Category: 1080-74-6

Adding a certain compound to certain chemical reactions, such as: 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, 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 1080-74-6, Quality Control of 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile

4) Compound 3 (0.203 g, 0.18 mmol),1,1-dicyanomethylidene-3-indanone (INCN) (0.35 g, 1.8 mmol),Pyridine (1 mL was dissolved in a single-mouth bottle containing 30 mL of chloroform,The mixture was stirred under reflux at 65 C overnight under Ar protection, and the reaction was cooled to room temperature.DCM extraction, the crude product was purified on a silica gel column.A blue solid (BIC) was obtained. (0.159 g, 60%).

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; Central South University; Zou Yingping; Luo Mei; Yuan Jun; Zhou Liuyang; Cai Fangfang; Jiang Wenhui; (21 pag.)CN108948042; (2018); A;,
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. 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, A new synthetic method of this compound is introduced below., Safety of 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile

General procedure: A mixture of an aromatic or heteroaromatic aldehyde(10.00 mmol) and an active methylene compound (10.0mmol) in acetic anhydride (15 mL) was stirred underexclusion of moisture in a water bath at 90C for 8 h.Under consumption of the starting material a deeply colouredsolution was observed and by the time a crystallineprecipitate was formed. After cooling to 0C the precipitatewas filtered off by suction, washed exhaustively withmethanol (100-200 mL) until the filtrate showed thecolour of the desired product in solution and then dried inair at room temperature.The following compounds were so prepared.

The synthetic route of 1080-74-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Heichert, Christoph; Hartmann, Horst; Zeitschrift fur Naturforschung, B: Chemical Sciences; vol. 71; 6; (2016); p. 651 – 658;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, molecular formula is C12H6N2O, 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. COA of Formula: C12H6N2O

As shown in the above reaction formula,The compound of the formula (2-9-1) obtained in the above Preparation Example 2 (157.4 mg,0.1mmol),a compound of the formula (a-2-1) (78 mg, 0.4 mmol; purchased from TCI),Pyridine (0.8 mL, 0.96 mmol)Add chloroform (30 mL) to the reaction vessel and pass argon for 25 min.It was then refluxed at 65 C for 15 h.After cooling to room temperature (about 25 C), the reaction product was poured into 200 mL of methanol and filtered, and the resulting precipitate was chromatographed on silica gel (using 200-300 mesh).Separation of silica gel with eluent in a volume ratio of 1:2 petroleum ether/dichloromethane to give a blue solid(173.6 mg, yield 90.1%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1080-74-6, its application will become more common.

Reference:
Patent; Peking University; Zhan Xiaowei; Wang Jiayu; (33 pag.)CN108794504; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, 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 1080-74-6, Product Details of 1080-74-6

General procedure: Compound 4 (0.15 g, 0.1275 mmol) and 2-(3-oxo-2,3-dihydroinden-1-ylidene)malononitrile (0.371 g, 3.825 mmol) were dissolved inchloroform (15 mL). A drop of pyridine was added and the solution wasleft to stir at 65 C overnight. The reaction was dissolved in ethanol andstirred for another 10 min. The product was extracted with dichloromethaneand dried over MgSO4. After removal of the solvent, thecrude product was chromatographically purified on silica gel column(eluted with chlorobenzene) to afford dark purple .

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, and friends who are interested can also refer to it.

Reference:
Article; Lin, Kaiwen; Xie, Boming; Wang, Zhenfeng; Xie, Ruihao; Huang, Yunping; Duan, Chunhui; Huang, Fei; Cao, Yong; Organic electronics; vol. 52; (2018); p. 42 – 50;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 1080-74-6, These common heterocyclic compound, 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, 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.

The compound of the formula (III) prepared in the step (1) (100 mg, was added to a 100 mL double-necked flask under argon gas protection.0.116 mmol), the compound of the formula (V) (89.9 mg, 0.464 mmol) and the solvent B (re-evaporated chloroform, 30 mL), after the dissolution was completed, three drops of pyridine (0.15 ml) were added.The mixture was heated to 60 C and stirred under reflux for 3 h, and the reaction solution was cooled to room temperature.The cooled reaction solution was poured into water (100 mL) and extracted with dichloromethane (50ml×2).The organic phase was washed twice with water and dried over anhydrous MgSO4.The filtered filtrate was removed using a rotary evaporator to give a crude material.The crude product was separated and purified by silica gel chromatography column (silica gel effective length 20 cm) using dichloromethane/petroleum ether (1:2 by volume) as an eluent. The Rf value was 0.4-0.5.The effluent, followed by a mixture of dichloromethane and methanol in a volume ratio of 1:10,Dichloromethane and n-hexane are recrystallized one by one in a volume ratio of 1:10 to obtain a compound of formula (VII), DINCNDTS, which is a purple-black solid compound.(77.4 mg, 0.064 mmol, 54.9%).

The synthetic route of 1080-74-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hangzhou Normal University; Zhang Qian; Qiu Huayu; Chen Xianjie; Yin Shouchun; Lin Zhijing; Wang Zhaolong; Xu Xin; (12 pag.)CN109134525; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, molecular formula is C12H6N2O, 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: 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile

To a three-necked round bottom flask were added 5,5′-(9,9′-spirobi[fluorene]-20,7-diyl)bis(4-(2-ethylhexyl)thiophene-2-carbaldehyde) (205 mg, 0.27 mmol), 1,1-dicyanomethylene-3-indanone (430 mg, 2.2 mmol), chloroform (50 mL), and 0.9 mLpyridine. The mixture was deoxygenated with nitrogen for 30 minand then refluxed for 12 h. After cooling down to room temperature,the mixture was poured into methanol (200 mL) and filtered.The residue was purified by column chromatography on silica gelusing petroleum ether/dichloromethane (1:1) as eluent yield anorange solid (207 mg, 69%). 1H NMR (400 MHz, CDCl3): delta 8.77 (s,2H), 8.68 (d, J 6.9 Hz, 2H), 7.96 (s, 1H), 7.93 (d, J 2.7 Hz, 2H), 7.89(d, J 4.8 Hz, 2H), 7.86 (d, J 1.8 Hz, 1H), 7.76 (m, 4H), 7.61 (d,J 5.4 Hz, 4H), 7.45 (t, J 7.5 Hz, 2H), 7.21 (t, J 7.5 Hz, 2H), 6.92 (s,2H), 6.82 (d, J 7.5 Hz, 2H), 2.39 (d, J 6.9 Hz, 4H),1.42 (m, 2H),1.09(m, 16H), 0.75 (m, 6H), 0.59 (t, J 6.9 Hz, 6H). 13C NMR (100 MHz,CDCl3): delta 188.63, 161.13, 157.22, 149.46, 149.27, 148.30, 143.36,141.49, 141.22, 140.47, 138.67, 137.35, 135.67, 135.47, 135.10, 133.58,130.17, 129.32, 128.84, 125.88, 125.17, 124.72, 124.37, 123.20, 121.23,121.15, 115.08, 114.99, 70.28, 66.57, 40.64, 32.95, 32.60, 28.90, 25.88,23.49, 14.65, 10.92. MS (MALDI): m/z calcd for C75H60N4O2S2 H:1114.4; found: 1114.1. Anal. Calcd for C75H60N4O2S2: C, 80.90; H,5.43; N, 5.03. Found: C, 80.77; H, 5.58; N, 5.33.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1080-74-6, its application will become more common.

Reference:
Article; Wang, Jiayu; Dai, Shuixing; Yao, Yuehan; Cheng, Pei; Lin, Yuze; Zhan, Xiaowei; Dyes and Pigments; vol. 123; (2015); p. 16 – 25;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 1080-74-6,Some common heterocyclic compound, 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, molecular formula is C12H6N2O, 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 degassed solution of intermediate 1 (0.13 g, 0.1 1 mmol) and 3- (dicyanomethylidene)indan-l -one (1 .5 g, 0.77 mmol) in chloroform (12 cm3) is added pyridine (0.6 cm3, 8 mmol). The mixture is then degassed with nitrogen for 30 minutes and then heated at 70 C for 15 hours. The reaction mixture allowed to cool to 23 C and the solvent removed in vacuo. The crude is purified by column chromatography (40-60 petrol :chloroform; 1 : 1 ) to give compound 75 (1 .1 g, 65%) as a dark blue crystalline solid. 1H NMR (400 MHz, CDCIs) 8.87 (2H, s), 8.69 (2H, d, J 7.6), 7.91 (2H, d, J 7.1 ), 7.68 – 7.79 (6H, m), 7.08 – 7.18 (16H, m), 2.60 (8H, t, J 7.7), 1 .62 (8H, q, J 7.1 Hz), 1 .21 – 1 .39 (40H, m), 0.88 (12H, t, J 6.5).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, its application will become more common.

Reference:
Patent; MERCK PATENT GMBH; MORSE, Graham; NANSON, Lana; MITCHELL, William; KROMPIEC, Michal; D’LAVARI, Mansoor; PRON, Agnieszka; (327 pag.)WO2018/65350; (2018); 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. 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile

