Tag: M.W=200-300

Reference of 57381-49-4, 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 57381-49-4 as follows.

Into a 19-mL sealed tube was placed 2-bromo-4-chlorobenzonitrile (216 mg, 1.00 mmol), dioxane (1.5 mL), water (0.3 mL), Pd(dppf)Cl2 (36 mg, 0.05 mmol), Na2CO3 (318 mg, 2.97 mmol), and phenylboronic acid (148 mg, 1.21 mmol). The resulting solution was stirred for 16 h at 95oC. The reaction was then quenched by the addition of 25 mL of water. The resulting solution was extracted with ethyl acetate (3×15 mL) and the organic layers were combined. The organic layer was washed with brine (25 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under vacuum. The residue purified via a silica gel chromatography with ethyl acetate/petroleum ether (1:20). This resulted in 50 mg (23% yield) of 4-chloro-2-phenylbenzonitrile as a white solid.1H NMR (400 MHz, DMSO-d6, ppm): delta 8.00 (d, J = 8.4 Hz, 1H), 7.74 (d, J = 2.1 Hz, 1H), 7.68 (dd, J = 8.3, 2.2 Hz, 1H), 7.65 – 7.59 (m, 2H), 7.58- 7.48 (m, 3H), 4.04 (dd, J = 1.9, 1.0 Hz,1H).

According to the analysis of related databases, 57381-49-4, the application of this compound in the production field has become more and more popular.

Adding a certain compound to certain chemical reactions, such as: 1020252-22-5, name is 2-(((2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl)amino)benzonitrile, 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 1020252-22-5, Formula: C14H12N2O4

c) 4-OXO-L, 4-DIHYDROQUI2OLINE-8-CARBONITRILE 2-{[(2,2-Dimethyl-4,6-dioxo-1, 3-dioxan-5-ylidene) methyl] amino} benzonitrile (4 g) was added portionwise to REFLUXING DIPHENYLETHER (40 mL). The reaction was refluxed for a further 5 min and then cooled to room temperature. The reaction mixture was poured into isohexane (100 mL) with vigorous stirring. The resulting yellow supernatant and the isohexane layer were decanted from the brown oily residue which was allowed to solidify at room temperature to afford the titled compound (2.1 g). 1H NMR (400 MHz, d6-DMSO) 8 11.79 (1H, s), 8.39 (1H, d), 8. 22 (1H, d), 7.86 (1H, t), 7.46 (1H, t), 6.18 (1 H, d).

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-(((2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl)amino)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference of 58633-04-8, 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. 58633-04-8 name is 4-Amino-3,5-dibromobenzonitrile, 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.

To a suspension of 4-amino-3,5-dibromobenzonitrile (11 g, 40 mmol) in toluene (80 ml) was added thiophosgene (5.06 g, 44 mmol, 1.1 eq.). The reaction mixture was stirred under reflux for 16 h. After cooling to RT, the volatile material was removed in-vacuo, residue was suspended in dioxane (80 mL) and treated with ammonium (27 w/w %, 9.85 g) with stirring at room temperature After for 30 min., dioxane was removed in-vacuo. The solid obtained was washed with ether (50 mL), water (50 mL) and ether (50 mL), dried in vacuo to provide 9.6 g (70% yield) of the title compound (2). 1H-NMR-(400 MHz, CDCl3)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Amino-3,5-dibromobenzonitrile, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 154607-01-9, name is 4-Bromo-2-chlorobenzonitrile, 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 154607-01-9, name: 4-Bromo-2-chlorobenzonitrile

A mixture of .4-bromo-2-chlorobenzonitrile (1.082 g, 5 mmol), 5-(4,4,5,5-tetramethyl- 1.3,2«dtoxaborolan-2-yl)mcotinaldehyde (1.165 g, 5.00 mmol), Pd(PPh3J4 (0.144 g. 0.125 mmol), sodium carbonate (2.5 ml, 5.00 mmo.) in 1,4-dioxane (20 mL) was heated to reflux for 6 h. After cooling to room temperature, the solid was filtered and washed by ethyl acetate and water. After drying under vacurnn, yellow powder was collected (1 g). 1H NMR (400 MHz. CDCI3): S 7.63 (dd, J = 1.68, 8 Hz, 1H)1 7.79 (d, J * 1.68 Hz, 1H), 7.83 (d, J » 8 Hz, 1H)1 8.35 (dd, J = 2.24 Hz, 2.04 Hz. 1H)1 9.07 (d, J * 2.36 Hz, 1H), 9.15 (d, J = 1.88 Hz. 1H)1 10.22 (s, 1H).

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.

Reference of 179898-34-1, 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. 179898-34-1, name is 3-Bromo-5-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(i) 3-bromo~5-methoxybenzonitrileSodium methoxide (2.02 g) was added to a stirred solution of 3-fluoro-5-bromobenzonitile (5.0 g) in DMPU (20 ml) and stirred at RT for 2 h. The reaction was diluted with water and the resulting solid formed was filtered and washed with water, then dried in vacuo to give the subtitle compound (5.10 g). lH NMR DMSO-d6: delta 7.39-7.38 (IH, s), 7.30-7.26 (IH, m), 7.11 (IH, s), 3.83 (3H, s).

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

Related Products of 1835-65-0, 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.

A thermometer attached to a 100ml four-necked reactor, tetrafluorophthalonitrile (compound (5)) 6.0g (30mmol), potassium fluoride 21g (36mmol, 1.2 eq.) and acetonitrile into a 50ml, stirring under a 5 it cooled. Here, beta- naphthol (compound (a-1)) was added dropwise to 4.3g (30mmol, 1.0eq.). After the addition was completed, the mixture was reacted for 1 hour at less than 5, heated to room temperature and allowed to react for 2 hours. After the reaction, the reaction mixture was taken out by releasing the water, and filtering the precipitated solid. Resulting crude by well washing the product with isopropanol and dried to obtain the compound (4-1), 6.7g, as a white solid (yield 69percent).

Statistics shows that 3,4,5,6-Tetrafluorophthalonitrile is playing an increasingly important role. we look forward to future research findings about 1835-65-0.

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. 22433-89-2, name is 4-Bromoisophthalonitrile, A new synthetic method of this compound is introduced below., Product Details of 22433-89-2

Step b. To a stirred solution of tert-butyl 6-(acetamidomethyl)-4-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)isoindoline-2-carboxylate (1.000 g, 2.415 mmol) in 1,4-dioxane: water (9: 1, 4.4 ml) were added K2C03 (0.330 g, 2.40 mmol) and 4-bromoisophthalonitrile (CAS Number 22433-89-2; 0.250 g, 1.208 mmol) at rt. The reaction mixture was degassed for 20 min before addition of PdCl2(dppf) (0.080 g, 0.120 mmol). The resulting reaction mixture was heated at 85C for 4 h. The reaction mixture was cooled to rt, poured into water (100 ml) and extracted with EtOAc (3 x 100 ml). The combined organic phase dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography (70% EtOAc in hexane) yielding tert-butyl 6-(acetamidomethyl)-4-(2,4-dicyanophenyl)isoindoline-2-carboxylate (0.120 g, 0.288 mmol). LCMS: Method A, 1.853 min, MS: ES+ 361.58 [M-56].

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 36282-26-5, 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. 36282-26-5, name is 2-Bromo-4-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Pyrrole intermediates 3a-j, or 7a-p or 7s (0.7 mmol) and 2-bromo-4-fluorobenzonitrile (0.7 mmol) were dissolved in 0.5 mL of dry dimethyl formamide (DMF) in a round bottom flask. Sodium hydride (60% dispersion in oil) (0.7 mmol) was then added into the stirring reaction mixture under argon. After 4 h 10 mL of water was added to the reaction mixture and extracted using ethyl acetate (2 x 15 mL). The organic layers was washed with brine and dried over sodium sulfate followed by concentration. column chromatography (SiO2) was performed utilizing 20% ethyl acetate in hexanes to obtain products as amorphous solids

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

Some common heterocyclic compound, 51632-29-2, name is 2-(3-Phenoxyphenyl)acetonitrile, molecular formula is C14H11NO, 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: C14H11NO

N-Methyl-2-(3-phenoxyphenyl)ethan-1-amine (I-52). Nitrile reduction: A round bottom flask was charged with nitrile I-51 (211 mg, 1 mmol, 1 eq), EtOH (5 mL) and 37% w/w aqueous HCl (0.16 mL, 2 mmol, 2 eq). N2 is bubbled through the solution for 5 minutes and Pd/C 10 wt.% (52 mg, 50 mumol, 5 mol%) is added. The mixture is sparged with N2 and then with H2 and is kept under H2 atmosphere (balloon). After 50 hours the reaction is complete as judged by TLC. The mixture is filtered over a Whatman filter and the filtrate is concentrated under reduced pressure to afford the product, which was used without further purification (246 mg, 0.98 mmol, 98%). TLC: Rf = 0.05 (6% MeOH/DCM). Carbamoylation: The carbamate was prepared according to general procedure C using amine (246 mg, 0.98 mmol, 1 eq), methylchloroformate (115 muL, 1.48 mmol, 1.5 eq) and DiPEA (517 muL, 3.0 mmol, 3 eq). Column chromatography (5% -> 40% EtOAc/pentane) afforded the product (176 mg, 0.65 mmol, 66%). TLC: Rf = 0.3 (10% EtOAc/pentane). Carbamate reduction: The title compound was prepared according to the general procedure D using carbamate (170 mg, 0.62 mmol, 1 eq), LiAlH4 (2 M THF solution, 0.52 mL, 1.04 mmol, 1.6 eq) and was used without further purification (125 mg, 0.55 mmol, 88%). TLC: Rf = 0.1 (6% MeOH/DCM).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 51632-29-2, its application will become more common.

Application of 89642-49-9, These common heterocyclic compound, 89642-49-9, name is 4-Bromo-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.

General Procedure for Silyl Acetylenes (61 b,e,f). Cul (2 mol %) was added to a stirred mixture of an aryl halide 60, (trimethylsilyl)acetylene (min. 1.3 equiv), and PdCl2(PPh3)2 (2 mol %) in triethylamine. See . The mixture was heated at 60 C until the reaction was complete (ca. 3 h). Salts were filtered off and washed with EtOAc. Combined filtrates were evaporated under reduced pressure, and the residue was purified by column chromatography eluding with hexane/EtOAc. The recovered material was recrystallized as necessary. 3-nitro-4-[2-(trimethylsilyl)ethynyl]benzonitrile (61 b) was prepared from aryl bromide 60b as an off-white solid (1.61 g, 66%): mp 81-82 C (toluene/hexane); 1H NMR delta 8.69 (d, J = 1.6 Hz, 1H), 8.20 (dd, J = 8.0 and 1.6 Hz, 1H), 7.94 (d, J = 8.2 Hz, 1H), 0.27 (s, 9H); HPLC (Method B) tR 8.39 min (100 area % at 254 nm). Anal. (C12H12N2O2Si) C, H, N. A second general method is depicted in Scheme 2 immediately hereinabove and comprises the cycloaddition of cyanophenylacetylenes 51 and benzaldehyde chlorooximes 52 in the presence of bis(tributyltin) oxide, see Moriya, O., et al., J. Chem. Soc., Perkin Trans., 1, 413-417 (1994); Moriya, O., et al., J. Chem. Soc., Chem. Commun., 17-18 (1991), or triethylamine, see Thomsen, l., et al., Acta Chem. Scand. (B), 319-313 (1988), in nonpolar solvents to give isoxazole dinitriles 53a-h,k-s and bromonitrile 53i. The latter was treated with copper(I) cyanide to give dinitrile 53j. See Friedman. L., et al., J. Org. Chem., 26, 2522-2524 (1961). This method also afforded alternate routes to dinitriles 50a,b,g, k prepared by the first method as provided in Scheme 1. The phenylacetylene synthons 51a-g were prepared as shown in Scheme 3 below. Starting materials 60a,e,g were commercially available. Nitration of 60a gave 60b. See Borsche, W., L., et al., Chem. Ber., 49, 2222-2243 (1916). The latter was reduced to aniline 56, see Blanksma, J. J., et al., Recl. Trav. Chim. Pays-Bas, 66, 365-373 (1947), which underwent diazotization followed by treatment with copper(l) chloride to give chlorobenzene 60c. Triflate 60d was prepared by treatment of 4-bromo-3-hydroxybenzonitrile with triflic anhydride. The preparation of aryl iodide 60f began with the known transformation of aldehyde 57 to iodo derivative 58. See Lulinski, P., et al., Bull. Chem. Soc. Jpn., 73(4), 951-956 (2000). Treatment of 58 with hydroxylamine hydrochloride gave aldoxime 59, which was dehydrated to give nitrile 60f using acetic anhydride. The aryl halides or triflates 60a-g were treated with (trimethylsilyl)acetylene, see Roesch. K. R., et al., J. Org. Chem., 66, 412-420 (2001), or with 2-methyl-3-butyn-2-ol, see Bleicher, L. S., et al., J. Org. Chem., 63, 1109-1118 (1998), to give intermediates 61a-f or 62a-f, respectively, of which 61a,d and 62a have been reported previously. See Dirk. S. M., et al., Tetrahedron, 59(3), 287-293 (2003); Bleicher, L. S., et al., J. Org. Chem., 63, 1109-1118 (1998). The acetylenes 51 (of which 51a,e were known previously), see Blackburn, B. K., et al., J. Med. Chem., 40(5), 717-729 (1997); Dulog, L., et al., Liebigs Ann. Chem., 9, 1663-1671 (1995), were obtained by the treatment of intermediates 61 or 62 with cesium carbonate in acetonitrile or sodium hydride in toluene, respectively. See Bleicher, L. S., et al., J. Org. Chem., 63, 1109-1118 (1998). The use of cesium carbonate in acetonitrile was introduced for the deprotection of intermediates 61 after the treatment of compound 61b with potassium carbonate in methanol, see Blackburn, B. K., et al., J. Med. Chem., 40(5), 717-729 (1997), failed to give product 51b. The pathway using 2-methyl-3-butyn-2-ol provided more economical preparations of all phenylacetylenes 51 except nitro analog 51b. ; Reagents and conditions: (a) fuming HNO3, H2SO4; (b) Fe, AcOH, EtOH; (c) NaNO2, aq. HCl, then CuCl; (d) NalO4, l2, AcOH, AC2O, H2SO4; (e) NH2OH HCl, Py, EtOH (f) Ac2O; (g) TMSA, Pd2Cl2(PPh3)2, Cul, Et3N; (h) TMSA, PPh3, Pd(PPh3)4, Cul, piperidine; (j) 2-methyl-3-butyn-2-ol, Pd2Cl2(PPh3)2, Cul, Et3N; (k) 2-methyl-3-butyn-2-ol, 10% Pd/C, PPh3, Cul, aq. K2CO3/DME; (I) Cs2CO3, aq. CH3CN or MeOH; (m) NaH, toluene.

Statistics shows that 4-Bromo-3-nitrobenzonitrile is playing an increasingly important role. we look forward to future research findings about 89642-49-9.