Category: nitriles-buliding-blocks

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. 63069-50-1, name is 4-Amino-3-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 63069-50-1

A mixture of 4-amino-3-fluorobenzonitrile (184 mmol) and NCS (276 mmol) in AcOH (300 mE) was stirred at 70 C. for approximately 16 h. The mixture was concentrated. H20 was added to the residue and the solid product was filtered oil and washed (sat. NaHCO3 and H20). To eliminate H20, THF was added and removed under reduced pressure to yield the desired product.

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 63069-50-1.

Reference:
Patent; GALAPAGOS NV; Menet, Christel Jeanne Marie; Mammoliti, Oscar; Blanc, Javier; Orsulic, Mislav; Roscic, Maja; (81 pag.)US9440929; (2016); B2;,
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Reference of 36282-26-5,Some common heterocyclic compound, 36282-26-5, name is 2-Bromo-4-fluorobenzonitrile, molecular formula is C7H3BrFN, 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.

Sodium hydride (168 mg, 7.02 mmol, 1.0 eq. ) was added to a solution of 6, 6-dimethyl-3-trifluoromethyl-1, 5, 6, 7- tetrahydro-indazol-4-one (1.63 g, 7.02 mmol, 1.0 eq. ) in 35 mL of anhydrous dimethyl sulfoxide. After 15 min 2-bromo-4- fluorobenzonitrile (2.25 g, 11.23 mmol, 1.6 eq. ) was added as a solid. The reaction mixture was heated at 45 0C. After 23 h the reaction mixture was cooled to ambient temperature and quenched with 10 mL of saturated aqueous ammonium chloride. The mixture was diluted with water and extracted with ethyl acetate (4x) . The combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified on a Biotage (SiO2, hexanes-ethyl acetate) to afford 2-bromo-4- (6, 6-dimethyl-4- oxo-3-trifluoromethyl-4, 5,6, 7-tetrahydro-indazol-l-yl) – benzonitrile (1.83 g, 63%) as an off-white powder, LC/MS: (M+H) = 412.0.

The synthetic route of 36282-26-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SERENEX, INC.; WO2006/91963; (2006); A1;,
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. 67515-59-7, name is 4-Fluoro-3-(trifluoromethyl)benzonitrile, A new synthetic method of this compound is introduced below., Formula: C8H3F4N

General Procedure A: A solution of an appropriate substituted benzaldehyde (1.65 g, 10.86 mmol) and aryl fluoride (10.26 mmol) in DMF (15 ml_) was treated with K2CO3 (2.83 g, 21.72 mmol), and the mixture was heated in an oil bath at 80 0C for 12 h. The reaction was cooled to RT and partitioned between EtOAc and H2O. The organic phase was washed with water (3x), dried over Na2SO4 and concentrated in vacuo. Silica gel chromtagraphy (EtOAc/hexanes) afforded the pure product.Example 1; 4-r4-(2,4-Dioxo-thiazolidin-5-ylidenemethyl)-2-methoxy-phenoxy1-3- trifluoromethvl-benzonitrileA. 4-(4-Formyl-2-methoxy-phenoxy)-3-trifluoromethyl-benzonitrile was prepared from vanillin and 4-fluoro-3-trifluoromethylbenzonitrile following General Procedure A. 1H NMR (400 Hz, CDCI3) ?10.00 (s, 1 H), 8.00 (m, 1 H), 7.68 (dd, 1 H), 7.58-7.53 (m, 2H), 7.29 (d, 1 H), 6.75 (d, 1 H), 3.83 (s, 3H); LC/MS (m/z) [M+1]+ 322.1 (calculated for CI6HH F3NO3, 322.06).

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; JANSSEN PHARMACEUTICA N.V.; WO2008/109727; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 134227-45-5, name is 3,4,5-Trifluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 3,4,5-Trifluorobenzonitrile

A solution of l,3-dimethyl-4-(2,4,6-trifluorophenyl)-lH-pyrazol-5-ol (i.e. the product of Step C) (104 mg, 0.43 mmol) in anhydrous N,N-dimethylformamide (2.5 mL) was cooled in an ice-water bath under a nitrogen atmosphere, and sodium hydride (60% suspension in mineral oil, 20 mg, 0.46 mmol) was added in one portion. After 15 minutes, 3,4,5- trifluorobenzonitrile (101 mg, 0.64 mmol) was added in one portion. The reaction mixture was allowed to reach ambient temperature, and then it was heated at 40 C for 2.5 h. Water (~10 mL) was added, and the mixture was extracted with ethyl acetate (2 x ~10 mL). The combined ethyl acetate extracts were sequentially washed with water (3 x 10 mL) and brine, dried (MgS04), and concentrated under reduced pressure. Chromatography on silica gel (5 g), eluting with a 2: 1 mixture of hexanes-ethyl acetate, afforded a product (51 mg) containing the title compound in a 92:8 mixture with its regioisomer..H NMR delta 7.1 (m, 2H), 6.5-6.6 (m, 2H), 3.85 (s, 3H), 2.05 (s, 3H). MS: 380 amu (AP+).

The synthetic route of 134227-45-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; LONG, Jeffrey, Keith; GREGORY, Vann; GUTTERIDGE, Steven; TAGGI, Andrew, Edmund; BEREZNAK, James, Francis; WO2012/31061; (2012); A2;,
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Application of 1527-89-5, 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. 1527-89-5 name is 3-Methoxybenzonitrile, 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.

General procedure: To an oven-dried 15 mL sealed tube were added 2-aminophenylmethanol 1 (0.425 mmol), benzonitrile 2(0.25 mmol), Ru cat. b (1.94 mg, 1 mol%), and KOtBu (14.02 mg, 0.5equiv) intamyl alcohol (1 mL) under an air atmosphere. The sealedtube was capped and heated at 130C for 2 h. The reaction mixturewas cooled down to room temperature and directly concentratedunder vacuum. The crude mixture was puried by preparative thin-layer-chromatography (petroleum ether/ethyl acetate 20/1) togive the desired product 3 or 4.

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

Reference:
Article; Wan, Xiao-Min; Liu, Zi-Lin; Liu, Wan-Qing; Cao, Xiao-Niu; Zhu, Xinju; Zhao, Xue-Mei; Song, Bing; Hao, Xin-Qi; Liu, Guoji; Tetrahedron; vol. 75; 18; (2019); p. 2697 – 2705;,
Nitrile – Wikipedia,
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Related Products of 628-20-6, 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. 628-20-6, name is 4-Chlorobutyronitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under nitrogen protection, 0.5 L of tetrahydrofuran, 103.5 g (1 mol) of 4-chlorobutyronitrile, 2.52 g (0.02 mol) of anhydrous manganese chloride, 387 g (3 mol) of dimethyldichlorosilane,0.31 g of dibromoethane was added to the reactor, stirred and heated to 65 C.0.514g of magnesium turnings were added for the first time. After the reaction was initiated, 25.17g of magnesium turnings were added again for 2 hours. After the reaction was completed, the reaction product was subjected to solid-liquid separation, and the liquid phase was subjected to rectification, and the fraction was collected at a suitable temperature to obtain a cyano group. Organosilicon compound monomer (ie 3-cyanopropyldimethylchlorosilane). The yield of the obtained cyano group-containing organosilicon compound monomer was 96.1%, and the purity was 99.6%.

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

Reference:
Patent; Shandong Dongyue Silicone Materials Co., Ltd.; Yi Gang; Hu Qingchao; Wang Chunxiao; Liu Hailong; Guo Jianqiang; Li Yunjie; Sun Jiang; Xiao Yueling; (6 pag.)CN109879902; (2019); A;,
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Electric Literature of 214623-57-1,Some common heterocyclic compound, 214623-57-1, name is 5-Amino-2-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.

a 2-Methoxyl-5-N-[[4-morpholino]carbonyl]amino benzonitrile To a stirred mixture of 2-methoxyl-5-aminobenzonitrile (2 g, 12.34 mmol), and pyridine (1.28 g, 16.2 mmol) in dried CH2Cl2 (20 mL) was added 4-morpholinecarbonyl chloride (2.42 g, 16.2 mmol). After stirring at RT for 24 h, the mixture was diluted with CH2Cl2 and washed with H2O, brine, dried over MgSO4, concentrated to give an orange solid (3.04 g, 86%) 1H NMR: (400MHz, DMSO-d6): d 3.23 (t, J=4.9 Hz, 4H), 3.47 (t, J=4.9 Hz, 4H), 3.9 (s, 3H), 6.89 (d, J=9 Hz, 1H), 7.3 (d, J=9 Hz, 1H), 8.01 (s, 1H).

The synthetic route of 214623-57-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SmithKline Beecham Corporation; US6294531; (2001); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 123-06-8, These common heterocyclic compound, 123-06-8, name is Ethoxymethylenemalononitrile, 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.

To a mixture of Et3N (1.39 mL, 10 mmol) and cyclohexylhydrazine hydrochloride (1.51 g, 10 mmol) in EtOH (35 mL) was added ethoxymethylenemalononitrile (1.22 g, 10 mmol) portion wise. The reaction mixture was heated at reflux for 5 h, then cooled to room temperature and concentrated in vacuo. The residue was taken up in EtOAc (50 mL) and washed with water (2 x 25 mL). The organic phase was dried over Mg504, filtered and concentrated in vacuo to return 5-amino-1-cyclohexyl-pyrazole-4-carbonitrile (1.95 g, 103%) as an orange solid which was used without further purification. 1H NMR (300 MHz, CDCI3) O 7.49 (5, 1H), 4.45 (5, 2H), 3.77 (tt, =J= 11.2, 4.2 Hz, 1H), 1.88 (ddt, =J= 17.4, 11.4, 5.4 Hz, 6H), 1.83-1.65 (m, 1H), 1.49-1.32 (m, 1H), 1.38-1.15 (m, 2H).

The synthetic route of 123-06-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; JORDAN, Allan; NEWTON, Rebecca; (145 pag.)WO2017/178845; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 103146-25-4, 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. 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Oxalate [(+-)-Diol Oxalate Salt] (+-)-Diol compound (VI) (12 g, 0.035 mol) and oxalic acid dihydrate (4.64 g, 0.0368, 1.05 mol) were added to methanol (36 ml) and heated the contents to 55-60 C. to obtain a clear solution. The obtained solution was cooled to 25-30 C. and stirred for 3 h to complete the crystallization. Product was filtered and thereafter, dried at 50-60 C. under reduced pressure to yield 11 g of diol oxalate salt (VIa) with HPLC purity 99.93%.

The chemical industry reduces the impact on the environment during synthesis 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Kaushik, Vipin Kumar; Mohammed, Umar Khan; Meenakshisunderam, Sivakumaran; US2009/99375; (2009); A1;,
Nitrile – Wikipedia,
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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. 53312-79-1, name is 3-Amino-4-chlorobenzonitrile, A new synthetic method of this compound is introduced below., name: 3-Amino-4-chlorobenzonitrile

Step A:2-Th ioxo-2 , 3-d ihyd robenzoth iazole-5-carbon itrile; A mixture of 3-amino-4-chlorobenzonitrile (200 mg, 1.32 mmol) and potassium o-ethyl- xanthate (422 mg, 2.64 mmol) in lambda/-methyl-2-pyrrolidone (1.5 ml.) was heated at 140 0C for 2 h. After cooling, the mixture was poured into ice-water. Then concentrated hydrochloric acid(0.2 ml.) was added. The solid was collected, washed with water and dried to give 2-thioxo-2,3-dihydrobenzothiazole-5-carbonitrile 250 mg (99 %).1H NMR (400 MHz, CDCI3): delta 7.53-7.50 (m, 2 H); 7.49 (s, 1 H).

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; NOVO NORDISK A/S; WO2007/110364; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts