Month: February 2021

These common heterocyclic compound, 1835-65-0, name is 3,4,5,6-Tetrafluorophthalonitrile, 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: C8F4N2

Example 20 CoPcF8 (PhO) 8 (SO3 H) 6 Synthesis example (4) of starting material CoPcF8 (Pho) 8 20.0 g (100 mmol) of tetrafluorophthalonitrile, 18.8 g (100 mmol) of phenol, 10.8 g of KF and 100 ml of acetonitrile were fed into a 200 ml of a four-necked flask, and the reaction mixture was stirred at 5¡ã C. for 3 hours. Thereafter, the solid matter was filtrated and the filtrate was evaporated for dryness. There was thus obtained 27.4 g of 3,6-difluoro-4,5-bisphenoxyphthalonitrile.

The synthetic route of 3,4,5,6-Tetrafluorophthalonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nippon Shokubai Co., Ltd.; US5359056; (1994); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 107-91-5, 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. 107-91-5 name is 2-Cyanoacetamide, 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.

Pentadione (10 g, 0.1 mol), cyanoacetamide (8.4 g, 0.1 mol) and sodium hydroxide (4 g, 0.1 mol) were added to anhydrous ethanol and stirred overnight at room temperature. The reaction was monitored by TLC and the reaction was stopped. The precipitated solid material was filtered off with suction, washed with a little water, ethanol and diethyl ether and dried to give 4,6-dimethyl-3-cyanopyridone, 142 g, 95.8%.

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

Reference:
Patent; Sichuan University; Puluo Pharmaceutical Co., Ltd.; Yu Luoting; Wei Yuquan; (24 pag.)CN107573327; (2018); A;,
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Application of 67832-11-5, 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. 67832-11-5 name is 4-Bromo-2-methylbenzonitrile, 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.

[0617j To a solution of 4-bromo-2-methylbenzonitrile (3.0 g, 15 mmol) in anhydrous THF (20 mL) under nitrogen at 0 C was added 1.0 M solution of borane in THF (46 mL). The reaction mixture was stirred at 0 C for 1 h, and heated at 80 C overnight. The reaction mixture was cooled to 0 C and slowly quenched with MeOH, concentrated in vacuo. The crude product was treated with EtOAc (20 mL) and 4 M of HC1 in 1,4-dioxane (8.0 mL, 32 mmol) for 5 mm. The solid was filtered, rinsed with diethyl ether, dried to give the title compound as a white powder (3.24 g, yield: 100%). LCMS: RT 0.75 mm.; MH+ 200.0. ?H NMR (300 MHz, DMSOd6) 5: 8.28 (br. s., 2H), 7.42 – 7.54 (m, 2H), 7.34 (d, J = 7.93 Hz, 1H), 3.99 (d, J = 4.15 Hz, 2H), 2.35 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2-methylbenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; MA, Bin; CHAN, Timothy, Raymond; SUN, Lihong; ZHANG, Lei; KUMARAVEL, Gnanasambandam; LYSSIKATOS, Joseph, P.; KOCH, Kevin; MIAO, Hua; WO2015/89337; (2015); A1;,
Nitrile – Wikipedia,
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These common heterocyclic compound, 67832-11-5, name is 4-Bromo-2-methylbenzonitrile, 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. Product Details of 67832-11-5

To a solution of 4-bromo-2-methylbenzonitrile (2.0g, 10.2mmol) in THF (100ml) at -78C under a nitrogen atmosphere was added dropwise a 2.5M solution of n-butyl lithium (4.48ml, 11.2mmol). The mixture was stirred at -78C for lh and then poured onto solid carbon dioxide (5g) in THF (50ml). The mixture was allowed to warm to room temperature. Water was added (200ml) and the mixture was extracted with diethyl ether (3 times). The aqueous layer was acidified by addition of concentrated HC1 and extracted with chloroform (3 times). The combined chloroform extracts were washed with water, dried over MgS04, and concentrated in vacuo to give a white solid; yielding (73%).

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

Reference:
Patent; FERRING B.V.; WO2006/18443; (2006); A1;,
Nitrile – Wikipedia,
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Electric Literature of 3939-09-1, The chemical industry reduces the impact on the environment during synthesis 3939-09-1, name is 2,4-Difluorobenzonitrile, I believe this compound will play a more active role in future production and life.

2,4-Difluorobenzonitrile (50.0 g, 0.359 mol), trans-4-aminocyclohexanol (41.4 g, 0.359 mol, 1 eq.), and N,N-diisopropylethylamine (62.6 mL, 0.359 mol, 1 eq.) were dissolved in 300 mL of DMSO. The reaction vessel was outfitted with a reflux condenser to avoid loss of N,N-diisopropylethylamine. The reaction mixture was then placed in an oil bath that had been pre-heated to 150 C., and was stirred at this temperature for 20 minutes. The solution was then cooled, poured into 750 mL of saturated aqueous NH4Cl, and extracted with ethyl acetate (200 mL¡Á3). The combined organics were washed with brine (150 mL¡Á3), dried over Na2SO4, filtered, and concentrated in vacuo. The resultant residue was purified by column chromatography (1:1 ethyl acetate/hexane) to afford 20.9 g (25% yield) of the desired isomer as a white powder, and 36.1 g (43% yield) of the undesired isomer as a white powder.

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, 2,4-Difluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Huang, Kenneth He; Ommen, Andy J.; Barta, Thomas E.; Hughes, Philip F.; Veal, James; Ma, Wei; Smith, Emilie D.; Woodward, Angela R.; McCall, W. Stephen; US2008/269193; (2008); A1;,
Nitrile – Wikipedia,
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Related Products of 654-70-6, The chemical industry reduces the impact on the environment during synthesis 654-70-6, name is 4-Cyano-3-trifluoromethylaniline, I believe this compound will play a more active role in future production and life.

Example 11; A/-[4-({3-[[4-Cyano-3-(trifluoromethyl)phenyl](2,2,2- trifluoroethyl)amino]propyl}oxy)phenyl]acetamide; A. 4-(2,2,2-Trifluoro-ethylamino)-2-trifluoromethyl-benzonitrile; To a slurry of 4-amino-2-(trifluoromethyl)benzonitrile (30.09 g, 162 mmol) and NaBH3CN (21.35 g, 340 mmol) in CH2CI2 (160 ml_) at ice bath temperature neat TFA (160 mL, 2.08 mol) was added dropwise at a rate such that the internal temperature remained below 50C (CAUTION: exothermic reaction with hydrogen gas evolution). EPO Trifluoroacetaldehyde hydrate (52.2 g, 405 mmol) was then added over 5 min (CAUTION: slightly exothermic reaction, with gas evolution). After 41 h, the mixture was slowly poured into sat’d NaHCO3 (1 L) at 00C. The mixture was then completely neutralized by portionwise addition of solid NaHCO3. The mixture was stirred 30 min and precipitated solids were collected by filtration. Organic and aqueous phases of the filtrate were separated, and the aqueous layer extracted with CH2CI2 (3 x 150 ml_). Combined organic extracts were concentrated to dryness, combined with the solids collected previously, dissolved in EtOAc, washed (H2O, brine), dried over Na2SO4, filtered through a short pad of Celite and concentrated to dryness. Recrystallization from EtOAc/hexanes yielded 32.61 g of the title compound as slightly tan crystalline plates, mp 132.5-134C: 1H NMR (300 MHz, CD3OD) delta 7.59 (d, J = 8.8 Hz, 1 H), 7.05 (d, J = 2.2 Hz, 1 H), 6.92 (dd, J = 8.7, 2.4 Hz, 1 H), 3.92 (q, J = 9.2 Hz, 2H).

