Month: April 2021

Reference of 57381-49-4,Some common heterocyclic compound, 57381-49-4, name is 2-Bromo-4-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.

To a stirred solution of 2-bromo-4-chlorobenzonitrile (20.0 g, 138.6 mmol) in anhydrous THF (200 mL) at 0 C was added borane (277 mL, 277.2 mmol, 1.0 M) in THF dropwise undera nitrogen atmosphere. The resulting mixture was stirred at 22 C for 1 h and refluxed for 3 h. The reaction was quenched with 2N HC1 (300 mL) at 0 C and then stirred at 70C for 1 h. After cooling to room temperature, the solution was extracted with DCM (400 mL) and the aqueous phase was adjusted to pH = 8 by using 2N NaOH. The mixture was extracted with DCM (300 mL x 3). The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo to givethe title compound (12 g, 59%) as yellow oil. ?HNMR (400 IVIFIz, CDC13) 7.55 -7.53 (m, 1H),7.34 – 7.29 (m, 1H), 7.28 – 7.23 (m, 1H), 3.86 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-4-chlorobenzonitrile, its application will become more common.

Reference of 23842-82-2,Some common heterocyclic compound, 23842-82-2, name is 2-Amino-5-methoxybenzonitrile, molecular formula is C8H8N2O, 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: To a solution of the appropriate amine (X1 NH2, 100 mumomicronIota) in anhydrous pyridine (600 muL) was added a 1.2M solution of the appropriate sulfonyl chloride in anhydrous pyridine (100 muL, 120 mumomicronIota) followed by DMAP (2 mg, 20 mumomicronIota). The reaction mixture was shaken at 30C for 2 hours followed by 60C for 16 hours before concentrating in vacuo and purifying by one of the four preparative HPLC methods described below. The organic gradient used for each compound is described in the following table. Preparative HPLC Method A: Phenomenex Gemini C18 250 x 21 .2 mm, 8 mum; mobile phase A: MeCN, mobile phase B: 0.225% formic acid in water. Gradient time 8 mins; flow rate 30 mL/min. Preparative HPLC Method B: Waters Sunfire C8 150 x 30 mm, 5 mum; mobile phase A: MeCN, mobile phase B: 0.225% formic acid in water. Gradient time 8 mins; flow rate 40 mL/min. Preparative HPLC Method C: YMC-Actus Triart C18 150 x 30 mm, 5 mum; mobile phase A: MeCN, mobile phase B: 0.225% formic acid in water. Gradient time 9 mins; flow rate 30 mL/min. Preparative HPLC Method D: Agela DuraShell C18 150 x 21.2 mm, 5 mum; mobile phase A: MeCN, mobile phase B: 0.225% formic acid in water. Gradient time 10 mins; flow rate 30 mL/min. The retention times quoted in the table below were obtained using one of the following three LCMS methods: LCMS Method A: XBRIDGE 50 x 2.1 mm, 5 mum; mobile phase A: 0.0375%TFA in water; mobile phase B: 0.01875% TFA in MeCN; gradient from 1 % B to 5% B at 0.60 mins, further to 100% B at 4.00 mins and finally returning to 1 % B at 4.30-4.70 mins; flow rate 0.8 mL/min. LCMS Method B: XBRIDGE 50 x 2.1 mm, 5 mum; mobile phase A: 0.0375%TFA in water; mobile phase B: 0.01875% TFA in MeCN; gradient from 10% B to 100% B at 4.00 mins and finally returning to 1 % B at 4.30-4.70 mins; flow rate 0.8 mL/min. LCMS Method C: XBRI DGE 50 x 2.1 mm, 5 mum; mobile phase A: 0.05%NH4OH in water; mobile phase B: 100% MeCN; gradient from 5% B to 100% B at 3.40 mins, hold at 100% B to 4.20 mins and finally returning to 5% B at 4.21 -4.70 mins; flow rate 0.8 mL/min. The compounds of Examples 130-175 were prepared according to the method described for Library Protocol 3 using either 2-cyanobenzensulfonyl chloride or 2-(trifluoromethyl)benzenesulfonyl chloride and the appropriate amine as described below. Where stated the title compounds were isolated as formate salts.

The synthetic route of 23842-82-2 has been constantly updated, and we look forward to future research findings.

Related Products of 4640-67-9, A common heterocyclic compound, 4640-67-9, name is 3-(4-Fluorophenyl)-3-oxopropanenitrile, molecular formula is C9H6FNO, 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.

General procedure: To a 10 mL of sealed vial was added benzoyl acetonitrile derivatives 1 (0.5 mmol), malononitrile (0.55 mmol), SeO2 (42.6mg, 0.38 mmol), benzoic acid (30.5 mg, 0.25 mmol), CH3CN (2 mL) and a magnetic stir bar. The reaction mixture was stirred at room temperature for 12 h. The reaction mixture was filtered, and the residue was extracted with dichloromethane (3 × 15 mL). The combined organic phases was washed with brine (45 mL), dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatograph on silica gel to afford the desired product.

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.

These common heterocyclic compound, 222978-02-1, name is 2-Fluoro-4-(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. Formula: C8H6FNO

Step D Preparation of 4-Bromomethyl-2-fluoro-benzonitrile N-Bromosuccinimide (6.6 g, 0.037 mol) was dissolved in CH2Cl2 (150 mL), cooled to 0 C. and treated with dimethylsulfide (3.27 mL, 0.0446 mol). The solution was cooled to -20 C. then treated dropwise with a solution of 2-fluoro-4-hydroxymethylbenzonitrile, as described in Step C above, (3.74 g, 0.0248 mol) in CH2Cl2 (30 mL). After the addition, the reaction mixture was stirred at 0 C. for 2 h then left to warm to ambient temperature overnight. The reaction mixture was added to ice/H2O, extracted with EtOAc, the organic layer separated, washed with brine and dried (MgSO4). Filtration and concentration to dryness gave the title compound which was purified after chromatography (silica gel, 5-10% EtOAc/hexane). 1H NMR (CDCl3) delta 7.61 (dd, 1H, J=8, 8 Hz), 7.26-7.30 (m, 2H), 4.45 (s, 2H).

The synthetic route of 2-Fluoro-4-(hydroxymethyl)benzonitrile has been constantly updated, and we look forward to future research findings.

Related Products of 21803-75-8, 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 21803-75-8 as follows.

The starting material was prepared as follows: sodium hydride (2.7 g, 67.5 mmol) was suspended in NMP (75 ml) and benzyl alcohol (7.3 g, 67.6 mmol) was added over 10 minutes.. When the addition was complete the solution was stirred at 50 C. for 30 minutes. 4-Amino-3-chlorobenzonitrile (10.3 g, 67.5 mmol), (Synthesis 1985, 669), was added and the mixture was heated at 120-130 C. for 4 hours.. After cooling to ambient temperature the mixture was partitioned between water and ether.. The ether extracts were washed with brine, dried (MgSO4), the insoluble materials were removed by filtration and the volatiles were removed by evaporation.. The crude product was purified by flash chromatography eluding with ether/isohexanes (1/1 increasing to 1/0).. The purified product was recrystallized from ethyl acetate/isohexanes to give 4-amino-3-benzyloxybenzonitrile (4.7 g, 31%). 1H NMR Spectrum,; (DMSOd6) 5.10 (s, 2H); 6.10 (s, 2H); 6.20 (d, 1H); 6.35 (s, 1H); 7.25 (d, 1H); 740 (m, 5H); MS-ESI: 225 [MH]+.

According to the analysis of related databases, 21803-75-8, the application of this compound in the production field has become more and more popular.

Electric Literature of 70591-86-5, These common heterocyclic compound, 70591-86-5, name is 3-Bromobenzoylacetonitrile, 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 3-(3-bromophenyl)-3-oxopropanenitrile (35 g, 156 mmol) and hydrazine hydrate (11.34 mL, 234 mmol) inethanol (600 mL) was refluxed for 16 h. Mixture was then cooled and concentratedin vacuuo. Crude product was diluted with dichloromethane and stirred for 5 mm.Solids were filtered and dried to afford 3-(3-bromophenyl)-1H-pyrazol-5-amine (30g, 126 mmol, 81 % yield) as off-white solid. 1H NMR (400 MHz, DMSO-d6) delta 12.02(br. s., 0.4H), 11.66 (br. s., 0.6H), 7.86 (t, J=1.6 Hz, 1H), 7.67 (d, J=7.5 Hz, 1H), 7.45(d, J=6.8 Hz, 1H), 7.37 – 7.18 (m, 1H), 5.78 (br. s., 1H), 5.08 (br. s., 1.2H), 4.68 (br.s., 0.8H). LCMS (M+H) = 240.1.

The synthetic route of 70591-86-5 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 52798-01-3, These common heterocyclic compound, 52798-01-3, name is Methyl (4-cyanophenyl)acetate, 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.

Concentrated hydrochloric acid (37%, 259 mg) was added dropwise to a mixture of methyl 2- (4-cyanophenyl) acetate (3.2 g, 18.3 mmol) and10% palladium on carbon catalyst (175 mg) in 50 ml of methanol.Hydrogen gas was bubbled in and stirred for 12 hours at room temperature.Excess catalyst was removed by filtration and the organic phase was distilled off under reduced pressure.The filtrate was concentrated under reduced pressure. The residue was dissolved in ethyl acetate (50 mL), washed with brine, dried and concentrated. The residue was purified by column chromatography (methylene chloride / methanol = 20/1) to give the title compound 2.29 g (70%).

Statistics shows that Methyl (4-cyanophenyl)acetate is playing an increasingly important role. we look forward to future research findings about 52798-01-3.

Electric Literature of 17417-09-3, 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. 17417-09-3, name is 2-Fluoro-5-nitrobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To 2-fluoro-5-nitrobenzonitrile (5.00 g, 30.1 mmol) in DMF (100 mL), triethylamine (9.30 mL, 66.7 mmol) was added and followed by ethanethiol (2.80 mL, 37.9 mmol). After stirring at rt for 1 h, the reaction mixture was poured into water (500 mL). The resulting precipitate was filtered and dried on high vacuum overnight to provide Intermediate 9A (6.08 g, 97%).

The synthetic route of 2-Fluoro-5-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.

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. 6136-68-1, name is 3-Acetylbenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H7NO

Part A. Preparation of ethyl 3-(3-cyanophenyl)-3-oxopropionate. To a suspension of sodium hydride (1.2 g of 60% suspension in mineral oil, hexane-washed, 30.3 mmol) in 40 mL of tetrahydrofuran was added diethyl carbonate (3.7 mL, 30.3 mmol) and 3-acetyl benzonitrile (2.2 g, 15.2 mmol). The resulting suspension was stirred at 65 C for 1 h and then was cooled to room temperature. There was added 40 mL of 10% aqueous HCl and the reaction mixture was diluted with ethyl acetate and the layers were separated. The organic layer was washed with brine, dried (MgSO4) and concentrated in vacuo to afford 3.2 g (96%) of the title compound, which was sufficiently pure to be used without purification. MS (NH3-CI) 218.3 (M+H)+.

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 6136-68-1.

Electric Literature of 63069-50-1, 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. 63069-50-1 name is 4-Amino-3-fluorobenzonitrile, 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.

58.2 [rac]-2-[2-(4-Chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-N-(4-cyano-2-fluoro-phenyl)-2-cyclohexyl-acetamide To a stirred solution of [rac]-[2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-cyclohexyl-acetic acid methyl ester (250 mg, 0.64 mmol) in dry THF was added LiHMDS (1.0 M solution in THF; 4.5 ml, 4.5 mmol) at -30 C. and stirring continued for another 30 min at that temperature. 4-Amino-3-fluoro-benzonitrile (90.64 mg, 0.768 mmol; CAS Reg. No. 115661-37-5) in THF (1 ml) was then added at that temperature and slowly brought to room temperature. Reaction mixture was then stirred at room temperature for 13 h. TLC shows formation of a new spot. LC-MS of the crude material shows formation of desired product. Reaction mixture was quenched with saturated NH4Cl and the aqueous layer was extracted with EtOAc (3*5 ml). Combined organic layers were washed with brine and concentrated under reduced pressure to give crude material (260 mg); which was then purified by column chromatography [SiO2 (230-400 mesh), EtOAc:hexane 30:70] to give the title compound (130 mg, 42%) as light yellow solid.

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