Category: nitriles-buliding-blocks

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 36282-26-5 as follows. Computed Properties of C7H3BrFN

2-(Benzofuran~2-yl)~4-fluorobenzonitriIe (AUPOl 158-1)A mixture of 2-bromo-4-fluorobenzonitrile (5,15 g, 25.65 mmol), benzofuran-2- ylboronic acid (5.0 g, 30,8 mmol), 1 ,2-dimethoxyethane (25 mL) and 2M Na2CO3 (40 niL) was heated to reflux before Pd2(dba)3 (100 mg) was added and heating was continued for 5 h. After cooling to r.t, EtOAc (20 mL) was added to dissolve the product. The mixture was filtered through celite, the organic layer was separated, dried (Na2SO4) and concentrated under reduced pressure, The residue was dissolved in minimum amount of CHCl3 and passed through Silica. Solvent was evaporated and the residue was first purified by crystallisation from a mixture CHCI3/PE (98/2). The filtrate was purified by Combiflash chromatography (40 g column, 13 g Silica, gradient of eluent from PE to PE/EtOac 9/1) to give the title compound as light yellow solid purified by rinsing with PE to give at the end a white solid (5.15 g), This solid had to be purified an ultimate time by drying under vacuum at 80 0C for O/N. Finally, pure expected compound was obtained as a off-white solid in 59% yield (3.6 g); mp 123-124 0C; 1H NMR (270 MHz, CDCl3) .57.13 (IH, td, J = 2.5 and 7.3 Hz, ArH), 730 (IH, X, J = 1.1 Hz5 ArH), 7,40 (IH, X, J = 1.1 Hz, ArH), 7.56 (IH5 d, J = 7.7 Hz, ArH), 7,69 (IH, d, J = 7.7 Hz, ArH), 7.76-7.86 (3H, m, ArH); Anal. Calcd. for Ci5H8FNO: C 75,94, H 3.40, N 5.90. Found: C 75,70, H 3.37, N 5.97 %.

According to the analysis of related databases, 36282-26-5, the application of this compound in the production field has become more and more popular.

Reference of 1953-99-7,Some common heterocyclic compound, 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, molecular formula is C8Cl4N2, 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.

With molar ratio: tetrachlorophthalonitrile, anhydrous potassium fluoride, N, N-dimethylformamide = 1.0: 4.0: 20.Tetrachlorophthalic phthalonitrile, anhydrous potassium fluoride, N, N-dimethylformamide into chemical reactor, with stirring by increasing the temperature tetrachloro phthalonitrile, anhydrous potassium fluoride was dissolved in N, N-dimethylformamide and the temperature was raised to 110 , maintaining this temperature for 7 hours the stirring was stopped after the reaction, cooling to room temperature, to obtain a liquid mixture; chemical reactor a liquid mixture in a distillation column, the distillate is tetrafluorophthalonitrile, forthwith fed into the dryer, drying at a temperature of 60 for 2.0 hours and then was fed into the drying mill, pulverized into a powder that is finished.

The synthetic route of 1953-99-7 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 60702-69-4, 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. 60702-69-4, name is 2-Chloro-4-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 11 2-Chloro-4-(3-endo-hydroxy-8-azabicyclo[3.2.1]oct-8-yl)-3-iodobenzonitrile (195JP18) Adapting a protocol by Uchiyama et al (J. Am. Chem. Soc., 2002, 124, 8514-8515), which reference is incorporated herein by reference in its entirety, 2-chloro-4-fluorobenzonitrile (311 mg, 2.0 mmol) in dry THF (1.0 mL) was added dropwise to lithium di-t-butyl(2,2,6,6-tetramethylpiperidino)zinncate (4.0 mmol in 10 mL THF, Uchiyama et al J. Am. Chem. Soc., 1999, 121, 3539-3540, which is incorporated herein by reference in its entirety) at 0 C. and stirred at 0 C. for 3.5 h. Iodine (5.08 g, 20.0 mmol) was then added and the reaction was stirred at r.t. overnight. Na2S2O3 (1.0 M, 50 mL) and saturated aqueous NH4Cl (100 mL) were added, followed by extraction with dichloromethane (3*100 mL), drying of the combined organic layers over Na2SO4, filtering, and removal of the solvents in vacuo. The residue was passed through a pad of silica gel eluding with EtOAc/n-heptane (1:40), affording 112 mg (0.40 mmol) of 2-chloro-4-fluoro-3-iodobenzonitrile. This material was combined with nortropine (114 mg, 0.90 mmol), K2CO3 (186 mg, 0.134 mol) and DMSO (2.0 mL), and stirred at 130 C. for 1.5 h. The crude mixture thus obtained was diluted with n-heptane (10 mL), passed through a pad of silica gel using EtOAc/n-heptane (1:2), concentrated and purified by preparative TLC (EtOAC/n-heptane, 1:1) to give 1.5 mg (1.7%) of 195JP18 as an off-white solid. Rf=0.21 (EtOAc/n-heptane 1:1). LC/MS m/z 389 [M+H]+. 1H-NMR (CDCl3) delta 7.42 (d, 1H, J=8.6), 6.70 (d, 1H, J=8.6), 4.16 (br s, 1H), 3.95 (br s, 2H), 2.50-2.22 (m, 4H) 1.93-1.78 (m, 4H).

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-Chloro-4-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

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. 105-34-0, name is Methyl 2-cyanoacetate, A new synthetic method of this compound is introduced below., name: Methyl 2-cyanoacetate

1-nitro-naphthalene (97 g, 0.56 mol), methyl cyanoacetate (166.5 g, 1.68 mol), potassium cyanide (40.1 g, 0.62mol), potassium hydroxide (62.9 g, 1.12 mol) and dissolved in dimethylformamide (970 mL) and the mixture was stirred overnight at 60C. After concentrated under reduced pressure to remove the solvent at room temperature into a 500 mL 10% aqueous sodium hydroxide solution was refluxed for about one hour. After extraction with ethyl acetate and separated by column chromatography and recrystallized from toluene-heptane to give the Sub 2-2-1 50.8 g (yield: 54%).

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.

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. 3672-47-7, name is 3-(4-Methoxyphenyl)-3-oxopropanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: nitriles-buliding-blocks

According to the method described in Embodiment 1,Add 1d (0.5mmol, 88mg) and 2f (1.25mmol) to a 15mL pressure tube.190mg),Dichloro (pentamethylcyclopentadienyl yl)rhodium (III) dimer (0.025mmol, 15mg), copper acetate monohydrate (1mmol, 200mg),Cesium acetate (0.25mmol, 48mg) and 1,2-dichloroethane (2 mL), under an air atmosphere and the reaction tube was sealed, and then placed in an oil bath at 80 reaction was stirred 14h. The reaction was quenched with 10mL of water was added, extracted with ethyl acetate (10mL ¡Á 3), then the organic phase was washed with water and saturated brine successively, dried over anhydrous sodium sulfate. Filtration, rotary evaporation, separating silica gel column (petroleum ether / ethyl acetate = 5/1) to give a yellow solid 3df (136mg, 70%).

The synthetic route of 3672-47-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Henan Normal University; Fan Xuesen; Guo Chenhao; Zhang Beibei; Zhang Xinying; Li Bin; (17 pag.)CN108997298; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 35704-19-9, name is N-(4-Cyanophenyl)acetamide, 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 35704-19-9, name: N-(4-Cyanophenyl)acetamide

STR105 To a solution of 4-acetamidobenzonitrile (9.40 g) in concentrated sulfuric acid (80 ml) was added potassium nitrate in small portions at a temperature not exceeding 10 C. The reaction mixture was stirred at 5-10 C. for 2 hours and poured into ice-water and the separated crystals were collected by suction. To the crystals was added 4N hydrochloric acid (100 ml) and the mixture was refluxed for 2 hours. After cooling to room temperature, the crystals were recovered by filtration, washed with water and dried under reduced pressure to give 7.22 g of 4-amino-3-nitrobenzonitrile. Mass spectrum (m/z): 163 (M+). NMR (DMSO-d6) delta: 7.00-7.14 (1H, m), 7.60-8.10 (3H, m), 8.40-8.60 (1H, m).

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, N-(4-Cyanophenyl)acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US5162318; (1992); A;,
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 179897-89-3 as follows. Formula: C7H3BrFN

Add 5-bromo-2-fluoro-benzonitrile (0.5 g, 2.5 mmol), benzophenone imine (0.543 g, 3 mmol), (+-)-2,2′-bis(diphenylphosphino)-1,1′-binaphthalene (BINAP, 60 mg, 0.1 mmol), tris(dibenzylideneacetone)dipalladium [Pd2(dba)3, 50 mg, 0.05 mmol], and Cs2CO3 (1.6 g, 4.9 mmol) in 1,4-dioxane (20 mL). Stir the reaction under N2 at 110 C. for 16 hrs. Cool to room temperature, filter the solid, and concentrate the filtrate to give the crude product. Purification by chromatography (silica gel, EtOAc_PE=1:3) affords the title compound (0.78 g, 99%). MS: (M+1): 301.

According to the analysis of related databases, 179897-89-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhang, Deyi; Zhang, Ruihao; Zhong, Boyu; Shih, Chuan; US2015/197511; (2015); A1;,
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. 57418-97-0, name is 4-Bromo-3-chlorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 4-Bromo-3-chlorobenzonitrile

Step a. A mixture of 4-bromo-3-chlorobenzonitrile (150 mg, 0.69 mmol), tert-butyl 4-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)isoindoline-2-carboxylate (Intermediate 2, 287 mg, 0.83 mmol) and K2C03 (238 mg, 1.73 mmol) in 1,4-dioxane (5.4 ml) and water (0.6 ml) was degassed by nitrogen bubbling for 5 min. Pd(PPh3)4 (79 mg, 0.069 mmol) was then added. The mixture was heated at reflux for 18 h and then cooled to rt. The mixture was filtered on a silica pad and washed with EtOAc (200 ml). The filtrate was evaporated under reduced pressure. The residue (500 mg) was dissolved in DCM and purified by flash chromatography on silica gel using hexane/EtOAc (90: 10) to give tert-butyl 4- (2-chloro-4-cyanophenyl)isoindoline-2-carboxylate (242 mg, 99%) as a bright yellow solid. LCMS: Method I, 3.66 min, MS: ES+ 355, 357; NMR (400 MHz, CDC13) delta ppm 7.80 (m, 1H), 7.63 (m, 1H), 7.33-7.41 (m, 3 H), 7.14 (m, 1H), 4.77 (m, 2 H), 4.56 (m, 2 H), 1.49 (m, 9 H).

The synthetic route of 57418-97-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MISSION THERAPEUTICS LIMITED; GIBSON, Karl Richard; JONES, Alison; KEMP, Mark Ian; MADIN, Andrew; STOCKLEY, Martin Lee; WHITLOCK, Gavin Alistair; WOODROW, Michael D; (241 pag.)WO2017/158388; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, 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 127946-77-4, Formula: C4H7ClN2

General procedure: Thecarboxylic acid intermediate (1 eq) was dissolved into DCM (1-3 mL/1 mmol) andcooled to 0C. HATU (2 eq) and DIPEA (4 eq) were then added and reaction wasstirred at 0C for 5-10 min. 2-aminoacetonitrile bisulfate (2-5 eq) was thenadded and reaction was allowed to warm and stir at room temperature overnight.Upon completion, the reaction was poured into a 1N HCl(aq) solutionand extracted with DCM. The combined organic layers were washed with 1N HCl(aq)solution, NaHCO3(aq) solution, and brine then dried over MgSO4,and concentrated. The crude material was purified by flash chromatography(0-100% EtOAc:Hexane gradient). 15-89%

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Amino-1-cyclopropanecarbonitrile hydrochloride, and friends who are interested can also refer to it.

Reference:
Article; Zwicker, Jeffery D.; Diaz, Nicolas A.; Guerra, Alfredo J.; Kirchhoff, Paul D.; Wen, Bo; Sun, Duxin; Carruthers, Vern B.; Larsen, Scott D.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 10; (2018); p. 1972 – 1980;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 327056-73-5, 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 327056-73-5 as follows.

Preparation 23: 3-Chloro-5-[2-methoxy-5-(trifluoromethoxy)phenoxylbenzonitrile To a solution of the compound of preparation 22 (270mg, 1.30mmol) in DMF (5mL) was added cesium carbonate (551 mg, 1.69mmol) at rt. The reaction mixture was stirred for 5 min and the compound from preparation 37 (1.69mmol, 263mg) was added. The mixture was then heated at 85 0C for 3h and cooled to rt. Brine was added followed by water and the aqueous phase was extracted with EtOAc. The organic extract was dried over magnesium sulfate and the solvent was concentrated in vacuo to afford the crude residue. Purification by column chromatography on silica gel using pentane:ethyl acetate (88:12) as eluent afforded the desired product, 360mg (81%). LRMS (APCI) 343 [MH”]; Preparations 2-7 To a solution of the appropriate phenol (1 eq.) in DMF (0.8 to 1.85mLmmor1) was added cesium carbonate (1-2 eq.) at rt and the solution was stirred for 10 min. The compound from preparation 37 (1.3 eq.) was then added and the reaction mixture was heated at 85 C for up to 48h (reactions monitored by tic). The solvent was removed in vacuo and the residue was partitioned between EtOAc (5OmL) and brine (5OmL). The phases were separated and the aqueous layer extracted with EtOAc (1 OmL). The organic extracts were combined, dried over magnesium sulfate and the solvent was removed in vacuo to give the crude residue. Purification by column chromatography on silica gel using pentane:ethyl acetate as eluent afforded the desired product. EPO A = 4-hydroxy-3-methoxybenzonitrile prepared as described in Synthesis 1989(6); 451-2. The product was isolated after trituration with methanol.B = potassium carbonate was used in place of cesium carbonate.

According to the analysis of related databases, 327056-73-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; WO2006/67587; (2006); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts