Tag: M.W=100-200

These common heterocyclic compound, 65610-13-1, name is 3-Fluorophthalonitrile, 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. COA of Formula: C8H3FN2

A mixture of 3-fiuoro-l,2-cyanobenzene (2.49g), glycine ethyl ester hydrochloride(2.49g) and potassium carbonate (5.18g) in acetonitrile (25mL) was heated to reflux for24 hours. After cooling, the reaction mixture was extracted into dichloromethane, washedwith water, dried (MgSCU) and the solvent removed hi vacuo to yield crude productwhich was purified using flash chromatography to yield (2,3-dicyano-phenylamino)-acetic acid ethyl ester (840mg).A mixture of (2,3-dicyano-phenylamino)-acetic acid ethyl ester (453mg), triethylamine(0.24mL), di-tert-butyl dicarbonate (447mg) and 4-ditnethylaminopyridine (20mg) wasstirred in dichloromethane (5mL) at room temperature overnight. The reaction mixturewas then extracted into dichloromethane, washed with water, dried (MgSO4) and thesolvent removed in vacuo to yield crude product which was purified using flashchromatography to yield the title compound (606mg).

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

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 42872-74-2 as follows. Safety of 3-Bromo-4-methylbenzonitrile

A solution of 3-bromo-4-methylbenzonitrile (1.0 g) in EtOH (20 mL) was saturated at 0 C. with gaseous HCl and the solution was stirred at rt for 2 h. The volatiles were removed under reduced pressure and the residue was dissolve in EtOH (9 mL). Formohydrazide (0.45 g) and triethylamine (2.8 mL) were added and the solution was stirred at 90 C. for 2 h. Water (50 mL) was added and the mixture was extracted with EtOAc. The combined organic layers were dried and the volatiles were removed under reduced pressure. The residue was purified by column chromatography (Interchim cartridge 30SiHP, 40 g, Cy/EtOAc) to yield the desired product (40% yield). LC-MS (Method 1): m/z [M+H]+=238.1 (MW calc.=238.08); Rt=3.3 min.

According to the analysis of related databases, 42872-74-2, the application of this compound in the production field has become more and more popular.

Synthetic Route of 7357-70-2,Some common heterocyclic compound, 7357-70-2, name is 2-Cyanothioacetamide, molecular formula is C3H4N2S, 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-cyanothioacetamide (3.52 g, 35 mmol) and ethyl 2,4- dioxovalerate (5.0 g, 32 mmol) in anhydrous EtOH (75 mL) at room temperature was added triethylamine (0.5 mL) and the reaction was stirred overnight. Filtration and washing of the precipitates with EtOH gave [3-CYANO-2-MERCAPTO-6-METHYL-ISONICOTINIC] acid ethyl ester as a yellow solid (4.54 g, 64.5%). A mixture of this ester (3.54 g, 16 mmol), bromoacetamide (2.15 g, 16 mmol) and sodium ethoxide (2.18 g, 32 mmol) in MeOH was heated at reflux overnight. It was then allowed to cool to room temperature. Filtration and washing of the precipitates with EtOH provided 3-amino-2-carbamoyl-6- methyl-thieno [2, [3-B]] pyridine-4-carboxylic acid ethyl ester as a solid (0.94 g, 21. [1%).]

The synthetic route of 7357-70-2 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 5922-60-1, name is 2-Amino-5-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 5922-60-1, Formula: C7H5ClN2

Preparation 237N-(4-Chloro-2-cyanophenyl)-N-(methylsulfonyl)methanesulfonamide10726] To a solution of 2-amino-5-chloro-benzonitrile (5.00 g, 32.77 mmol) in pyridine (100 mE) at 0°C. was added methanesulphonylchloride (10.21 mE, 131.07 mmol) andthe reaction stirred at room temperature for 18 hours. The reaction was concentrated in vacuo and partitioned between 2N HC1 and EtOAc. The organic layer was collected, washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was triturated with 1:1 acetonitrile:ether to afford the title compound (8.00 g, 79percent).10727] ?H NMR (400 MHz, DMSO-d5): oe ppm 3.61 (s, 6H), 7.90 (d, 1H), 7.98 (dd, 1H), 8.31 (d, 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.

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.

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

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

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. 6136-93-2, name is 2,2-Diethoxyacetonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 2,2-Diethoxyacetonitrile

EXAMPLE II Preparation of 2-Ethylidene-6-methyl-cis-3-heptenal A solution of 5.40 g of isobutylacetylene in 50 ml of diethyl ether is treated with 30 ml of 2.2 N n-butyl-lithium in hexane at -20 C., and after several minutes the resulting solution is treated with 8.50 g of diethoxyacetonitrile and then warmed slowly to room temperature. After about 1.5 hours the dark mixture is cooled and brought to a pH of about 2 with ten percent sulfuric acid. The layers are then separated and the organic layer is washed successively with water and saturated aqueous sodium bicarbonate solution and then dried over sodium sulfate. Evaporation of the solvent provides 4.6 g of a dark oil, shown by IR and NMR to contain 1,1-diethoxy-6-methyl-3-heptyn-2-one.

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.

Reference:
Patent; International Flavors & Fragrances Inc.; US4045497; (1977); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts