Month: September 2021

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. 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

Experiment 38. A range of experiments were conducted examining the resolution of diol with (+)- (S,S)-DTT. The general procedure is described below, and the details and results for each reaction are in table 1.Racemic diol (20 g, 58.4 mmol) was dissolved in approximately half of the solvent used for the experiment at 40 0C. (-H)-(S5S)-DTT-H2O (quantity specified in the table) was added as a solution in the other half of the solvent. The solution was held at 40 0C and was seeded within two minutes with crystals of (S)-diol. ./2(-H)-(S5S)-DTT (approximately 5 mg). Crystallisation typically began within 5-10 minutes after seeding. After 2 h at 40 0C, the temperature of the solution was lowered to 20 0C over 2 h, and the solution was held at this temperature for a further 1 h. The product was then separated by filtration, washed with the approriate solvent (2 x 20 mL) and dried overnight at 60 0C under reduced pressure.

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; H. LUNDBECK A/S; WO2009/33488; (2009); A1;,
Nitrile – Wikipedia,
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Electric Literature of 57381-51-8, 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. 57381-51-8, name is 4-Chloro-2-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(a) 4-Chloro-2-fluoro-5-nitrobenzonitrileA mixture of 4-chloro-2-fluorobenzonitrile (4.62 g; 29.7 mmol) in cone. H2S04 (42 mL) was treated dropwise with cone. HN03 (3.9 mL) at 1-2 C. After stirring at 1-2 C for 2 h the mixture was poured into ice and filtered.Yield: 5.18 g (87%).

The synthetic route of 4-Chloro-2-fluorobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; PRIEPKE, Henning; KUELZER, Raimund; MACK, Juergen; PFAU, Roland; STENKAMP, Dirk; PELCMAN, Benjamin; ROENN, Robert; LUBRIKS, Dimitrijs; SUNA, Edgars; WO2012/76672; (2012); A1;,
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Reference of 874-90-8, These common heterocyclic compound, 874-90-8, name is 4-Methoxybenzonitrile, 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.

Bis(4-methoxyphenyl)methammine (1) was prepared according to the procedure described in Pickert et al., (1973) Organic Syntheses Coll. Fpp520-522 and Dejaegher et al., (2002) Synlett 113-115. Magnesium (0.76 g) was suspended in 30 mL dry THF in a flame-dried 3-neck round-bottomed flask equipped with a stir bar. Some drops of 4-bromoanisole were added, and to initiate the reaction, a crystal of iodine was added and the solution heated to a gentle reflux (-6O0C). Once the color of the iodine had disappeared, the remaining l-bromo-4- methoxybenzene (3.9 mL) in 8 mL THF was added. The mixture was refluxed for 45 minutes. After cooling to RT, 2.5 g of p-methoxybenzonitrile in dry THF was added over 20 minutes and reacted for 6 h under reflux. The reaction mixture was cooled and 4.5 mL of methanol added to quench the reaction. After stirring for 20 minutes, it was concentrated to remove THF, redissolved in CH2Cl2 and quickly washed with water in a separatory funnel to remove Mg salts. The CH2Cl2 layer was dried over MgSO4, concentrated, redissolved in a minimal amount of dichloromethane and diethyl ether added to precipitate white shiny crystals of Bis(4- methoxyphenyl)methanimine (4.01 g, 59% yield). It is worthy of mention that the preparation of this diarylketimine was simple and efficient resulting in crystals without any additional lengthy purification steps such as distillation or chromatography which contributes to the simpler glycosylation chemistry. Rf = 0.32 (60% EtOAc: hexanes), m.p. = 128-129 0C, 1H NMR (CDCl3, 500 MHz) d 3.84 (6H, s), 6.90 (4H, d, J= 9.0 Hz), 7.52 (4H, d, J= 8.5 Hz), 8.95 (NH, broad) ; 13C NMR (CDCl3, 500 MHz) d 55.3 (2CH3O), 113.4 (4CH), 129.98 (4CH), 132.1(2C, q), 161.1 (2C- O, q), and 176.9 (C=N).

Statistics shows that 4-Methoxybenzonitrile is playing an increasingly important role. we look forward to future research findings about 874-90-8.

Reference:
Patent; THE ARIZONA BOARD OF REGENTS ON BEHALF OF THE UNIVERSITY OF ARIZONA; WO2007/55698; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 872091-83-3, name is Methyl 4-chloro-3-(cyanomethyl)benzoate, 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 872091-83-3, Application In Synthesis of Methyl 4-chloro-3-(cyanomethyl)benzoate

Add gaseous anhydrous hydrochloric acid for 3 h at 0 C. to a solution of 19.68 g of 4-chloro-3-cyanomethyl-methyl benzoate in 207 ml of methanol.Stir the reaction mixture for 16 h at room temperature, then concentrate at reduced pressure. Take up the residue in 600 ml of ethyl acetate and 500 ml of water. Wash the organic phase with 200 ml of an aqueous solution of sodium chloride, dry over sodium sulphate and concentrate at reduced pressure.The expected product is obtained in the form of crystals.m.p.=55 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, Methyl 4-chloro-3-(cyanomethyl)benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANOFI-AVENTIS; US2010/69384; (2010); A1;,
Nitrile – Wikipedia,
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935-02-4, name is 3-Phenylpropiolonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 935-02-4

General procedure: To a solution of cyanoacetylenes (0.4mmol) with N-tosylimines (0.2 mmol) in toluene (2 mL) was added Ph3P (0.2mmol). The mixture was then stirred at 110 C for 36 h in a reaction flask. Thenthe solvent was removed in vacuo and residue was purified by columnchromatography on silica gel to give the desired annulation product.

The synthetic route of 935-02-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Jinfeng; Zhang, Qi; Ji, Xin; Meng, Ling-Guo; Synlett; vol. 30; 9; (2019); p. 1095 – 1099;,
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Reference of 64248-62-0, These common heterocyclic compound, 64248-62-0, name is 3,4-Difluorobenzonitrile, 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.

Thiomorpholine (4.9 mL, 48.5 mmol) and potassium carbonate (13.4 g, 96.9 mmol) was dissolved in 50 mL DMF and the 3,4-difluorobenzenenitrile (6.7 g, 48.5 mmol) was added. Reaction heated to 100C overnight. Reaction was blown to dryness and residue was taken up in EtOAc and washed with water (2x), brine and then dried over sodium sulfate. Drying agent removed by filtration and then organics concentrated down and residue was recrystallized from hot isopropanol to give 8.74 g of 3-fluoro-4- thiomorpholinobenzonitrile as a light yellow solid. Residue can also be purified through silica gel.

The synthetic route of 64248-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MILLER, Marvin J.; MORASKI, Garrett; (133 pag.)WO2017/49321; (2017); 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. 630-18-2, name is Pivalonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 630-18-2

Preparation of the imino ester: A mixture of 8.3 g (0.1 mole) of trimethyl acetonitrile and 5.05 g of EtOH (0.11 mole) is treated with HCI gas at 5 0C until saturation. The mixture is then stored at the same temperature for 18 h and 20 ml of DEE are added. The resulting precipitate is collected by filtration, ished with DEE and dried to yield 3.9 g (24%) of the crude imino ester hydrochloride as a white solid. (1H- NMR (400 MHz, DMSO-O6): delta = 4.42 (q, 2H), 1.35 (t, 3H), 1.25 (s, 9H)).

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; NOVARTIS AG; WO2008/71404; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

17626-40-3, name is 3,4-Diaminobenzonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: nitriles-buliding-blocks

General procedure: Hydroximoyl chloride 10 (0.16g, 1mmol) was added slowly by small portions to a solution of the appropriate 1,2-diaminobenzene 3 (0.3g, 1.5mmol) in ethanol (5-10mL) at room temperature. The mixture was stirred at reflux for 0.5h followed by an additional hour at room temperature, diluted with water (10mL) and 0.1M aq HCl (5mL). The heterogeneous mixture was stirred for 1h. The precipitate was filtered, washed with water, and recrystallized from iPrOH/H2O.

The synthetic route of 17626-40-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Stepanov, Andrei I.; Astrat’ev, Alexander A.; Sheremetev, Aleksei B.; Lagutina, Nataliya K.; Palysaeva, Nadezhda V.; Tyurin, Aleksei Yu.; Aleksandrova, Nataliya S.; Sadchikova, Nataliya P.; Suponitsky, Kyrill Yu.; Atamanenko, Olga P.; Konyushkin, Leonid D.; Semenov, Roman V.; Firgang, Sergei I.; Kiselyov, Alex S.; Semenova, Marina N.; Semenov, Victor V.; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 237 – 251;,
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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. 53312-79-1, name is 3-Amino-4-chlorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 3-Amino-4-chlorobenzonitrile

To a stiired solution of compound IM (1.0 g. 6.57 mmoi) in DMF (20 mL) under argon aimospliere was added potassium ethyl xanthate (2.6 g, 16.44 rnmol) at RT. The reaction mixture was heated to 110 C for 12 h. The progress of the reaction was monitored by TLC. The reaction mixture was acidified with IN HC1 solution (50 mL) to pH~2 to get the solid. The solid was filtered, washed wife -hexane (2 x 20 mL) and dried under reduced pressure to obtain compoimd IN (1.0 g, 5.20 rnmol, 80%) as a brown solid. NMR (400 MHz, CDC3): delta 10.03 (brs, 1H); 7.55 (s, 2H), 7.48 (s, 1H)

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 53312-79-1.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; YATES, Christopher, M.; SHAVER, Sammy, R.; HOEKSTRA, William, J.; (455 pag.)WO2017/117393; (2017); A1;,
Nitrile – Wikipedia,
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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. 1897-41-2, name is 2,3,5,6-Tetrachloroterephthalonitrile, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2,3,5,6-Tetrachloroterephthalonitrile

0.60g (0.015 mol) of sodium hydroxide was added to a solution of 1.3g(0.0075 mol) of 5-bromopyridin-2-aminein 40 mL of DMF, followed by addition of 2g (0.0075 mol) of 2,3,5,6-tetrachloroterephthalonitrile under stirring, the mixturewas stirred for 5 hours after addition at room temperature. After the reaction was over by Thin-Layer Chromatographymonitoring, the reaction mixture was poured into water and extracted with ethyl acetate, the organic phase was washedwith water and saturated brine, dried over anhydrous magnesium sulfate, filtered and then concentrated under reducedpressure. The residue was purified through silica column (ethyl acetate/petroleum ether (boiling point range 60-90°C)= 1:3, as an eluent) to give 2.5 g of compound C-109 as yellow solid, m.p. 154-156°C.[0126] 1H-NMR (300MHz, internal standard TMS, solvent CDCl3) delta(ppm): 9.78(s, 1H, NH), 6.62(d, 1H, Py-3-1H), 7.73(dd, 1H, Py-4-1H), 8.27 (d, 1H, Py-6-1H)

According to the analysis of related databases, 1897-41-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sinochem Corporation; Shenyang Research Institute of Chemical Industry Co., Ltd.; LIU, Changling; HUANG, Guang; LAN, Jie; HAO, Shulin; LI, Zhinian; LI, Huichao; GUAN, Aiying; JIANG, Airu; XU, Ying; EP2757092; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts