Author: Jessica.F

Related Products of 1187-42-4,Some common heterocyclic compound, 1187-42-4, name is Diaminomaleonitrile, molecular formula is C4H4N4, 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.

The compound J (0.70 g, 1.56 mmol), diaminomaleonitrile (0.20 g, 1.85 mmol), 40 mL of ethanol, 20 mL of THF, and 0.24 mL of a 12M hydrochloric acid were charged in a three-necked flask having a capacity of 300 mL, and the mixture was stirred while heating at 40 C. for 24 hours. Water was added to the resultant solution, the resultant mixture was subjected to extraction with chloroform, and then the resultant extract was dried by adding sodium sulfate thereto. Sodium sulfate hydrate was removed by conducting filtration, and the solvent was distilled off from the filtrate using an evaporator. The resultant solid was purified by silica gel column chromatography (developing solvent: toluene) to obtain a yellow solid (yield amount: 0.40 g, yield: 49%). Chemical shift values (delta) of the compound measured by 1H NMR (400 MHz, CDCl3) were as follows: delta 9.32 (d, J=8.4 Hz, 1H), 9.25 (dd, J=10.8, 2.8 Hz, 1H), 8.94 (d, J=2.0 Hz, 1H), 8.80 (d, J=8.8 Hz, 1H), 8.20-8.16 (m, 3H), 8.07 (dd, J=8.8, 2.4 Hz, 2H), 8.01 (td, J=8.8, 1.6 Hz, 1H), 7.89 (td, J=7.2, 1.2 Hz, 1H), 7.81 (dd, J=8.4, 2.0 Hz, 2H), 7.55-7.52 (m, 2H), 7.47 (dd, J=7.2, 1.2 Hz, 2H), 7.36-7.31 (m, 2H). It was confirmed by 1H NMR measurement that the obtained compound was a compound 4 (Cz-CNBQx).

The synthetic route of 1187-42-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KYUSHU UNIVERSITY, NATIONAL UNIVERSITY CORPORATION; Nippon Soda Co., Ltd.; YASUDA, Takuma; FURUE, Ryuhei; ISHIHARA, Hiroyuki; FUKUSHIMA, Yukio; (61 pag.)US2019/330162; (2019); A1;,
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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. 36282-26-5, name is 2-Bromo-4-fluorobenzonitrile, A new synthetic method of this compound is introduced below., name: 2-Bromo-4-fluorobenzonitrile

4I-(Benzyloxy)-5-fluorobiphenyl-2-carbonitriIe (CAB06048) A mixture of 2-bromo-4-fluorobenzinitrile (4.50 g, 22.5 nimol), 4- benzyloxyphenylboronic acid (5.19 g, 22.76 mmol), dimethoxyethane (25 mL) and 2M Na2CO3 (40 mL) was heated to reflux before Pd2(dba)3 (0,05 g, 0.055 mmol) was added and heating was continued for 5 hours. After cooling to room temperature CHCl3 (ca. 100 mL) was added to dissolve the product, which crystallised from the organic layer. The mixture was filtered through celite, the organic layer was separated, dried (Na2SO4) and concentrated under reduced pressure. The residue was recrystallized from CHCl3/hexane to give CAB06048 (532 g, 78%) as colorless needles. Mp. 94-96 0C; 1H NMR (400 MHz, DMSO-^6) delta 5.12 (s, 2H), 7.06-7.12 (m, 3H), 7.18 (dd, J= 9.4, 2.7 Hz, IH)5 733-7,53 (m, 7H)5 7.74 (dd, J = 8.6, 5,7 Hz, IH); LRMS (ES+): m/z 326.4 (100%, [M+Naf), 3043 (60%, [M+H]+); HRMS (ES+) calcd for C20Hi5FNO [M+H]+: 304.1132, found 304.1125.

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; STERIX LIMITED; WOO, Lok Wai Lawrence; BUBERT, Christian; WOOD, Paul Michael; PUTEY, Aurelien; PUROHIT, Atul; POTTER, Barry Victor Lloyd; WO2011/23989; (2011); A1;,
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60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, 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. Formula: C7H3ClFN

To an ice-cooled mixture of 23 (0.100 g, 0.485 mmol) and DMF (1.0 mL) was added NaH (60% in mineral oil, 0.023 g, 0.582 mmol), and the mixture was stirred at 0 C for 30 min. To the mixture was added 2-chloro-4-fluorobenzonitrile (0.151 g, 0.970 mmol), and the mixture was stirred at 0 C for 1 h. The mixture was mixed with saturated aqueous solution of NaHCO3 and extracted twice with EtOAc. The organic layers were combined, washed with brine, dried over anhydrous MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane-EtOAc) to afford 25 (0.088 g, 53%) as a white solid, mp 118-119 C. 1H NMR (300 MHz, CDCl3) delta: 2.13 (3H, s), 2.32 (3H, s), 6.82-6.91 (2H, m), 6.96-7.05 (2H, m), 7.55 (1 H, dd, J = 8.7 and 1.9 Hz), 7.72-7.81 (2H, m). Anal. Calcd for C18H13ClFN3O: C, 63.26; H, 3.83; N, 12.29. Found: C, 63.22; H, 3.78; N, 12.35.

The synthetic route of 60702-69-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yamamoto, Satoshi; Tomita, Naoki; Suzuki, Yuri; Suzaki, Tomohiko; Kaku, Tomohiro; Hara, Takahito; Yamaoka, Masuo; Kanzaki, Naoyuki; Hasuoka, Atsushi; Baba, Atsuo; Ito, Mitsuhiro; Bioorganic and Medicinal Chemistry; vol. 20; 7; (2012); p. 2338 – 2352;,
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Application of 935-02-4, A common heterocyclic compound, 935-02-4, name is 3-Phenylpropiolonitrile, molecular formula is C9H5N, 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.

Dissolve 0.5 mmol of acetylene nitrile (1) in 2 mL of acetic acid,After addition of 0.75 mmol (62.3 mg) of lithium bromide, the reaction mixture was obtained;The reaction mixture was heated to 110C and stirred for 12 hours to give the first product;After the first product was cooled, 10 mL of water was added thereto to obtain a second product.Ethyl acetate is added to the second product and extracted twiceEach time 10 mL was added, the first organic phase product was obtained after extraction with the ethyl acetate;After washing the first organic phase product with brine for 1 time,After drying the first organic phase product over anhydrous sodium sulfate for 2 hours, a second organic phase product is obtained.The second organic phase product is distilled under reduced pressure to remove ethyl acetate to obtain a third organic phase product;Silica gel chromatography column (silicon gel particle size 200-300 mesh, eluent is a mixed solvent of petroleum ether and ethyl acetate,The volume ratio of the petroleum ether and the ethyl acetate is 200:1) to separate the third organic phase product,The product (3) is obtained,The product (3) is 3-bromo-3-aryl acrylonitrile, and the chemical reaction formula of acetylene nitrile and lithium bromide is as follows:

The synthetic route of 935-02-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Huazhong Agricultural University; Shi Wei; Guan Zhipeng; Tang Jiahao; Chen Hao; (13 pag.)CN107814752; (2018); 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. 626-17-5, name is 1,3-Dicyanobenzene, A new synthetic method of this compound is introduced below., Product Details of 626-17-5

EXAMPLE 1 Hydrogenation of Isophthalonitrile Into a 100-ml autoclave, were charged 3.2 g of isophthalonitrile, 10.4 g of mesitylene, 10.0 g of liquid ammonia and 2.0 g of Pd-alumina pellets (manufactured by N.E. Chemcat Corporation; Pd content = 5% by weight), and the inner pressure was raised to 4.9 MPa by hydrogen gas. Then, the autoclave was shaken at 50C until the change of pressure was no longer appreciated. The analysis on the reaction product solution showed that the conversion of isophthalonitrile was 95.7 mol%, the yield of 3-cyanobenzylamine was 87.3 mol% and the yield of m-xylynenediamine was 7.7 mol%. The reaction solution separated from the catalyst was charged into a 100-ml autoclave together with 10.0 g of liquid ammonia and 2.0 g of Ni-diatomaceous earth pellets (manufactured by Nikki Chemical Co., Ltd.; Ni supported amount = 46% by weight). The inner pressure was raised to 4.9 MPa by hydrogen gas. Then, the autoclave was shaken at 50C until the change of pressure was no longer appreciated. The analysis on the reaction product solution showed that the conversion of isophthalonitrile was 100 mol%, the yield of 3-cyanobenzylamine was 0.2 mol% and the yield of m-xylynenediamine was 89.4 mol% EXAMPLE 4 Hydrogenation of Isophthalonitrile Into a 100-ml autoclave, were charged 3.2 g of isophthalonitrile, 10.4 g of mesitylene, 10.0 g of liquid ammonia and 2.0 g of Pd-alumina pellets (manufactured by N.E. Chemcat Corporation; Pd content = 5% by weight), and the inner pressure was raised to 4.9 MPa by hydrogen gas. Then, the autoclave was shaken at 50C until the change of pressure was no longer appreciated. The analysis on the reaction product solution showed that the conversion of isophthalonitrile was 95.7 mol%, the yield of 3-cyanobenzylamine was 87.3 mol% and the yield of m-xylynenediamine was 7.7 mol%. The reaction solution separated from the catalyst was charged into a 100-ml autoclave together with 10.0 g of liquid ammonia and 2.0 g of the catalyst A. The inner pressure was raised to 4.9 MPa by hydrogen gas. Then, the autoclave was shaken at 50C until the change of pressure was no longer appreciated. The analysis on the reaction product solution showed that the conversion of isophthalonitrile was 100 mol%, the yield of 3-cyanobenzylamine was 0.0 mol% and the yield of m-xylynenediamine was 91.1 mol%.

The synthetic route of 626-17-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MITSUBISHI GAS CHEMICAL COMPANY, INC.; EP1449825; (2004); A1;,
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654-70-6, name is 4-Cyano-3-trifluoromethylaniline, 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. SDS of cas: 654-70-6

General procedure: A solution of NaHCO3 (0.82 g) in distilled water (4 mL) wasstirred for 10 min and to it was added DCM (4 mL) followed by thedifferent aniline 7e12 (2.4 mmol). The reaction mixture was cooledto 0 C, thiophosgene (0.3 mL, 3.7 mmol) was added dropwise over10 min and the reaction was then stirred at r.t. overnight. Themixture was then diluted with DCM (20 mL), washed with brine(20 mL), the organic layer was dried over Na2SO4 and concentratedto dryness.

The synthetic route of 654-70-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pertusati, Fabrizio; Ferla, Salvatore; Bassetto, Marcella; Brancale, Andrea; Khandil; Westwell, Andrew D.; McGuigan, Christopher; European Journal of Medicinal Chemistry; vol. 180; (2019); p. 1 – 14;,
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Reference of 4640-66-8,Some common heterocyclic compound, 4640-66-8, name is 4-Chlorophenacylcyanide, molecular formula is C9H6ClNO, 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: Benzoyl acetonitrile (1, 0.5 mmol), cyclic 2-diazo-1,3-dicarbonyl compound (2, 1.25 mmol), [RhCp*Cl2]2 (0.025 mmol), CsOAc (0.25 mmol), Cu(OAc)2*H2O (1.0 mmol) and DCE (2 mL) were sequentially charged into a reaction tube. The tube was then sealed and the mixture was stirred at 80 C. Upon completion, it was cooled to room temperature, quenched with saturated brine (10 mL), and extracted with EtOAc (10 mL * 3). The combined organic phase was dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel chromatography using petroleum ether/ethyl acetate (5:1) as eluent to afford 3.

The synthetic route of 4640-66-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Beibei; Li, Bin; Guo, Chenhao; Zhang, Xinying; Fan, Xuesen; Tetrahedron Letters; vol. 59; 32; (2018); p. 3094 – 3099;,
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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. 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Aminoacetonitrile hydrochloride

Example 6 N-(BOC) amino Acetonitrile To a stirred suspension of aminoacetonitrile hydrochloride (0.1 mol) and triethyl amine (0.25 mol) in THF (150 ml) is added a solution of di-t-butyldicarbonate in THF (75 ml) at room temperature under argon. After stirring overnight, the reaction mixture is filtered and concentrated to give the title compound as an oil.

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 6011-14-9.

Reference:
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Related Products of 94087-40-8, These common heterocyclic compound, 94087-40-8, name is 3-Chloro-2-fluorobenzonitrile, 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.

3L bottle take four reflux means of 2-fluoro-3-chlorobenzonitrile 437g, water 500g, concentrated sulfuric acid, 1248g, acetic acid 21g, slowly warmed to reflux and reflux temperature of about 155 , heat the reaction 5h, the control sample, the raw material ?1%, the reaction was stopped, cooled to 50 , dropping water 750g, stirred for 1h and then cooled to 10 , filtration, the filter cake with the amount of water rinsed, drained, dried was 458.5g, content ?99%, yield 93.5%.

The synthetic route of 94087-40-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Yongtai Technology Co ., Ltd; Zhang, xing; Shu, zhujin; (10 pag.)CN104529729; (2016); B;,
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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. 72291-30-6, name is Methyl 2-cyano-2-methylpropanoate, A new synthetic method of this compound is introduced below., COA of Formula: C6H9NO2

At -10C, hydrogen chloride gas was bubbled into an ethanol (50 ml) solution of 8.00 g of the mixture of cyano-dimethylacetic acid ethyl ester and cyano-dimethylacetic acid methyl ester (I-69), while stirring for 6 hours. After concentration of the reaction solution, ether was added to the thus obtained residue and stirred for 30 minutes, and the precipitated crystals were collected by filtration and dried to obtain 8.2 g of the title compound as a colorless solid. This was directly used in the subsequent reaction.

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; DAIICHI PHARMACEUTICAL CO., LTD.; EP1717238; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts