Category: nitriles-buliding-blocks

1953-99-7, 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. 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

3,4,5,6-Tetrachlorophthalonitrile (10 g), Potassium carbonate (10 g), Dodecane thiol (10 g) and Tetrahydrofuran (100 ml) were added to a 500 ml flask and reacted at room temperature for 2 hours.After completion of the reaction, the reaction mixture was filtered and vacuum distilled, and then hexane (100 mL) was added thereto for purification and filtration to obtain 4-dodecathio-3,5,6-trichlorophthalonitrile (11 g).

The synthetic route of 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung SD I Co., Ltd.; Park, In Kul; Kim, Hyung Mook; Park, Chae Won; Sin, Myung Yeop; Lee, Young Gi; Jung, Uii Soo; (31 pag.)KR2016/47824; (2016); A;,
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4640-66-8, name is 4-Chlorophenacylcyanide, 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. 4640-66-8

General procedure: 4-Chloro-3-formyl coumarin 2 (1 mmol, 208 mg), sodium azide 3 (1.25 mmol, 80 mg) and cyanoacetamide 4a (1.5 mmol, 126 mg) were taken in a round bottom flask. To this were added DMF (5 ml) and one drop of triethylamine. The reaction mixture was stirred with a magnetic stirrer at 50-60 C for 3 h. After completion of the reaction (monitored by TLC), the mixture was cooled to room temperature and then poured into water (10 mL) with stirring. A brown coloured solid product appears. The mixture was kept in a refrigerator for 3 h. The solid product was filtered and purified by column chromatography using petroleum ether and ethyl acetate (7:3) as eluent. The structure of the compound was ascertained as 5a from the spectroscopic data and elemental analysis. Yield = 0.203 g (72.24%).

Statistics shows that 4640-66-8 is playing an increasingly important role. we look forward to future research findings about 4-Chlorophenacylcyanide.

Reference:
Article; Borah, Pallabi; Seetham Naidu, P.; Bhuyan, Pulak J.; Tetrahedron Letters; vol. 53; 37; (2012); p. 5034 – 5037,4;,
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139152-08-2, name is 4,5-Dichlorophthalonitrile, 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. 139152-08-2

4,5-Dichlorophthalonitrile 1 (1.00 g, 5.08 mmol) and 7-hydroxy-4-(4-methoxyphenyl)-8-methylcoumarin 2 (5.73 g, 20.32 mmol) were dissolved in anhydrous dimethylformamide (DMF) (30 mL) under N2 atmosphere. After stirring for 10 min, finely ground anhydrous K2CO3 (3.50 g, 25.37 mmol) was added by stirring. The reaction mixture was stirred at 50 C for 10 days under N2 atmosphere. Then the mixture was poured in 250 ml cold aqueous solution of 5% HCl. The formed precipitate was filtered off and washed with water. After drying in vacuum at 50 C, the crude product was purified by column chromatography with silica gel eluting with DCM. Firstly, compound 3 and then compound 4 were obtained purely by using DCM and chloroform as eluting solvents, respectively.

Statistics shows that 139152-08-2 is playing an increasingly important role. we look forward to future research findings about 4,5-Dichlorophthalonitrile.

Reference:
Article; Altun, Selcuk; Oezkaya, Ali Riza; Bulut, Mustafa; Polyhedron; vol. 48; 1; (2012); p. 31 – 42;,
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6330-25-2, Adding some certain compound to certain chemical reactions, such as: 6330-25-2, name is 2-Cyano-N-methyl-acetamide, 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 6330-25-2.

General procedure: A mixture of beta-keto amide (0.2 mmol), ynal (0.2 mmol) and K2CO3 (30 mol%) in THF (1.0 mL) was placed in a test tube (10 mL) equipped with a magnetic stirring bar. The mixture was stirred at 65 C for 10 h. After the reaction was finished, water (5 mL) was added and the solution was extracted with ethyl acetate (3¡Á5 mL), the combined extract was dried with anhydrous MgSO4. Solvent was removed, and the residue was separated by column chromatography to give the pure sample.

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 6330-25-2.

Reference:
Article; Chen, Zhengwang; Liu, Jiayang; Jin, Caiju; Tan, Qi; Ye, Min; Tetrahedron Letters; vol. 60; 18; (2019); p. 1265 – 1267;,
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These common heterocyclic compound, 935-02-4, name is 3-Phenylpropiolonitrile, 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. 935-02-4

General procedure: A solution of benzimidazole 1a-c (1.0 mmol) in dry acetonitrile (0.3 ml) was added to a solution of phenylcyanoacetylene (2) (127 mg, 1.0 mmol) and isothiocyanate 3a-c (1.0 mmol) in dry acetonitrile (0.2 ml). The reaction mixture was stirred at 50-55C for 12-20 h. The solvent was removed, and carbothioamides 4a-e were separated by chromatography on an alumina column using 20:4:1 chloroform-benzene-ethanol as the eluent.

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 935-02-4.

Reference:
Article; Andriyankova; Nikitina; Belyaeva; Mal’Kina; Afonin; Vashchenko; Smirnov; Trofimov; Chemistry of Heterocyclic Compounds; vol. 50; 6; (2014); p. 807 – 813; Khim. Geterotsikl. Soedin.; vol. 50; 6; (2014); p. 876 – 882,7;,
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691877-03-9, A common heterocyclic compound, 691877-03-9, name is 3-Bromo-5-(trifluoromethyl)benzonitrile, molecular formula is C8H3BrF3N, 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 20-mL glass tube equipped with a screw cap, were placed o-CP-2Cz (0.39 g), NaOtBu (0.39 g), and Pd-XPhos-OMs (0.097 g). The tube was then capped and evacuate/refill with argon three times. 0.53 mL of 1-Br-3-CN-5-CF3-C6H3 and 4.0 mL of anhydrous 1,4- dioxane were filled in under argon. The mixture was stirred at 110 C for 16 h. For work- up, the mixture was diluted with DCM and filtered through silica gel. After removing the volatiles, flash chromatography (gradient 0 to 20% DCM in hexanes) was used to purify the product. Yield: 0.41 g, 51%.

The synthetic route of 691877-03-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; BUCHWALD, Stephen, L.; HUANG, Wenliang; (89 pag.)WO2016/196885; (2016); A1;,
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A common compound: 139152-08-2, name is 4,5-Dichlorophthalonitrile, belongs to nitriles-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 139152-08-2

Amixture of 1.0 g (5.1 mmol) of 4,5-dichlorophthalonitrile,1.9 g (10.2 mmol) of 3-phenoxyphenol 2, 4.0 g(29 mmol) of K2CO3, and 30 mL of DMF was stirredfor 5 h at 110, cooled, diluted with 200 mL of water,the separated precipitate was filtered off, washed with40 mL of 2% solution of KOH, then with water till 7,and dried. Yield 2.2 g (88%), wax-like light brownsubstance, soluble in benzene, chloroform, acetone,DMF. 1 NMR spectrum, delta, ppm: 7.43-7.34 m (8),7.27 s (2), 7.21-7.04 m (10), 6.95-6.93 m (2),6.81-6.79 m (2), 6.74 s (2), 6.59-6.53 m (4). Massspectrum, m/z: 496.26 [M]+, 543.38 [M + + 2Na]+,574.45 [M + 2K]+. Found, %: C 77.57; H 4.10; N 5.36.C32H20N2O4. Calculated, %: C 77.41; H 4.06; N 5.64.M 496.14.

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, 139152-08-2, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Koptyaev; Ageeva; Galanin; Shaposhnikov; Russian Journal of Organic Chemistry; vol. 52; 2; (2016); p. 261 – 267; Zh. Org. Khim.; vol. 52; 2; (2016); p. 278 – 283,5;,
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3939-09-1, name is 2,4-Difluorobenzonitrile, 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. 3939-09-1

Example 3 1-(2,4-Diamino-quinazolin-7-yl)-3,6,6-trimethyl-1,5,6,7-tetrahydro-indol-4-one (Compound 3); 2,4-Difluorobenzonitrile (2.78 g, 1 eq), guanidine hydrochloride (7.15 g, 3.74 eq), and sodium hydride (3.6 g, 7.6 eq) are added to dimethylacetamide (50 mL) and the resulting mixture is stirred at 150 C. for overnight. Then the reaction mixture is poured into sat’d NaHCO3 aq. solution (300 mL), extracted by EtOAc (3¡Á200 mL). The combined organic layers is dried over Na2SO4, filtered, concentrated. The crude product is purified by flash chromatography to give 7-Fluoro-quinazolin-2,4-diamine (1 g, 28% yield). LC/MS m/z=179 [M+H]+.

Statistics shows that 3939-09-1 is playing an increasingly important role. we look forward to future research findings about 2,4-Difluorobenzonitrile.

Reference:
Patent; Huang, Kenneth He; Veal, James; Barta, Thomas; Smith, Emilie D.; Ma, Wei; Ommen, Andy; US2008/70935; (2008); A1;,
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31643-49-9, A common heterocyclic compound, 31643-49-9, name is 4-Nitrophthalonitrile, molecular formula is C8H3N3O2, 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.

General procedure: 4-nitrophthalonitrile (1) (2 g, 11.5 mmol) was dissolved in dry DMSO (20 mL) and 5-hexyn-1-ol (1.69 g, 11.5 mmol) added under a nitrogen atmosphere. After stirring for 10 min, finely ground anhydrous K2CO3 (2.16 g, 15.6 mmol) was added in portions over 2 h, with stirring. The reaction mixture was stirred at 40 C for 48 h under nitrogen. Then the mixture was poured into 400 mL of cold water. The precipitate was filtered off and washed with water, until the filtrate was neutral. Recrystalization from hexane and methanol gives the desired compound as a yellow crystalline powder. Yield: 1.74 g (60%).

The synthetic route of 31643-49-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bankole, Owolabi M.; Britton, Jonathan; Nyokong, Tebello; Polyhedron; vol. 88; (2015); p. 73 – 80;,
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658-99-1, Adding a certain compound to certain chemical reactions, such as: 658-99-1, name is 2-(3,4-Difluorophenyl)acetonitrile, 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 658-99-1.

Step A: Preparation of 4-(3,4-Difluorophenyl)-tetrahydro-2H- pyran-4-carbonitri Ie; [0705] A mixture 2-(3,4-difluorophenyl)acetonitrile (25.00 g, 163 mmol) and 2-bromoethyl ether (22.8 mL, 163 mmol) in ether was added dropwise through an addition funnel to a mixture of sodium 2-methylpropan-2-olate (39.2 g, 408 mmol) in DMF (163 mL) at 0C. The reaction was then allowed to warm to ambient temperature aetad stirred for 3 hours. The reaction mixture was quenched with 12N HCl, diluted with 400 mL of EtOAc, added to a separatory funnel, partitioned with NaHCO3 (saturated, aqueous), washed 2 times with 100 mL OfNaHCO3 (saturated, aqueous), separated, dried over Na2SO4, and concentrated in vacuo to give the title compound which was used without further purification. MS (m/z) = 224 (M+H)+.

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-(3,4-Difluorophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; WO2008/76427; (2008); A2;,
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