Category: nitriles-buliding-blocks

Synthetic Route of 251570-03-3, 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 251570-03-3 as follows.

2 -(4-Chloro-3-fluorophenyl)-2-methylpropanenitrileA solution of 4-chloro-3-fluorophenylacetonitrile (1.70 g, 10.0 mmol) in DMF (5 mL) was added dropwise to Sodium hydride (1.00 g, 41.7 mmol) and iodomethane (1.87 mL, 30.0 mmol) in DMF (10 mL) at O0C under a blanket of argon. The resulting slurry was stirred and allowed to warm to ambient temperature for 2 hours. The mixture was concentrated and diluted with ethyl acetate and water and the organic layer washed with further water and the organic layer washed with saturated brine, dried over MgSO4, filtered and evaporated. The crude product was purified by flash silica chromatography, elution gradient 0 to 5% EtOAc in isohexane. Pure fractions were evaporated to dryness to afford 2-(4-chloro-3-(trifluoromethoxy)phenyl)-2-methylpropanenitrile as a yellow oil which solidified on standing.MS (+ve ESI) : Rt = 2.51 min, no mass ion (M+H)+ 1U NMR (400.132 MHz, CDC13) delta 1.71 (6H, s), 7.20 – 7.28 (3H, m), 7.42 (IH, t)

According to the analysis of related databases, 251570-03-3, 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. 32446-66-5, name is 4,4′-Dicyanobenzophenone, A new synthetic method of this compound is introduced below., Computed Properties of C15H8N2O

123.4 g (388 mmol) 2,2′-Dibromo-biphenyl were dissolved in 450 ml dry THF and cooled to -78 C. 135 ml (323 mmol, 2.5 M in Hexane) n-BuLi was added slowly and the mixture was stirred for 45 min. 4,4′- Dicyanobenzophenone (CAS: 32446-66-5) was dissolved in 400 ml dry THF and cooled to -78 C. The mixture of n-Buli and 2,2′-Dibromo-biphenyl was then transferred to the 4,4′-Dicyanobenzophenonesolution. The reaction was warmed to room temperature over night and after that quenched with water. THF was evaporated in vacuo and the residue was extracted with ethyl acetate and water. The organic phase was dried, filtered and the solvent was removed in vacuo which resulted in 170 g of crude solid. The crude solid was refluxed over night with 2700 ml acetic acid and 200 ml (37%) hydrochloric acid. After cooling to RT the reaction mixture was poured in water and the resulting solid was filtered off, dissolved in (0168) dichloromethane, the solution was washed with water and NaHCO3, the organic phase was dried and the solvent removed in vacuo. The resulting solid was recrystallized in ethyl acetate and finally purified via flash chromatography. The resulting white solid 11 was obtained with a yield of 61 % (88 g , 197 mmol).

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.

Application of 143879-78-1, 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 143879-78-1 as follows.

Methyl 1 -methyl-4-[ [(1 S)-2,2,2-trifluoro- i-methyl-ethyl] sulfamoyl]pyrrole-2-carboxylate (0.7 g, 2.23 mmol) was dissolved in THF (10 mL) under nitrogen. To this was added 3-amino-2,6- difluorobenzonitrile (0.45 g, 2.9 mmol) and the mixture was cooled in an ice-water bath while stirred under nitrogen. To this was added drop wise lithium bis(trimethylsilyl)amide 1M intoluene (6.68 mL, 6.68 mmol) over a period of 10 minutes. The resulting mixture was stirred for1 hour while cooling was continued. The mixture was quenched with saturated ammonium chloride (25 mL) and the resulting mixture was extracted using EtOAc (3 x 25 mL). The combined extracts were washed with brine (20 mL), dried on Na2SO4, filtered and concentrated in vacuo. The obtained residue was dissolved in 2 mL dichloromethane and this was loaded on a dry silica plug. This was purified by column chromatography using gradient elution fromheptane to EtOAc. (100:0 to 0:100). The desired fractions were collected and concentrated in vacuo yielding a powder. This powder was recrystallized out of MeOH/water. The obtained crystals were collected on a filter, rinsed with water followed by diisopropylether and dried in a vacuo at 55C for 24 hours resulting in N-(3-Cyano-2,4-difluorophenyl)-1-methyl-4-{[(1S)- 2,2,2-trifluoro- 1 -methylethyl] sulfamoyl} -1 H-pyrrole-2-carboxamide (563 mg) as a powder.Method A: Rt: 1.75 mm mlz: 435.0 (M-H) Exact mass: 436.06. ?H NMR (400 MHz, DMSO-d6) oe ppm 1.09 (d, J=6.8 Hz, 3 H), 3.80 – 4.06 (m, 4 H), 7.36 (d, J2.0 Hz, 1 H), 7.40 – 7.51 (m, 1 H), 7.66 (d, J=1.5 Hz, 1 H), 7.85 – 8.02 (m, 1 H), 8.54 (br. s, 1 H), 10.14 (br. s, 1 H).

According to the analysis of related databases, 143879-78-1, the application of this compound in the production field has become more and more popular.

Some common heterocyclic compound, 191014-55-8, name is 4-Fluoro-2-methoxybenzonitrile, molecular formula is C8H6FNO, 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. Safety of 4-Fluoro-2-methoxybenzonitrile

To a solution of 1.34 g of [4-(3-benzyloxy-propyl)-2-(4-trifluoromethyl-phenyl)-thiazol-5- yl]-methanol in 20 ml_ of dimethylformamide at 00C was added 158 mg of a 60% suspension of sodium hydride in mineral oil. The resulting mixture was stirred for 10 minutes at 00C then 497 mg of 4-fluoro-2-methoxybenzonitrile were added. After stirring for 30 minutes at 00C, the temperature was allowed to warm up to room temperature and the reaction mixture was stirred until completion. The solvent was removed under reduced pressure and dichloromethane/water were added to the residue. The organic layer was separated and the aqueous layer extracted three times with dichloromethane. The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered, and concentrated under reduced pressure to give 1.82 g of crude product as a yellow oil. A 1/1 solution of heptane/ diisopropyl ether was added to the residue and the solidified product was filtered off to provide a first crop of 1.26 g of desired product. The mother liquor was concentrated and purified by column chromatography on silica gel (heptane 60/ ethyl acetate 40) to give an additional 110 mg. The two fractions were combined to obtain 1.37 g of 4-[4-(3-benzyloxy-propyl)-2- (4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-2-methoxy-benzonitrile. C29H25F3N2O3S (538.59), MS(ESI): 539 (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 191014-55-8, its application will become more common.

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. 72635-78-0, name is 3-Amino-4-bromobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 72635-78-0

To R27 (25.0 g, 111 mmol) in acetonitrile (750 mL) is added MeI (15 mL, 241 mmol) and K2CO3 (60.0 g, 434 mmol) and the reaction mixture is stirred at 60 C. for 2 h. The reaction mixture is filtered and concentrated. Water and ethyl acetate are added to the residue. The organic layer is extracted twice with water, dried over MgSO4 and concentrated. Yield 56%. For I-12.1.1, I-12.1.2, I-12.1.3, I-12.1.5, I-12.1.7 and I-12.1.8 sodium hydride and DMF is used instead of potassium carbonate and ACN. For I-12.1.3, I-12.1.7 and I-12.1.8 the reaction temperature is r.t.

The synthetic route of 72635-78-0 has been constantly updated, and we look forward to future research findings.

Application of 10365-94-3, These common heterocyclic compound, 10365-94-3, name is 1,3,5-Benzenetricarbonitrile, 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.

Example 20:; Production of D-141:; D-141 was produced according to the following scheme:Production of D-141A:; 100 ml of methanol was added to 11.5 g of 1,3,5- tricyanobenzene produced in an ordinary manner, and then 26.0 ml of 50 % hydroxylamine solution was added to it, and stirred at 6O0C for 3 hours. After cooled, water was added to the reaction liquid, and the deposited crystal was taken out through filtration and dried to obtain 8.0 g of a crystal of D-141A.

Statistics shows that 1,3,5-Benzenetricarbonitrile is playing an increasingly important role. we look forward to future research findings about 10365-94-3.

Synthetic Route of 2856-63-5, 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. 2856-63-5, name is 2-(2-Chlorophenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 30 Synthesis of 2-cyanomethylbiphenyl An oven dried resealable Schlenk tube was evacuated and backfilled with argon and charged with palladium acetate (2.2 mg, 0.01 mmol, 1.0 mol %), 2-(di-tert-butylphosphino)biphenyl (6.0 mg, 0.020 mmol, 2.0 mol %), phenylboron dihydroxide (183 mg. 1.5 mmol), and potassium fluoride (174 mg, 3.0 mmol). The tube was evacuated and backfilled with argon, and THF (1 mL) and 2-chlorobenzyl cyanide (152 mg, 1.0 mmol) were added through a rubber septum. The tube was sealed with a teflon screwcap, and the reaction mixture was stirred at room temperature until the starting aryl chloride had been completely consumed as judged by GC analysis. The reaction mixture was then diluted with ether (30 mL) and poured into a separatory funnel. The mixture was washed with 1.0 M NaOH (20 mL), and the aqueous layer was extracted with ether (20 mL). The combined organic layers were washed with brine (20 mL), dried over anhydrous magnesium sulfate, filtered, and concentrated. The crude material was purified by flash chromatography on silica gel to afford 178 mg (92%) of the title compound.

The chemical industry reduces the impact on the environment during synthesis 2-(2-Chlorophenyl)acetonitrile. I believe this compound will play a more active role in future production and life.

Application of 72635-78-0, A common heterocyclic compound, 72635-78-0, name is 3-Amino-4-bromobenzonitrile, molecular formula is C7H5BrN2, 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 a mixture of 3-amino-4-bromo-benzonitrile (1.98 g, 10 mmol), TEA (5.06 g, 50 mmol), and methylene chloride (50 ml), mesyl chloride (2.71 ml, 35 mmol) was added at 0 C. and the mixture was stirred at room temperature for 30 min. Water was added to the reaction solution, which was then extracted with dichloromethane. The organic layer was dried over sodium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were added with tetrahydrofuran (100 ml), water (400 mul) and sodium hydride (540 mg, 15.5 mmol), and stirred at room temperature for 16 hr. To the reaction solution, saturated aqueous solution of ammonium chloride (200 ml) was added followed by extraction with ethyl acetate. The organic layer was dried over sodium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (2.48 g, 90%).1H-NMR (400 MHz, DMSO-d6) delta: 9. 82 (1H, s), 7. 87 (1H, d, J=4 Hz), 7. 75 (1H, d, J=8 Hz), 7. 70 (1H, dd, J=8 Hz, 4 Hz), 3. 14 (3H, s)HPLC retention time: 1.63 min (analysis condition U)

The synthetic route of 72635-78-0 has been constantly updated, and we look forward to future research findings.

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. 4354-73-8, name is 2-Cyclohexylidenemalononitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 2-Cyclohexylidenemalononitrile

General procedure: Triethylamine, 1 mL, was added dropwise with stirring to a solution of 1.5 g (10 mmol) of cyclohexylidenemalononitrile and 10 mmol of substituted phenyl isothiocyanatein 2 mL of DMF. The mixture was stirred for 1 hat 50 C, cooled to room temperature, and diluted with 4 mL of methanol. The precipitate was filtered off, washed with water, and recrystallized from nitromethane. 3-Amino-2-phenyl-1-sulfanylidene-1,2,5,6,7,8-hexahydroisoquinoline-4-carbonitrile (1a) [12].Yield 2.252 g (78%), mp 270-271C. 1H NMR spectrum(DMSO-d6), delta, ppm: 1.75-1.81 m (4H, 6-H, 7-H),2.52-2.58 m (2H, 8-H), 2.67-2.73 m (2H, 5-H), 6.21 br.s (2H, NH2), 7.10-7.15 m (2H, Harom), 7.46-7.52 m (1H, Harom), 7.55-7.63 m (2H, Harom). 13C NMRspectrum (DMSO-d6), deltaC, ppm: 21.2, 22.4, 28.3, 28.5,78.6, 115.6, 126.5, 127.9, 128.8, 130.0, 138.7, 144.4,153.2, 181.9. Found, %: C 68.22; H 5.40; N 14.84;S 11.47. C16H15N3S. Calculated, %: C 68.30; H 5.37;N 14.93; S 11.40.

The synthetic route of 4354-73-8 has been constantly updated, and we look forward to future research findings.

Application of 57381-39-2, 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 57381-39-2 as follows.

EXAMPLE 6 4,2′-Difluoro-5′-(5-methyl-4-oxo-4,5-dihydroimidazo[4,5-c]pyridin-1-yl)biphenyl-2-carbonitrile 2-Bromo-5-fluorobenzonitrile was converted to 5-fluoro-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzonitrile as described in Example 2 to give a straw-coloured solid: deltaH (360 MHz, CDCl3) 1.38 (12H, s), 7.27 (1H, ddd, J 8, 8 and 2), 7.39 (1H, dd, J 9 and 2), 7.90 (1H, dd, J 8 and 6). 1-(3-Bromo-4-fluorophenyl)-5-methyl-1,5-dihydroimidazo[4,5-c]pyridin-4-one was coupled to 5-fluoro-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzonitrile, in the same way as in Example 1, to give 4,2′-difluoro-5′-(5-methyl-4-oxo-4,5-dihydroimidazo[4,5-c]pyridin-1-yl)biphenyl-2-carbonitrile as an off-white solid (360 mg, 55%): deltaH (400 MHz, d6-DMSO) 3.54 (3H, s), 6.67 (1H, d, J 7), 7.61 (1H, d, J 7), 7.69 (1H, t, J 9), 7.75-7.87 (4H, m), 8.09 (1H, dd, J 9 and 3), 8.38 (1H, s); m/z (ES+) 363 [MH+].

According to the analysis of related databases, 57381-39-2, the application of this compound in the production field has become more and more popular.