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, 4-Cyano-3-trifluoromethylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/44707; (2006); A1;,
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. 610-66-2, name is 2-(2-Nitrophenyl)acetonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

General procedure: To a solution of the correspongding catalyst 4k (5 mol%), K2CO3 (2 equiv) and 2-(2-nitrophenyl)acetonitrile (0.10 mmol) in CH2Cl2 (1.0 mL), and then was cooled to -20 C before the imines (0.12 mmol) was introduced. When the reaction was finished (determined by TLC analysis), the crude mixture was warmed to room temperature and purified by flash column chromatography (silica gel: petroleum ether/AcOEt = 5:1) to afford the products

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:
Article; Pan, Renming; Zhang, Jiaxing; Zheng, Changwu; Wang, Hongyu; Cao, Dongdong; Cao, Weiguo; Zhao, Gang; Tetrahedron; vol. 73; 17; (2017); p. 2349 – 2358;,
Nitrile – Wikipedia,
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These common heterocyclic compound, 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, 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. Recommanded Product: 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile

Experiment 4; The general procedure of Experiment 2 was applied. To the 4-[4-(dimethylamino)-1-(4′-fluorophenyl)-1-hydroxybutyl]-3-(hydroxymethyl)-benzonitrile free base solution in 1-propanol was added 0.05 V of water. No toluene or acetic acid was present in the system.An exemplary batch gave molar yield: 29.3%; enantiomeric purity: 99.3% S.

The synthetic route of 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. Lundbeck A/S; US2009/69582; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 868-54-2,Some common heterocyclic compound, 868-54-2, name is 2-Aminoprop-1-ene-1,1,3-tricarbonitrile, molecular formula is C6H4N4, 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: Heterocyclic ketene aminals (1 mmol), aryl aldehydes (1.2 mmol), malononitriledimer (1.5 mmol), acetic acid (1 mmol), piperidine (1 mmol) and ethanol (10 mL)were stirred at refluxing for 1 h. After completion of the reaction (confirmed by TLC),the reaction mixture was filtered to afford the crude product, which was furtherwashed with 95% ethanol to give pure product 4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Aminoprop-1-ene-1,1,3-tricarbonitrile, its application will become more common.

Reference:
Article; Sun, Feilong; Zhu, Fengjuan; Shao, Xusheng; Li, Zhong; Synlett; vol. 26; 16; (2015); p. 2306 – 2312;,
Nitrile – Wikipedia,
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Synthetic Route of 78881-21-7, These common heterocyclic compound, 78881-21-7, name is 4-Amino-3-methylbenzonitrile, 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 [6-CHLORO-4-ISOPROPYL-N- (TETRAHYDRO-PYRAN-4-YLMETHYL)-NICOTINAMIDE] (Description 8) (100mg), 4-amino-3-methyl benzonitrile (2eq), cesium carbonate (168mg), tris [(DIBENZYLIDENEACETONE)] palladium (0) (Pd2 (dba) [3)] (3.4mg), 4,5-bis (diphenylphosphino)- 9, 9-dimethylxanthene (Xantphos) (2.3mg) in 1,4-dioxane [(1ML)] was irradiated under microwave conditions at [150C] for 30 minutes. Further quantities of cesium carbonate (168mg), Pd2 (dba) 3 (3.4mg) and Xantphos (2.3mg) were added and the mixture was again subjected to microwave conditions at [150C] for 30 minutes. Ethyl acetate was added and the mixture was washed with water. The ethyl acetate layer was dried (sodium sulphate) and the solvent was removed under reduced pressure. The residue was purified using MDAP to give the title compound (20mg) NMR [(MEOD)] [8] 1.25 (6H, d), 1.29-1. 43 (2H, m), 1.70 (2H, d), 1.81-1. 93 [(1 H,] m), 2.3393H, s), 3.21-3. 50 (5H, m), 3.98 (2H, dd), 7.01 (1 H, s), 7.49 (1 H, dd), 7.55 (1 H, bs), 8.02 (1 H, d), 8.09 [(1H,] s) LC/MS, t = 2.89 min, Molecular ion observed [[MH+]] = 393 consistent with the molecular formula [C23H28N402]

The synthetic route of 78881-21-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/29026; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts