Category: 1080-74-6

Related Products 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,
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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, Formula: C12H6N2O

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,
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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. Formula: C12H6N2O

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,
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1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, 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. 1080-74-6

General procedure: Compound 4 (400 mg, 0.47 mmol) and INCN (458 mg, 2.36 mmol) were dissolved in anhydrous chloroform (CF, 25 mL) and 0.3 mL of pyridine was slowly injected into mixture solution. Thereaction was stirred under a nitrogen atmosphere at 65 C for 12 h. Subsequently, the reaction vessel was cooled to room temperature and extracted with chloroform several times. The extracted organic layer were dried over MgSO4, filtered, and evaporated to obtain a residue. The mixture compound was then purified with column chromatography using chloroform to afford a dark solid.

Statistics shows that 1080-74-6 is playing an increasingly important role. we look forward to future research findings about 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile.

Reference:
Article; Lee, Seong Lim; Kim, Hee Su; Ha, Jong-Woon; Park, Hea Jung; Hwang, Do-Hoon; Bulletin of the Korean Chemical Society; vol. 41; 2; (2020); p. 143 – 149;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products 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,
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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. 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., SDS of cas: 1080-74-6

A solution of intermediate 2 (112 mg, 0.12 mmol) and INCN(170 mg, 0.88 mmol, 7.2 eq) in tert-butanol (25 mL) was degassedbefore addition of triethylamine (2e3 drops, catalytic amount) andsubsequent refluxed under N2 atmosphere for 6 h. After cooling toroom temperature, the reaction was quenched by water andextracted with chloroform (CHCl3). The organic layer was washedby water for several times. Column chromatography on silica gelwith CHCl3:hexane (1:1) as the eluent afforded IFTIC as darkredsolid (180 mg, 53%), mp 223.3-224.6 C. 1H NMR (CDCl3, 500 MHz)delta (ppm): 8.92 (s, 2H), 8.72 (d, 2H, J 7.4 Hz), 7.98 (d, 2H, J 6.9 Hz),7.92 (d, 2H, J 3.5 Hz), 7.88-7.75 (m, 12H), 7.69 (s, 2H), 7.62 (d, 2H,J 3.5 Hz), 2.13-2.10 (m, 8H), 1.17-1.02 (m, 40H), 0.76 (t, 12H,J 7.0 Hz), 0.72-0.65 (m, 8H)13C NMR (CDCl3, 125 MHz) delta (ppm):188.5,161.6,160.6,152.5, 151.2,146.5,143.7,140.6,140.1,138.2,137.0,136.2, 135.2, 134.6, 131.7, 126.0, 125.4, 124.9, 123.8, 122.4, 120.8,120.5, 114.6, 69.7, 55.2, 40.5, 31.8, 29.9, 29.2, 29.1, 23.8, 22.6, 14.0.Anal. calcd for C86H90N4O2S2 (%): C 80.96, H 7.11, N 4.39; found (%):C 80.91, H 7.09, N 4.38.

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, Jie; Zhao, Baofeng; Mi, Yuhua; Liu, Hongli; Guo, Zhaoqi; Bie, Guojun; Wei, Wei; Gao, Chao; An, Zhongwei; Dyes and Pigments; vol. 140; (2017); p. 261 – 268;,
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. Safety of 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile

To a solution of 7-bromo-benzo[1 ,2,5]thiadiazole-4-carbaldehyde (2.0 g, 8.2 mmol) in anhydrous chloroform (875 cm3) is added pyridine (46.5 cm3, 576 mmol). The mixture is then degassed with nitrogen before 3- (dicyanomethylidene) indan-1 -one (4.0 g, 21 mmol) is added. The solution is then further degassed and stirred for 20 minutes. The mixture is stirred at 40 C for 17 hours. The solid collected by filtration and washed with acetone (200 cm3), water (200 cm3), diethyl ether (200 cm3) and dichloromethane (200 cm3) to give intermediate 29 (3.0 g, 86%) as a pale yellow solid with very limited solubility.

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; 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

Electric Literature 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.

2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile (2 g, 10.30 mmol, M = 194.19 g/mol) andfurfural (0.99 g, 0.85 mL, 10.30 mmol, M = 96.08 g/mol, d = 1.16) were dissolved in ethanol (50 mL)and the solution was heated at 80 C for 5 min. An orange precipitate formed. After cooling, it wasfiltered off, washed several times with ethanol, then pentane and dried under vacuum (2.33 g, 83%yield, orange solid).

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

Reference:
Article; Bonardi, Aude-Heloise; Dumur, Frederic; Duval, Sylvain; Gigmes, Didier; Lalevee, Jacques; Noirbent, Guillaume; Xu, Yangyang; Molecules; vol. 25; 10; (2020);,
Nitrile – Wikipedia,
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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. 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C12H6N2O

Under nitrogen (N2) atmosphere20 mL of chloroform (CHCl3)Compound2 mL of pyridine was added to a solution of 9-1 (0.409 g, 0.20 mmol) and Compound E (0.39 g, 2.0 mmol).After the mixed solution was refluxed under a nitrogen atmosphere for 24 hours,Extracted with dichloromethane (CH2Cl2) and washed with water. After solvent removal, methyl chloride (MC) /Recrystallize through methanol, the product is hexane,Purification was carried out by chromatography using a silica gel column using ethyl acetate and chloroform (CHCl 3) as eluent.The resulting solid was recrystallized through chloroform.Then, washed with methanol and dried under vacuum432 mg of compound 9 was obtained. (Yield 90%)

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

Reference:
Patent; LG Chem, Ltd.; Im Bo-gyu; Jang Song-rim; Choi Du-hwan; Kim Ji-hun; (40 pag.)KR2019/117086; (2019); A;,
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. category: nitriles-buliding-blocks

To a degassed solution of intermediate 16 (75 mg, 0.06 mmol) and 3- (dicyanomethylidene)indan-l -one (87 mg, 0.45 mmol) in chloroform (1 .9 cm3) is added pyridine (0.36 cm3, 4.46 mmol) and the reaction mixture stirred at 23 C for 18 hours. Methanol (40 cm3) is added and the resulting suspension filtered and washed with methanol (3 x 10 cm3). The resulting solid is purified by column chromatography eluting with a graded solvent system (40-60 petrol:dichloromethane; 1 :1 to 2:3) to give compound 83 (63 mg, 65%) as a blue solid. 1H NMR (400 MHz CD2CI2) 8.75 (2H, s), 8.60 (2H, dd, J 7.1 , 1 1 .4), 7.84 (2H, dd, J 6.9, 1 .8), 7.63 – 7.80 (8H, m), 7.44 (2H, d, J 8.4), 7.39 (2H, d, J 4.2), 7.08 – 7.15 (8H, m), 7.04 (4H, d, J 7.6), 6.96 (4H, m), 2.49 (8H, t, J 7.6), 1 .49 (8H, t, J 4.2), 1 .09 – 1 .26 (24H, m), 0.68 – 0.76 (12H, m).

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:
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