mmol) in DMF (100 mL), was added potassium carbonate (13.6 g, 98.55 mmol) at ambient temperature. The resulting reaction mixture was stirred for 18 hours at 60C. After completion of reaction (monitored by TLC (TLC eluent: 30 % EtOAc in petroleum ether, UV active, Ninhydrin stain active)), the reaction mixture was cooled to ambient temperature and water (300 mL) was added providing a yellow precipitate. The resulting mixture was stirred for 10 minutes, filtered and washed with water (1000 mL). The material thus obtained was dried under vacuum affording tert-butyl ((IRr, 4R)-4-((3-nitropyridin-4- yl)amino)cyclohexyl) carbamate as a yellow solid (16 g, 89.88 %). This solid was directly used in the next step without further purification.

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; AMGEN INC.; BREGMAN, Howard; BUCHANAN, John, L.; CHAKKA, Nagasree; DIMAURO, Erin; GUNAYDIN, Hakan; GUZMAN PEREZ, Angel; HUA, Zihao; HUANG, Hongbing; HUANG, Xin; MARTIN, Matthew, W.; PATEL, Vinod; WO2013/134079; (2013); A1;,
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Synthetic Route of 53078-71-0, 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. 53078-71-0, name is 4-Methoxy-3-methylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

c) 4-Hydroxy-3-methylphenylcyanide. To a solution of 4-methoxy-3-methylphenylcyanide (11b, 44.8 g, 0.3044 mol) in 150 ml of methylene chloride, chilled to 0 C. with stirring under nitrogen, was added 575 ml (0.575 mol) of boron tribromide (1M in methylene chloride) in a steady stream, and the mixture was stirred at room temperature for 24 h. The reaction mixture was refluxed overnight, additional boron tribromide (44.7 ml) was added at 25 C. and the mixture was stirred at room temperature for 30 min, refluxed for 3 h, and then stirred at room temperature for 48 h. The indicated the presence of the starting nitrile, and therefore, the third addition of boron tribromide (60.88 ml) was made and the mixture was refluxed overnight. The reaction mixture was chilled to 0 C. in an ice bath, 175 ml of methanol was added dropwise, and 600 ml of water was added. The resulting mixture was stirred overnight. The aqueous layer was extracted with methylene chloride (2x), the organic layer was washed with 10% NaOH solution (3x). The basic aqueous layer was acidified to pH=5 with 6N HCl solution (product oiled out), the mixture was extracted with methylene chloride(3x), and the organic layer was washed with brine and dried over magnesium sulfate. The methylene chloride solution was filtered through Florisil and concentrated in vacuo to provide 38.2 g of the title compound as a pale yellow solid, m.p. 95.5-97 C.

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

Reference:
Patent; Sterling Winthrop Inc.; US5464848; (1995); A;,
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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. 89001-53-6, name is 2-Methyl-4-nitrobenzonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 89001-53-6

3-Methyl-4-oxazol-5-yl-phenylamine was prepared in two steps from 2-methyl-4- nitrobenzaldehyde in analogy to intermediate 1. 2-Methyl-4-nitrobenzaldehyde was preparedaccording to the following procedure:2-methyl-4-nitrobenzonitrile (1 g, 6.1?7 mmol) was dissolyed in dry toluene (24.0 ml). After cooling to 0C, a solution of DIBAL-H (4.35 ml, ?7.4 mmol) in toluene was added drop wise oyer 10 min. The mixture was stirred for 2h at 0C. The mixture was quenched at 0C by addition of HC1 2N (1 ml). After warming to room temperature and addition of further HC1 2N (1 ml),sodium sulfate was added under yigorous stirring. Filtration of the solids and eyaporation yielded a crude, which was purified by flash chromatography (heptane/AcOEt), to yield 2- methyl-4-nitrobenzaldehyde as an orange solid (0.68 g, 67%)

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CECCARELLI, Simona M.; JAGASIA, Ravi; JAKOB-ROETNE, Roland; PETERS, Jens-Uwe; WICHMANN, Juergen; WO2014/79850; (2014); A1;,
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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. 1835-65-0, name is 3,4,5,6-Tetrafluorophthalonitrile, A new synthetic method of this compound is introduced below., Formula: C8F4N2

Tetrafluorophthalonitrile (37 g, 183 mmol) was added to 1-chioronaphthalene (150 ml) in which BC13 (14 g, 120 mmol) was dissolved, and the mixture was heated to reflux under a nitrogen atmosphere. After cooling, the mixture was separated and purified by silica chromatography, and then a product was purified by sublimation and purification to obtain F12-SubPc-Cl (5.3 g, yield 64percent).

The synthetic route of 1835-65-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SONY SEMICONDUCTOR SOLUTIONS CORPORATION; OBANA, Yoshiaki; NEGISHI, Yuki; HASEGAWA, Yuta; TAKEMURA, Ichiro; ENOKI, Osamu; MOGI, Hideaki; MATSUZAWA, Nobuyuki; (67 pag.)US2017/54089; (2017); A1;,
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Reference of 14447-18-8, These common heterocyclic compound, 14447-18-8, name is Benzyl cyanoacetate, 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.

To 0.2 mmol of 3,4-dihydroxycinnamaldehyde in 3 mL EtOH a corresponding substituted acetonitrile or the like was added followed by addition of 0.4 mmol of piperidine. A dark red solution was stirred at 20 °ree;C for 0.5 h. 0.5 mL 1 N HC1 and 5 mL of H2O were added and EtOH was evaporated with the stream of N2. The precipitated powder was filtered off, washed with H2O and dried in a desiccator in vacuo in the presence of solid NaOH. Yields were 55-70%. For a list of obtained products (CRIX-38, CRIX-39, CRIV-42, CRIV-46, CRTX-79, CRVIII-33, CRVIII-34, CRVIII-50, CRVIII-51, CRVIII-52, CRVIII-53) see Tables 1 and 5. For the mass spectra and UV maxima see Tables 2 and 6. For the NMR data see Tables 3 and 7.

Statistics shows that Benzyl cyanoacetate is playing an increasingly important role. we look forward to future research findings about 14447-18-8.

Reference:
Patent; THE HOSPITAL FOR SICK CHILDREN; WO2005/12234; (2005); A1;,
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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 1.56 g of product, yield 48.8%.

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;,
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Synthetic Route of 873-32-5, A common heterocyclic compound, 873-32-5, name is 2-Chlorobenzonitrile, molecular formula is C7H4ClN, 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: An oven-dried reaction tube was charged with Ni(MOTPP)2(1-naphthyl)Cl (2mol%, relative to aryl chloride), K3PO4 (3 equiv., relative to aryl chloride), and phenylboronic acid (1.5 equiv., relative to aryl chloride). Solid aryl chlorides (0.5mmol) were also added at this time. The tube was evacuated and purged with nitrogen for three times. 1,4-dioxane (2mL) and degassed water (0.2mL) were added via syringe. Liquid aryl chlorides were also added via syringe with the solvents. The mixture was stirred at 100C for 1h under a nitrogen atmosphere, and then cooled to room temperature. The reaction mixture was extracted with ethyl acetate, and the organic layers were dried over anhydrous Na2SO4. The organic phase was evaporated under reduced pressure, and the residue was purified by column chromatography on silica gel with hexane/ethylacetate as the eluent to afford the desired product. The products were identified by gas chromatography and NMR spectra.

The synthetic route of 873-32-5 has been constantly updated, and we look forward to future research findings.

Reference:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts