Tag: M.W=100-200

Some common heterocyclic compound, 42872-73-1, name is 2-Bromo-4-methylbenzonitrile, molecular formula is C8H6BrN, 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. Product Details of 42872-73-1

To a solution of compound 1 (19.6 g, 100 mmol) in H2SO4 (80 mL) was added HNO3 (80 mL) at 0 C. The mixture was heated to 60 C. for 1 h, cooled to rt and poured into ice water and extracted with EtOAc. The combined extracts were dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel chromatography (petroleum ether/EtOAc=3/1) to give the desired product (17.3 g, 71.7 mmol, 71.7%) as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 42872-73-1, its application will become more common.

Reference:
Patent; CoMentis, Inc.; BILCER, Geoffrey M.; NG, Raymond; (104 pag.)US2016/9706; (2016); A1;,
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Electric Literature of 40497-11-8, These common heterocyclic compound, 40497-11-8, name is Ethyl 2,3-dicyanopropanoate, 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 a 250 mL round bottom three-necked flask, 0.01 mol of 3.5-dimethylaniline and a small amount of ethanol were added,3.0 mL (0.035 mol) of concentrated hydrochloric acid was added dropwise under ice-cooling with stirring.0.018 mol of sodium nitrite was dissolved in 10 mL of water,Slowly dropping into the flask,After the reaction was completed 0.5h yellow diazonium salt solution.0.01 mol of ethyl 2,3-dicyanopropionate was added to a three-necked flask,The prepared diazonium salt solution was dropped into the flask,After dropping the reaction 2 h.Adding ammonia,Adjust the pH to 9-10,Reaction at room temperature for 2h.After completion of the reaction, the reaction mixture was extracted with 40 mL of dichloromethane,The organic layer was washed with water (2 x 30 mL)Washed with saturated sodium chloride solution (1 x 40 mL)Dried over anhydrous magnesium sulfate,A portion of the solvent was evaporated under reduced pressure to give 0.86 g of product,The yield was 40.5%

Statistics shows that Ethyl 2,3-dicyanopropanoate is playing an increasingly important role. we look forward to future research findings about 40497-11-8.

Reference:
Patent; Nanjing University of Technology; Wan, Rong; Wu, Shaohua; Guo, Chunwei; Wang, Xinlin; Chen, Fuli; Han, Zhenyu; Fu, Xiaohuan; (13 pag.)CN105820167; (2016); A;,
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Some common heterocyclic compound, 612-24-8, name is 2-Nitrobenzonitrile, molecular formula is C7H4N2O2, 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. HPLC of Formula: C7H4N2O2

General procedure: 2-Furonitrile 1m (186 mg, 2 mmol), NaN3 (260 mg, 4 mmol), BiCl3 (126 mg, 0.4 mmol), and 8 mL of a 3:1 isopropanol/water mixture were added to a 30-mL Pyrex microwave vessel, which was then capped. The microwave vessel was then placed in a Milestone Start Synth microwave reactor. The reaction was magnetically stirred and heated for 1 h at 150C. The reaction was monitored by thin-layer chromatography (TLC) using an ether/hexane mixture (typically 50/50) for development. The reaction mixture was then diluted with saturated aqueous sodium bicarbonate (20 mL) and was hed with ethyl acetate (2×15 mL). The aqueous sodium bicarbonate layer was cooled with ice and acidified to a pH of 2 or less with concentrated hydrochloric acid, which was added dropwise. The precipitate formed was extracted with ethyl acetate (3×15 mL). The combined organic layers were dried with anhydrous sodium sulfate and decanted into a tared round-bottom flask. The organic layer was concentrated under reduced pressure by rotary evaporation at 40C and then under high vacuum. The tetrazole product was recrystallized from ethyl acetate and hexane.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 612-24-8, its application will become more common.

Reference:
Article; Coca, Adiel; Feinn, Liana; Dudley, Joshua; Synthetic Communications; vol. 45; 8; (2015); p. 1023 – 1030;,
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Some common heterocyclic compound, 939-80-0, name is 4-Chloro-3-nitrobenzonitrile, molecular formula is C7H3ClN2O2, 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. Application In Synthesis of 4-Chloro-3-nitrobenzonitrile

General procedure: The respective N-alkoxysalicylamide 10 (2 mmol) and 1,2-dihaloarene (1-halo-2-nitroarene) partner 2 (2 mmol) were combined in anhydrous DMF (7 mL) with freshly calcinated K2CO3 (829 mg, 6 mmol) and the mixture was kept, with stirring, at the temperature and for the time period indicated in Table 2. DMF was removed in vacuo and the residue was treated with water (10 mL), which caused a viscous oil to separate. It was extracted with CH2Cl2 (5 mL), the organic layer was separated, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. The residue was purified by column chromatography on silica gel using an appropriate gradient of CH2Cl2 in hexanes as eluent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 939-80-0, its application will become more common.

Reference:
Article; Sapegin, Alexander; Reutskaya, Elena; Smirnov, Alexey; Korsakov, Mikhail; Krasavin, Mikhail; Tetrahedron Letters; vol. 57; 52; (2016); p. 5877 – 5880;,
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Some common heterocyclic compound, 4640-67-9, name is 3-(4-Fluorophenyl)-3-oxopropanenitrile, molecular formula is C9H6FNO, 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. name: 3-(4-Fluorophenyl)-3-oxopropanenitrile

General procedure: Under argon atmosphere, the corresponding beta-ketonitrile 2(1 mmol), water (3 mL), the ruthenium(II) complex 1 (0.028 g,0.05 mmol; 5 mol%) and NaO2CH (1.360 g, 20 mmol) were introducedinto a Teflon-capped sealed tube, and the reaction mixturestirred at 100 C for 24e48 h. The solvent was then removed undervacuum and the resulting solid residue purified by flash columnchromatography over silica gel using, unless otherwise stated, amixture of MeOH/EtOAc (1:10) as eluent. Characterization data forthe isolated beta-hydroxyamides are as follows:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4640-67-9, its application will become more common.

Reference:
Article; Gonzalez-Fernandez, Rebeca; Crochet, Pascale; Cadierno, Victorio; Journal of Organometallic Chemistry; vol. 896; (2019); p. 90 – 101;,
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Application of 34916-10-4,Some common heterocyclic compound, 34916-10-4, name is 4-Oxo-cyclohexanecarbonitrile, molecular formula is C7H9NO, 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.

Step 3: LiHMDS (9.5 mL, 9.5 mmol) was added dropwise into a solution of compound 116-3 (1 g, 8 mmol) in THF (20 mL) at 0 C. After the addition, the reaction mixture was stirred for further 30min. Then PhN(SO2CF3) (3.6 g, 8.6 mmol) was added into the solution. The obtained mixture was stirred at 25C for 6h, finally quenched with H2O and extracted with EtOAc. The combined extraction liquid was washed with brines, dried over sodium sulfate and concentrated to dry to deliver sulfonate as yellow oil. The obtained sulfonate, Pd(dppf)Cl2 (80.4 mg, 0.11 mmol), bis(pinacolato)diboron (0.67 g, 2.6 mmol) and KOAc (0.65 g, 6.6 mmol) were added into dioxane (15 mL), under nitrogen gas atmosphere, the reaction mixture was heated to 100C and stirred for 18h. The reaction mixture was poured into H2O, extracted with EtOAc. The combined extraction liquid was washed with brines, dried over sodium sulfate and concentrated to dry, finally purified by column chromatography (PE:EtOAc = 5:1) to deliver compound 116-4 (0.5 g, yield 28%) as white solid.

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

Reference:
Patent; GUANGDONG ZHONGSHENG PHARMACEUTICAL CO., LTD; WU, Hao; LIN, Jun; LI, Yunhui; WEI, Changqing; CHEN, Shuhui; LONG, Chaofeng; CHEN, Xiaoxin; LIU, Zhuowei; CHEN, Lijuan; (212 pag.)EP3124482; (2017); A1;,
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Related Products of 658-99-1,Some common heterocyclic compound, 658-99-1, name is 2-(3,4-Difluorophenyl)acetonitrile, molecular formula is C8H5F2N, 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.

22.1.1 Synthesis of 3-cyano-3-(3,4-difluorophenyl)pentanedioic Acid Diethyl Ester Prepare by the method of Example 3.1.2 using 3,4-difluorophenylacetonitrile to give the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(3,4-Difluorophenyl)acetonitrile, its application will become more common.

Reference:
Patent; Maynard, George D.; Le, Tieu-Binh; US2001/34343; (2001); A1;,
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Some common heterocyclic compound, 868-54-2, name is 2-Aminoprop-1-ene-1,1,3-tricarbonitrile, molecular formula is C6H4N4, 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. HPLC of Formula: C6H4N4

General procedure: A solution of 0.264 g (2 mmol) of2-aminoprop-1-ene-1,1,3-tricarbonitrile and 0.088 g(2 mmol) of freshly distilled acetaldehyde in 5 mL of1,4-dioxane containing a catalytic amount of piperidiniumacetate was stirred for 2 h at 60C. A solution of0.320 g (2 mmol) of bromine in a mixture of 1 mL ofconcentrated aqueous HBr and 2 mL of 1,4-dioxanewas then added, and the mixture was stirred for 4 hat 70C. When the reaction was complete (TLC), themixture was cooled, neutralized to pH 7 witha 5% aqueous solution of sodium carbonate, anddiluted with 20 mL of water. A tarry material separatedand was ground in water until a solid precipitate wasobtained. It was filtered off, washed with a smallamount of isopropyl alcohol and distilled water, and recrystallized from ethyl acetate.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 868-54-2, its application will become more common.

Reference:
Article; Bardasov; Alekseeva, A. Yu.; Ershov; Russian Journal of Organic Chemistry; vol. 54; 7; (2018); p. 1106 – 1108; Zh. Org. Khim.; vol. 54; 7; (2018); p. 1098 – 1099,2;,
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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. 56043-01-7, name is 2-Amino-6-methylbenzonitrile, A new synthetic method of this compound is introduced below., Product Details of 56043-01-7

General procedure: 1mmol 2-aminobenzonitrile (118mg), 1.2mmol bromobenzene, 6.7mg Pd(OAc)2 (3mol%), 21.5mg CataCXium A (6mol%), 1.5mmol DBU (225mul), 0.5mmol Mo(CO)6 (132mg), and 4mL DMF were given in an argon flushed pressure tube, which was subsequently sealed. The mixture was heated to 130C under stirring for 16h. After cooling to room temperature, the crude mixture was diluted in ethyl acetate and washed with water. The aqueous phase was extracted twice with ethyl acetate. The organic layers were combined, dried over Na2SO4, and the solvent was removed under reduced pressure. Column chromatography (hexane/ethyl acetate 8:2) gave 176mg (79%) N-(2-cyanophenyl)benzamide (a1)

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:
Article; Wu, Xiao-Feng; Oschatz, Stefan; Sharif, Muhammad; Beller, Matthias; Langer, Peter; Tetrahedron; vol. 70; 1; (2014); p. 23 – 29;,
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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. 52798-01-3, name is Methyl (4-cyanophenyl)acetate, A new synthetic method of this compound is introduced below., Product Details of 52798-01-3

Step S2:Compound 2 (212 g) was added to the reactor under nitrogen, and THF (3 L) and PMHS (269 g) were added and cooled to 0 C;NaBEt3H (120.7 g) was added dropwise with stirring at 0 to 10 C, warmed to room temperature and stirred for 20 hours (the product of this stage was analyzed by IPC).Cool to 0 ~ 10 C, slowly add 500 ml of methanol at 0 C, add 2 L of saturated NaCl aqueous solution,Stir for 15 minutes, separate, and the aqueous phase was extracted with 1L ethyl acetate.The combined organic layers were dried over Na2SO4, concentrated, and then applied107 g of Compound 3 (IPC retention time: 1.61 min) was obtained as a yellow solid.

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; Huidingzhiyao (Beijing) Technology Co., Ltd.; Wang Zaiqi; Yang Lihu; (20 pag.)CN108864114; (2018); A;,
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