Month: April 2021

Electric Literature of 1009-35-4, 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. 1009-35-4, name is 4-Fluoro-3-nitrobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4-fluoro-3-nitrobenzonitrile (5.0 g, 30.1 mmol) and Fe powder (5.05 g, 90.3 mmol) in AcOH (100 mL) was heated at 80 C. for 1 hour under N2. Then the solvent was removed under vacuum and water (200 mL) was added to the residue. The solution was adjusted to pH 6 by addition of Na2CO3 and extracted with DCM (2×200 mL). The organic layers were combined, dried over Na2SO4, filtered and concentrated to yield 3-amino-4-fluorobenzonitrile (48), which was used without further purification. MS m/z 137.0 (M+1)+.; To a stirring suspension of imidazo[1,2-a]pyridine-3-carboxylic acid (1) (3.0 g, 18.5 mmol) in anhydrous dichloromethane (50 mL) at 0 C. was added dropwise oxalyl chloride (4.84 mL, 55.5 mmol). Then, three drops of anhydrous DMF was added and the reaction mixture was stirred at room temperature for 15 minutes. The solvent was concentrated and the crude solid was added to a stirring solution of 3-amino-4-fluorobenzonitrile (48) (2.5 g, 18.5 mmol) in anhydrous pyridine (50 mL) at room temperature. The reaction was stirred for 20 minutes and quenched with water (200 mL) with stirring for another 10 minutes. Then the precipitate was filtered and dried in air to yield N-(5-cyano-2-fluorophenyl)imidazo[1,2-a]pyridine-3-carboxamide (49). 1H NMR (400 MHz, d6-DMSO) delta 10.40 (s, 1H), 9.43 (td, J=1.2, 6.8 Hz, 1H), 8.63 (s, 1H), 8.21 (dd, J=2.0, 7.2 Hz, 1H), 7.78-7.84 (m, 2H), 7.54-7.63 (m, 2H), 7.22 (dt, J=1.2, 6.8, 1H). MS m/z 281.1 (M+1)+.; NH2OH (10 mL, 32.1 mmol) was added in one portion to a stirred suspension of N-(5-cyano-2-fluorophenyl)imidazo[1,2-a]pyridine-3-carboxamide (49) (3.6 g, 12.85 mmol) in EtOH (100 mL). The resulting suspension was heated at 70 C. for 3 hours and then the solvent was removed to yield N-(2-fluoro-5-(N?-hydroxycarbamimidoyl)phenyl)imidazo[1,2-a]pyridine-3-carboxamide (50). 1H NMR (400 MHz, d6-DMSO) delta 10.21 (s, 1H), 9.70 (s, 1H), 9.45 (td, J=1.2, 7.2 Hz, 1H), 8.61 (s, 1H), 7.95 (dd, J=2.4, 7.6 Hz, 1H), 7.79 (td, J=1.2, 8.8 Hz, 1H), 7.51-7.60 (m, 2H), 7.31-7.37 (m, 1H), 7.19 (dt, J=1.2, 6.8, 1H), 5.88 (s, 2H). MS m/z 314.1 (M+1)+.

The chemical industry reduces the impact on the environment during synthesis 4-Fluoro-3-nitrobenzonitrile. I believe this compound will play a more active role in future production and life.

Application of 6393-40-4, These common heterocyclic compound, 6393-40-4, name is 4-Amino-3-nitrobenzonitrile, 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.

In DMF (20 ml), 3-nitro-4-aminobenzonitrile (1.12 g) was dissolved, and the solution was added with 60% sodium hydride (411 mg), followed by stirring at room temperature for 30 minutes. The solution was added with 1-iodopropane (805 mul) and stirred at room temperature for 1 hour. After completion of the reaction, the solvent was distilled off under reduced pressure and the residue was then dissolved in ethyl acetate. The resultant was washed with water and then subjected to extraction with ethyl acetate. The organic layer was washed with a saturated saline solution and dried with anhydrous sodium sulfate. After filtration, the solvent was distilled off under reduced pressure, thereby obtaining a crude product (1.58 g) of the subject compound as a yellow solid. MS(FAB,Pos.):m/z=206[M+H]+

Statistics shows that 4-Amino-3-nitrobenzonitrile is playing an increasingly important role. we look forward to future research findings about 6393-40-4.

Some common heterocyclic compound, 57381-37-0, name is 2-Bromo-5-chlorobenzonitrile, molecular formula is C7H3BrClN, 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. Quality Control of 2-Bromo-5-chlorobenzonitrile

GammaAlpha1 l-(2-Bromo-5-chloro-phenyl)- 1-methyl-ethylamine To a stirred solution of 2-bromo-5-chloro-benzonitrile (10 g, 46 mmol) in THF (200 mL) at 0 C, was added MeMgBr (77 mL, 230 mmol) drop wise. The reaction mixture was allowed to warm up to room temperature and stirred for 2 hours. Ti(Oi-Pr)4 (13 g, 46 mmol) was added and the solution was stirred for another 16 hours before it was quenched with aq. HC1 solution and washed with EtOAc. The aqueous phase was adjusted to pH ~ 10 with aq. NaOH solution, and exacted with EtOAc (3x). The combined organic layers were concentrated to give a crude title product (3.8 g, 33%) as oil, which was used directly in the next step without further purification. MS: 249.30 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 57381-37-0, its application will become more common.

Application of 16532-79-9, 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. 16532-79-9 name is 4-Bromophenylacetonitrile, 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.

EXAMPLE 8 Synthesis of N2- ( (1S)-L- {4 – [L- (AMINOCARBONYL) CYCLOPROPYL] BIPHENYL-4-YL}-2, 2, 2-TRIFLUOROETHYL)-NL-(L- cyanocyclopropyl) -4-fluoro-L-leucinamide Step 1 : Preparation of 1-(4-bromophenyl)cyclopropanecarbonitrile; To a room temperature solution of 4-bromophenylacetonitrile (18.0 g) in 22 ML of sodium hydroxide (50% in water W/W) were added 1-BROMO-2-CHLOROETHANE and (12.0 mL) and benzyltrimethylammonium chloride (627 mg). The mixture was heated at 60 C overnight. The reaction mixture was cooled to room temperature and diethyl ether was added (300 mL. The ether layer was washed with water (100 ML), hydrogen chloride (100 ML, 10% HC1 in water) and brine. The organic layer was dried with magnesium sulfate and the solvent removed in vacuo. The residue was purified by trituration using diethyl ether and hexanes to yield the title compound. H NMR (CD3COCD3) 8 7.60 (2H, d), 7.35 (2H, d), 1.74-1. 80 (2H, m), 1.52-1. 57 (2H, m).

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

Electric Literature of 97165-77-0, A common heterocyclic compound, 97165-77-0, name is 3,5-Dibromobenzonitrile, molecular formula is C7H3Br2N, 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.

1,3,6,8-tetramethyl-9H-carbazole (1.07 g, 4.80 mmol), 3,5-dibromobenzonitrile (0.522 g, 2.00 mmol), sodium tert-butoxide (0.768 g, 8.00 mmol), tris (dibenzylideneacetone) dipalladium (O) (92.8 mg, 0.101 mmol) and tetrafluoroborate tri-tert-butylphosphine (0.220 g, 0.758 mmol) were added to a 100 mL three-neck flask having been substituted with nitrogen. The mixture was added with 35 mL of dehydrated toluene and stirred under heating at 95 C. for 12 hours. After the mixture was returned to room temperature, the mixture was added with chloroform and stirred. Then, the solution was rinsed with saturated saline. After the rinsing, the solution was added with anhydrous magnesium sulfate and dried. After the drying, the mixture was subjected to suction filtration for concentration, so that filtrate was obtained. The obtained filtrate was purified by silica gel column chromatography with hexane:chloroform (=2:1) as a developing solvent. The white solid matter obtained by concentrating the obtained fraction was stirred under heating by hexane and then filtered. The solid matter recovered by filtration was recrystallized with toluene, so that the white crystals of the target material were obtained in a yield amount of 470 mg and a yield of 45.0%. 1H-NMR (500 MHz, CDCl3, delta): 8.07 (d, J=2.0 Hz, 2H), 7.63 (s, 4H), 7.07 (t, J=2.0 Hz, 1H), 6.88 (s, 4H), 2.42 (s, 12H), 1.98 (s, 12H). ASAP mass spectrum analysis: Theoretical value: 545.7 Observed value: 545.7

The synthetic route of 97165-77-0 has been constantly updated, and we look forward to future research findings.

Reference of 71825-51-9, 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 71825-51-9 as follows.

2-methyl-2-(4-nitro-phenyl)-propionitrile was dissolved in ethyl acetate (20ml) and treated with stannous chloride dihydrate (3.52g, 15.86mmol). After stirring overnight at room temperature, the reaction mixture was basified with aqueous sodium carbonate. The organic layer was separated, washed with water, dried and concentrated to oil. The crude compound was purified by column chromatography over silica gel using ethyl acetate/pet ether (1:9) as eluent to give 2-(4-aminophenyl)-2-methyl propionitrile (0.45g, 89%) as oil.

According to the analysis of related databases, 71825-51-9, the application of this compound in the production field has become more and more popular.

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. 19472-74-3, name is 2-Bromophenylacetonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 19472-74-3

Step 1 : Nitrtle 19 (1.0 g, 5.10 mmol) was dissolved in DMF (20 mL) and was cooled to 0 C. NaH (60% in mineral oil, 449 mg, 11.22 mmol) was added and the reaction was warmed to 23 C and was stirred for 10 min. Dichloride {5, 1.3 g, 5.36 mmol) was added and the reaction was heated at 80 C overnight. The reaction was cooled to 23 C and was quenched with aqueous sat’d NH4CI (5 mL). The mixture was extracted with EtOAc (3x). The organic layers were washed with brine (1x), dried over MgS04, filtered and concentrated. The crude residue was recrystallized with EtOAc hexanes to obtain pure ferf-butyl 4-(2- bromophenyl)-4-cyanopiperidine-1-carboxylate as an off-white solid (20, 1.1 g, 59% yield). 1H NMR (400 MHz, CDCI3): delta 7.70-7.68 (m, 1 H), 7.39-7.37 (m, 2H), 7.25-7.21 (m, 2H), 4.31-4.27 (m, 2H), 3.29 (bt, 2H), 2.58-2.52 (m, 2H), 1.98 {td, 2H), 1.48 (s, 9H).

According to the analysis of related databases, 19472-74-3, the application of this compound in the production field has become more and more popular.

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. 633336-81-9, name is 4-(Aminomethyl)-3,5-difluorobenzonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 633336-81-9

[BOC- (S)] Aze-OH (1.14 g, 5.6 mmol) was dissolved in 45 [ML] of DMF. 4- Aminomethyl-2,6-difluorobenzonitrile (1.00 g, 5.95 mol, see Example [L] (xiv) above), [PYBOP] (3.10 g, 5.95 mmol) and DIPEA (3.95 mL, 22.7 mmol) were added and the solution was stirred at room temperature for 2 h. The solvent was evaporated and the residue was partitioned between H20 and EtOAc (75 [ML] each). The aqueous phase was extracted with 2 x 50 mL EtOAc and the combined organic phase was washed with brine and dried over [NA2S04.] Flash chromatography (Si02, EtOAc/heptane (3/1) ) yielded the sub-title compound (1.52 g, 77%) as an oil which crystallized in the refrigerator. ‘H-NMR (400 MHz; CD30D) : [8] 7.19 (m, 2H), 4.65-4. 5 (m, 3H), 3.86 (m, 1H), 3.73 (m, 1H), 2. [45-2.] 3 (m, 2H), 1.39 (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.

Adding a certain compound to certain chemical reactions, such as: 621-50-1, name is 2-(3-Nitrophenyl)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 621-50-1, HPLC of Formula: C8H6N2O2

Example 32 3-(2-Aminoethyl)aniline (40). This compound was prepared as described above using (3-nitrophenyl)acetonitrile (2.2 g, 13.6 mmol). Evaporation of the solvent gave the product in a yield of 81% (1.5 g, brown liquid, over two steps): 1H NMR (400 MHz, CD3OD) 7.02 (t, J=7.2 Hz, 1H), 6.59 (m, 2H), 6.56 (m, 1H), 2.84 (t, J=7.2 Hz, 2H), 2.64 (t, J=7.2 Hz, 2H). HRMS (EI) m/z (M+) calcd for C8H12N2 136.1000, found 136.0980.

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.

Electric Literature of 654-70-6, 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. 654-70-6 name is 4-Cyano-3-trifluoromethylaniline, 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.

1) Preparation of 4-(4,4-dimethyl-2,5-dioxoimidazolidin-1-yl)-2-trifluoromethyl-benzonitrile (1.1); Compound 1.1 can be prepared by method ?N-A?. To this end, 14.74 g (79.21 mmol) of 4-amino-2-trifluoromethylbenzonitrile were dissolved in 200 ml of dry acetonitrile. This solution was added dropwise with stirring to a 20% solution, heated to 70 C., of phosgene in toluene and then stirred for 1 h. The cooled reaction solution was concentrated under reduced pressure, the residue was taken up with toluene and concentrated again under reduced pressure. Finally, the residue was dissolved in 150 ml of dry acetonitrile and the solution was admixed with stirring with 15.5 g (79.21 mmol) of tert-butyl 2-amino-2-methylpropionate hydrochloride. 12.02 g (118.8 mmol) of triethylamine were slowly added dropwise to the reaction mixture which was then stirred at room temperature for 45 min. Thereafter, the mixture was admixed cautiously with 50 ml of concentrated hydrochloric acid and stirred at 70 C. for 1 h. The cooled reaction mixture was concentrated under reduced pressure and the residue was admixed with ethyl acetate and water. The organic phase was removed, washed with saturated sodium hydrogencarbonate solution and then with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified chromatographically using silica gel with 2:1 heptane/ethyl acetate. This afforded 21.2 g (90% yield) of 4-(4,4-dimethyl-2,5-dioxoimidazolidin-1-yl)-2-trifluoromethylbenzonitrile 1.1 with melting point 208-211 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Cyano-3-trifluoromethylaniline, and friends who are interested can also refer to it.