Tag: M.W=200-300

1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile

Synthesis Example 3: Synthesis of 3,4,6-trichloro-5-(2,6-dibromo-phenoxy)-phthalonitrile 5 g of 3,4,5,6-tetrachlorophthalonitrile, 4.75 g of 2,6-dibromophenol, 3.9 g of K2CO3, and 25 ml of N,N-dimethyl formamide were put in a 100 ml flask and stirred while heated at 70° C. When the reaction was complete, EA (ethyl acetate) was used for an extraction. After the extraction, the resultant was concentrated to obtain a solid. The obtained solid was dissolved in a small amount of dichloromethane, several times washed with hexane, filtered, and vacuum-dried to obtain 3,4,6-trichloro-5-(2,6-dibromo-phenoxy)-phthalonitrile.

The synthetic route of 1953-99-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAMSUNG SDI CO., LTD.; JEONG, Euisoo; SEO, Hyewon; SHIN, Myoungyoup; SHIN, Sunwoong; JUNG, Juho; HAN, Gyuseok; (25 pag.)US2018/335547; (2018); A1;,
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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. 1897-41-2, name is 2,3,5,6-Tetrachloroterephthalonitrile, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8Cl4N2

0.60g (0.015 mol) of sodium hydroxide was added to a solution of 1.3g(0.0075 mol) of 5-bromopyridin-2-aminein 40 mL of DMF, followed by addition of 2g (0.0075 mol) of 2,3,5,6-tetrachloroterephthalonitrile under stirring, the mixturewas stirred for 5 hours after addition at room temperature. After the reaction was over by Thin-Layer Chromatographymonitoring, the reaction mixture was poured into water and extracted with ethyl acetate, the organic phase was washedwith water and saturated brine, dried over anhydrous magnesium sulfate, filtered and then concentrated under reducedpressure. The residue was purified through silica column (ethyl acetate/petroleum ether (boiling point range 60-90°C)= 1:3, as an eluent) to give 2.5 g of compound C-109 as yellow solid, m.p. 154-156°C.[0126] 1H-NMR (300MHz, internal standard TMS, solvent CDCl3) delta(ppm): 9.78(s, 1H, NH), 6.62(d, 1H, Py-3-1H), 7.73(dd, 1H, Py-4-1H), 8.27 (d, 1H, Py-6-1H)

According to the analysis of related databases, 1897-41-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sinochem Corporation; Shenyang Research Institute of Chemical Industry Co., Ltd.; LIU, Changling; HUANG, Guang; LAN, Jie; HAO, Shulin; LI, Zhinian; LI, Huichao; GUAN, Aiying; JIANG, Airu; XU, Ying; EP2757092; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 872091-83-3, name is Methyl 4-chloro-3-(cyanomethyl)benzoate, 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 872091-83-3, Recommanded Product: 872091-83-3

Add gaseous anhydrous hydrochloric acid for 3 h at 0 C. to a solution of 19.68 g of 4-chloro-3-cyanomethyl-methyl benzoate in 207 ml of methanol.Stir the reaction mixture for 16 h at room temperature, then concentrate at reduced pressure. Take up the residue in 600 ml of ethyl acetate and 500 ml of water. Wash the organic phase with 200 ml of an aqueous solution of sodium chloride, dry over sodium sulphate and concentrate at reduced pressure.The expected product is obtained in the form of crystals.m.p.=55 C.

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, Methyl 4-chloro-3-(cyanomethyl)benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANOFI-AVENTIS; US2010/69384; (2010); A1;,
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These common heterocyclic compound, 1255870-63-3, name is 4-Bromo-2-ethoxybenzonitrile, 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. Product Details of 1255870-63-3

A suspension of 4-bromo-2-ethoxybenzonitrile (1.50 g, 6.5 mmol), hydroxylamine hydrochloride (913 mg, 13 mmol) and NaHCOs (1.365 g, 16.3 mmol) in water (1.32 mL) and EtOH (26.6 mL) is stirred in a sealed tube at 90 C for 3h. Once at RT, the product precipitated from the RM upon addition of water. The solid is filtered off under high vacuum, washing with water and some Et20. A first crop of pure title compound (947mg) was thus obtained as white solid. The filtrate is extracted with AcOEt. The organic layer is then washed twice with brine, dried over MgSO4, filtered and concentrated. The residue is purified by FC (hept AcOEt 5:5) to yield another crop of the pure title compound as a white solid (448 mg), merged with the first batch from precipitation. The title compound is obtained as a white solid (1.395 g, 83%). LC-MS A: tR = 0.53min, [M+H]+ = 259.03.

The synthetic route of 4-Bromo-2-ethoxybenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; BOSS, Christoph; CORMINBOEUF, Olivier; FRETZ, Heinz; LYOTHIER, Isabelle; POZZI, Davide; RICHARD-BILDSTEIN, Sylvia; SIENDT, Herve; SIFFERLEN, Thierry; (160 pag.)WO2018/210992; (2018); A1;,
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Related Products of 1835-65-0, 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. 1835-65-0, name is 3,4,5,6-Tetrafluorophthalonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Thetetrafluoro Phthalo nitrile 6.0 g (30mmol), and the potassium fluoride 15 g(1.2eq.) and acetonitrile 20ml were put in the reactor in which the entrance of100ml placing the thermometer was 4 and it was stirred and it cooled to 0. Here, alpha – naphthol 4.3 g(1.0eq.) waslittle by little injected. In 5 orless the mixture after the input end, after it reacted at 1 hour thetemperature was increased to 20 and itreacted 2 hours at 20 through 25. Thereaction mixture was emitted to water after the completion of reaction and the segregatedsolid was filtered and it took out. The obtained crude product was well wipedoff with the methanol and the compound (4-3) 7.2g of the white solid wasobtained (the yield 74percent).

The chemical industry reduces the impact on the environment during synthesis 3,4,5,6-Tetrafluorophthalonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Yamada Kagaku Kogyo Corporation; Yosuke, Manabe; Satoshi, Hayashi; (33 pag.)KR2015/107729; (2015); A;,
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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. 52133-67-2, name is Ethyl 2-cyano-4,4-diethoxybutyrate, A new synthetic method of this compound is introduced below., Quality Control of Ethyl 2-cyano-4,4-diethoxybutyrate

2-Methyl-4-hydroxypyrrolo[2,3-d]pyrimidine (3).; Acetamidine hydrochloride (2, 0.05 mol, 4.7 g) was added to the 0.1 M sodium ethoxide solution (75 ml) and kept stirring under room temperature for 0.5 h. After removing the formed sodium chloride by filtration, the filtrate was added the ethyl alpha-cyano-gamma,gamma-diethoxybutyrate (1, 0.05 mol, 11.5 g) and the solution was heated under reflux for 5 h. After the removal of most solvent under vacuum, acetic acid was added to adjust the pH to 7.0 and 10.8 g precipitation as white powder. Ethanol (110 ml) with concentrated sulfuric acid (2 ml) was added to the collected powder and was refluxed for 2 h. By the end of the reaction an equal volume of water was added and kept at 4° C. overnight. The pyrrolopyrimidine 3 precipitated as white powder (2.1 g) was used for next step without further purification.

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; Gangjee, Aleem; US2010/10016; (2010); A1;,
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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. 70591-86-5, name is 3-Bromobenzoylacetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C9H6BrNO

To a solution of 3-(3-bromophenyl)-3-oxopropanenitrile (1.12 g; 5.00 mmol; Note 1) in EtOH (20 mL) was added a solution of hydroxylamine hydrochloride (1.74 g; 25 mmol) and NaOAc (2.46 g; 30 mmol) in water (20 mL). The mixture was heated under reflux for 1 h, cooled and concentrated in vacuo. The residue was slurried in 1N NaOH and extracted with Et2O (×1). The organic layer was washed (water, brine), dried over Na2SO4and concentrated in vacuo affording the title compound as a pale yellow solid which was used without further purification.

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

Reference:
Patent; SMITHKLINE BEECHAM CORP; COWAN, D. J; LARKIN, A. L.; ZHANG, CUNYU; MUSSO, D. L.; GREEN, G. M.; CADILLA, R.; SPEARING, P.K.; BISHOP, M. J.; SPEAKE, J. D.; (219 pag.)CN102516115; (2016); B;,
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Adding a certain compound to certain chemical reactions, such as: 52133-67-2, name is Ethyl 2-cyano-4,4-diethoxybutyrate, 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 52133-67-2, name: Ethyl 2-cyano-4,4-diethoxybutyrate

To a solution of nicotinimide amide (5.03 g, 41.6 mmol, 1.2 eq) in EtOH (100 mL)NaOMe (4.8 g, 88.8 mmol, 2.5 eq) was added.The mixture was stirred at room temperature for 4 hours.The reaction mixture was added to ethyl 2-cyano-4,4-diethoxybutanoate (8.00 g, 34.9 mmol, 1 eq). The mixture was stirred at 105 ° C. overnight.After cooling, the reaction mixture was acidified with cone. HCl and stirred at room temperature for 2 hours.A precipitate formed, which was collected and washed with H 2 O (20 mL × 2).Upon lyophilization, 3.10 g of the product was obtained as a grayish yellow solid (yield 41.8percent).

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:
Patent; OTSUKA PHARMACEUTICAL COMPANY LIMITED; SUZUKI, MASAKI; KONDO, KAZUMI; KURIMURA, MUNEAKI; VALLURU, KRISHNA REDDY; TAKAHASHI, AKIRA; KURODA, TAKESHI; TAKAHASHI, HARUKA; FUKUSHIMA, TAE; MIYAMURA, SHIN; GHOSH, INDRANATH; DOGRA, ABHISHEK; HARRIMAN, GERALDINE; ELDER, AMY; SHIMIZU, SATOSHI; HODGETTS, KEVIN J; NEWCOM, JASON S; (678 pag.)JP6121658; (2017); B2;,
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Reference of 75344-77-3, A common heterocyclic compound, 75344-77-3, name is 4-Bromo-3,5-dimethylbenzonitrile, molecular formula is C9H8BrN, 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.

Step A: 4-bromo-3.5-dimethylbenzamide To a solution of 4-bromo-3, 5- dimethylbenzonitrile (1.0 g, 4.8 mmol) in DMSO (10 ml) at 0 C was added 35% H202 (0.542 mL, 6.19 mmol) and K2C03 (1.32 g, 9.52 mmol). The resulting mixture was stirred at 20 C for2 hours and then poured into water (50 mL). The resulting solid was collected by filtration, then washed with water twice, dried in an oven to give the title compound. ?H NMR (400MHz, CD3OD) oe: 7.62 (s, 2H), 2.46 (s, 6H).

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; MERCK SHARP & DOHME CORP.; BIFTU, Tesfaye; BIJU, Purakkattle; COLLETTI, Steven, L.; DANG, Qun; DHONDI, Pawan, K.; GUDE, Candido; JOSIEN, Hubert; KAR, Nam Fung; NAIR, Anilkumar, G.; NARGUND, Ravi, P.; YANG, De-Yi; XIAO, Dong; ZHU, Cheng; WO2015/73342; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 362527-61-5, name is Ethyl 3-bromo-4-cyanobenzoate, 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 362527-61-5, Application In Synthesis of Ethyl 3-bromo-4-cyanobenzoate

STEP 1 : A mixture of ethyl 3-bromo-4-cyanobenzoate (500 mg, 1.97 mmol), XANTPHOS (228 mg, 0.39 mmol), cesium carbonate (1.282 g, 3.94 mmol), cyclopentylamine (233 mg, 2.75 mmol), and tris(dibenzylideneacetone)dipalladium (180 mg, 0.20 mmol) in dioxane (5 mL) was stirred at 1000C for 17 h. The reaction mixture was partitioned between ethyl acetate (100 mL) and water (50 mL), the organic layer washed with brine (50 mL), dried over sodium sulfate, filtered and concentrated. Column chromatography on silica (hexanes: ethyl acetate 9: 1) afforded ethyl 4-cyano-3-(cyclopentylamino)benzoate (366 mg, 72% yield) as a brown oil. 1H NMR (400 MHz, CDCl3): 7.43 (m, 2H), 7.35 (m, IH), 7.27 (m, IH), 4.62 (d, IH), 4.38 (q, 2H), 3.93 (m, IH), 2.10 (m, 2H), 1.78 (m, 2H), 1.67 (m, 2H), 1.53 (m, 2H),1.39 (t, 3H). MS (EI) for Ci5H18N2O2: 259 (MH+).

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

Reference:
Patent; EXELIXIS, INC.; WO2009/55077; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts