Category: 17626-40-3

17626-40-3, name is 3,4-Diaminobenzonitrile, 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. category: nitriles-buliding-blocks

General procedure: Hydroximoyl chloride 10 (0.16g, 1mmol) was added slowly by small portions to a solution of the appropriate 1,2-diaminobenzene 3 (0.3g, 1.5mmol) in ethanol (5-10mL) at room temperature. The mixture was stirred at reflux for 0.5h followed by an additional hour at room temperature, diluted with water (10mL) and 0.1M aq HCl (5mL). The heterogeneous mixture was stirred for 1h. The precipitate was filtered, washed with water, and recrystallized from iPrOH/H2O.

The synthetic route of 17626-40-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Stepanov, Andrei I.; Astrat’ev, Alexander A.; Sheremetev, Aleksei B.; Lagutina, Nataliya K.; Palysaeva, Nadezhda V.; Tyurin, Aleksei Yu.; Aleksandrova, Nataliya S.; Sadchikova, Nataliya P.; Suponitsky, Kyrill Yu.; Atamanenko, Olga P.; Konyushkin, Leonid D.; Semenov, Roman V.; Firgang, Sergei I.; Kiselyov, Alex S.; Semenova, Marina N.; Semenov, Victor V.; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 237 – 251;,
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. 17626-40-3, name is 3,4-Diaminobenzonitrile, A new synthetic method of this compound is introduced below., Quality Control of 3,4-Diaminobenzonitrile

3,4-diaminobenzonitrile (42, 2.5g; 18.75mmol; 1.0 equiv) was dissolved in 5M 55 aqueous HCl (110mL). The mixture was heated at 105C to reflux for 12h. After stopping the reaction, the mixture was cooled to room temperature, basified with aqueous ammonia and stored overnight. The generated solid 56 product was collected by filtration and washed with ice water. The products could be used without further purification. Yield: 2.5g (94.0%). 1H NMR (300MHz, DMSO) delta 12.47 (s, 1H), 8.34 (s, 1H), 8.03 (s, 1H), 7.62 (d, J=4.17Hz, 1H), 7.45 (d, J=8.34Hz, 1H). MS m/z: 144.2 [M+ H] +.

The synthetic route of 17626-40-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xu, Li-Li; Wu, Yu-Feng; Wang, Lei; Li, Cui-Cui; Li, Li; Di, Bin; You, Qi-Dong; Jiang, Zheng-Yu; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 1376 – 1394;,
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. 17626-40-3, name is 3,4-Diaminobenzonitrile, A new synthetic method of this compound is introduced below., name: 3,4-Diaminobenzonitrile

In a round bottom flask (250ml) 3,4-dichloro-1-(hexadecan-6-yl)-1H-pyrrole-2,5-dione (10g, 25.6 mmol) wasdissolved under argon in 150ml of absolute ethanol. Sodium acetate (2.5g, 30.7mmol) and 3,4-diaminobenzonitrile (3.4g,25.6 mmol) were added. The mixture was stirred overnight at room temperature. Ethanol was removed by distillationunder vacuum at 40C and the crude product was purified by flash chromatography onto silica gel using hexane/methylene-chloride/ethylacetate 60/35/5 as the eluent. 2.5g of pure product were obtained as yellow wax with a yield of 21%. When conditions were made harsher by heating to reflux the final product (5) was obtained (yield 40%).

The synthetic route of 17626-40-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Solvay SA; Caille, Jean-Raphael; Dabeux, Francois; Bolsee, Jean-Christophe; Fenoll, Mathieu; EP2808327; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 17626-40-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 17626-40-3 as follows.

Step 1 : 1 H-Benzo[dlimidazole-5-carbonitrile3,4-Diaminobenzonitrile (5.0 g; 37 mmol) was dissolved in 5 N HCI (200 ml). After addition of formic acid (20 ml) the mixture was heated to reflux for 3 h. After cooling to room temperature, the mixture was basified by means of aqueous NH3-solution and put into a fridge. The precipitated solid was collected by filtration, washed with water and used without further purification. Yield: 3.6 g (67.6%) MS m/z: 144.2 [M+H]+

According to the analysis of related databases, 17626-40-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PROBIODRUG AG; HEISER, Ulrich; RAMSBECK, Daniel; HOFFMANN, Torsten; BOEHME, Livia; DEMUTH, Hans-Ulrich; WO2011/107530; (2011); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 17626-40-3, name is 3,4-Diaminobenzonitrile, molecular formula is C7H7N3, 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. Recommanded Product: 3,4-Diaminobenzonitrile

To a solution of 3,4-diaminobenzonitrile (350 mg) in toluene (5.5 ml) was added CDI (554 mg), followed by stirring at 125C for 2 hours. To the reaction mixture was added a 1 M aqueous NaOH solution (0.117 ml), followed by extraction with EtOAc. The organic layer was dried over anhydrous MgsO4, and then filtered, and the filtrate was concentrated. It was powdered/washed with IPE/IPA to obtain 2-oxo-2,3-dihydro-1H-benzimidazole-5-carbonitrile (423 mg) as colorless powders.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 17626-40-3, its application will become more common.

Reference:
Patent; Astellas Pharma Inc.; EP2003132; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 17626-40-3, name is 3,4-Diaminobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 17626-40-3

To a solution of 1,2-diamino-4-cyanobenzene (1.00 mL, 7.51 mmol) in tetrahydrofuran (5 mL) was added 1 , 1 ‘-carbonyldiiimidazole (1.22 g, 7.51 mmol). The reaction was stirred at ambient temperature for one hour, concentrated, then triturated with water. ‘The brown precipitate was collected by vacuum filtration to provide 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbonitrile as a brown powder. MS (ESI, pos. ion) m/z: 160.2 j i j

According to the analysis of related databases, 17626-40-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; BARTBERGER, Michael D.; CHAKKA, Nagasree; GAO, Hua; GUZMAN-PEREZ, Angel; HORNE, Daniel B.; HUA, Zihao; KIEFFER, Madeleine; LIN, Daniel C. H.; MILGRAM, Benjamin Charles; PANTELEEV, Jane; SCHENKEL, Laurie; STELLWAGEN, John; WEISS, Matthew; WHITE, Ryan D.; ZHAO, Wei; (345 pag.)WO2019/79578; (2019); 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. 17626-40-3, name is 3,4-Diaminobenzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 17626-40-3

General procedure: Diisopropylcarbodiimide 82 mul (66.9 mg, 0.53 mmol, 1.20 equiv) DIC was added to a solution of 4-chlorobenzoylpyruvic acid 100 mg (0.44 mmol, 1.00 equiv) 12b and 73.8 mg (0.53 mmol, 1.20 equiv) of HOBt [CAS: 123333-53-9, 97% wetted with ? 14 wt % H2O] in 3.0 ml of DMF (abs) under Ar. The reaction mixture was stirred for 5 min. Then o-phenylenediamine (1.00 mol equiv) from 11a-f was added and the mixture was stirred at rt under Ar for 72 h. The precipitated product mixture obtained after filtration (or centrifugation) was triturated by 3 ml of Et2O and crystallized from DMSO (if not otherwise stated) to yield the main solid regioisomer 16 or 17.

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; Dobia?, Juraj; Ondru?, Marek; Addova, Gabriela; Boha?, Andrej; Beilstein Journal of Organic Chemistry; vol. 13; (2017); p. 1350 – 1360;,
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. 17626-40-3, name is 3,4-Diaminobenzonitrile, A new synthetic method of this compound is introduced below., Formula: C7H7N3

3,4-diaminobenzonitrile (42, 2.5g; 18.75mmol; 1.0 equiv) was dissolved in 5M 55 aqueous HCl (110mL). The mixture was heated at 105C to reflux for 12h. After stopping the reaction, the mixture was cooled to room temperature, basified with aqueous ammonia and stored overnight. The generated solid 56 product was collected by filtration and washed with ice water. The products could be used without further purification. Yield: 2.5g (94.0%). 1H NMR (300MHz, DMSO) delta 12.47 (s, 1H), 8.34 (s, 1H), 8.03 (s, 1H), 7.62 (d, J=4.17Hz, 1H), 7.45 (d, J=8.34Hz, 1H). MS m/z: 144.2 [M+ H] +.

The synthetic route of 17626-40-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xu, Li-Li; Wu, Yu-Feng; Wang, Lei; Li, Cui-Cui; Li, Li; Di, Bin; You, Qi-Dong; Jiang, Zheng-Yu; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 1376 – 1394;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

17626-40-3, name is 3,4-Diaminobenzonitrile, 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. Recommanded Product: 17626-40-3

General procedure: Hydroximoyl chloride 10 (0.16g, 1mmol) was added slowly by small portions to a solution of the appropriate 1,2-diaminobenzene 3 (0.3g, 1.5mmol) in ethanol (5-10mL) at room temperature. The mixture was stirred at reflux for 0.5h followed by an additional hour at room temperature, diluted with water (10mL) and 0.1M aq HCl (5mL). The heterogeneous mixture was stirred for 1h. The precipitate was filtered, washed with water, and recrystallized from iPrOH/H2O.

The synthetic route of 17626-40-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Stepanov, Andrei I.; Astrat’ev, Alexander A.; Sheremetev, Aleksei B.; Lagutina, Nataliya K.; Palysaeva, Nadezhda V.; Tyurin, Aleksei Yu.; Aleksandrova, Nataliya S.; Sadchikova, Nataliya P.; Suponitsky, Kyrill Yu.; Atamanenko, Olga P.; Konyushkin, Leonid D.; Semenov, Roman V.; Firgang, Sergei I.; Kiselyov, Alex S.; Semenova, Marina N.; Semenov, Victor V.; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 237 – 251;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 17626-40-3,Some common heterocyclic compound, 17626-40-3, name is 3,4-Diaminobenzonitrile, molecular formula is C7H7N3, 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 stined solution of 3, 4-diammobenzanitrile (IC; 200 mg, 1.5 mmol) in THF (10 mL) under argon atmosphere was added carbonyl diimidazole (243 mg, 1.5 mmol) at RT and stirred for 16 h. The volatile were concentrated raider reduced pressure. The crude material was purified by silica gel column chromatography (eiuent: 40% Acetone Hexane) to afford compound ID (60 mg, 0.37 mmol, 24%) as an off-white solid. H NMR (400 MHz, DMSO- : delta 11.16 (b s; IH), 11.04 (br s, IH), 7.39 (dd, 7= 8. L 1.6 Hz, IH), 7.30 (s, IH), 7.06 (d, 7 = 8.2 Hz. IH).

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