A mixture of compound 1 (0.45 g, 0.41 mmol), AcONH4 (0.13 g,1.65 mmol) and 2-(3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile(0.48 g, 2.47 mmol) in chloroform (30 mL) was stirredunder an atmosphere of N2 gas at 80 C overnight. The reactionmixture was then allowed to cool to room temperature. Next,dichloromethane and methanol were poured into the cooledcompound mixture for precipitation. The crude compound wasfiltered and purified by column chromatography on silica gel usingdichloromethane as the eluent to gain pure product SP-IC (2) as a red solid (0.42 g); yield 57.53%. FTIR-ATR (ZnSe, cm-1): 2894, 2220,1697, 1653, 1586, 1540, 1386; 1H NMR (CDCl3, 500 MHz, ppm):delta 8.78 (4H, s), 8.69 (4H, d, J 7.95 Hz), 8.04 (4H, d, J 7.90 Hz), 7.88(4H, d, J 6.75 Hz), 7.78e7.70 (12H, m), 7.67 (4H, s), 7.03 (4H, d,J 1.20 Hz), 2.48 (7H, t, J 7.95 Hz), 1.50-4 (8H, m), 1.19-1.07(25H, m), 0.80 (12H, t, J 7.05 Hz); 13C NMR (CDCl3,125 MHz, ppm):delta 188.18, 168.96, 160.56, 155.07, 147.36, 141.76, 141.51, 139.92, 137.98,136.87, 135.21, 134.60, 133.59, 129.87, 125.38, 124.35, 123.83, 122.86,121.46, 121.28, 114.44, 114.36, 69.90, 31.49, 30.79, 29.70, 29.08,28.70, 22.47, 14.09; UV-Vis (CHCl3) lmax/nm(epsilon/105 mol1 dm3 cm-1): 539 (1.44); Found: C, 78.18; H, 4.90; N,6.22%; molecular formula C117H88N8O4S4 requires C, 78.15; H, 4.93;N, 6.23%; Found: [MH] 1797.5803; molecular formulaC117H88N8O4S4 requires [MH] 1797.5811.

According to the analysis of related databases, 1080-74-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Park, Seo Yeon; Park, Gi Eun; Choi, Suna; Lee, Ji Hyung; Lee, Dae Hee; Cho, Min Ju; Choi, Dong Hoon; Dyes and Pigments; vol. 146; (2017); p. 226 – 233;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 1080-74-6, A common heterocyclic compound, 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, molecular formula is C12H6N2O, 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: Compound III (150 mg, 0.16 mmol) and malononitrile(43 mg, 0.65 mmol) were dissolved in CHCl3 (30 mL), then 3 drops ofpiperidine were added. The mixed solution was degassed for 10 min bybubbling nitrogen. The reaction solution was heated at 65 C for 10 h.After completing, the solution was cooled to room temperature. Thesolvent was removed, and the solid crude product was obtained bymethanol precipitation. The crude product was purified by silica gelcolumn chromatography by using CHCl3 as the eluent to obtain a darkredsolid (122 mg, 74%).

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; Zhang, Tong; Yu, Tianzhi; Zhao, Yuling; Wei, Chengjin; Ma, Hailin; Li, Yanmei; Zhang, Hui; Dyes and Pigments; vol. 177; (2020);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 1080-74-6 as follows. Formula: C12H6N2O

To a solution of intermediate 44 (255 mg, 0.15 mmol) in anhydrous chloroform (16 cm3) is added pyridine (0.85 cm3, 1 1 mmol). The mixture is then degassed with nitrogen before cooling to -40 C. 3- (Dicyanomethylidene)indan-l -one (205 mg, 1 .05 mmol) is added and the solution is further degassed for 10 minutes and with stirring, is allowed to warm before being held at -15 to -20 C. After 4 hours the reaction mixture is then added to methanol (100 cm3) washing in with methanol (2 x 10 cm3) and dichloromethane (10 cm3). Additional methanol (50 cm3) is added and the suspension stirred for 10 minutes before the solid is collected by vacuum filtration, washing the solid with additional methanol (3 x 10 cm3). The crude product is purified by silica plug (40-60 petrol:dichloromethane; 1 :4), concentrating the product in vacuo. The solid is then triturated with methanol (3 x 10 cm3) and collected by filtration, before being additionally washed with cyclohexane (3 x 10 cm3), diethyl ether (3 x 10 cm3), acetone (3 x 10 cm3), methyl ethyl ketone (10 cm3) and ethyl acetate (3 x 10 cm3) to give compound 103 (203 mg, 66%) as a partially pure black solid. 1H NMR (400 MHz, CDCIs) 9.58 (2H, s), 9.28 (2H, d, J 8.6), 8.74 (2H, d, J 7.8), 8.36 (2H, s), 7.93 – 8.00 (4H, m), 7.75 – 7.86 (4H, m), 7.23 – 7.27 (8H, m), 6.83 – 6.89 (8H, m), 3.92 (8H, t, J 6.5), 1 .70 – 1 .80 (8H, m), 1 .38 – 1 .46 (8H, m), 1 .18 – 1 .37 (64H, m), 0.87 (12H, t, J 6.9).

According to the analysis of related databases, 1080-74-6, the application of this compound in the production field has become more and more popular.