Category: 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. name: 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile

Then F (1.07 g, 1.5 mmol) was dissolved in chloroform.G (1.16g 6mmol) was added and 1mL of pyridine was added as a catalyst. The reaction was carried out at reflux temperature of chloroform for 12 hours. After the reaction was completed, water was added three times with dichloromethane, and the solvent such as dichloromethane was removed by rotary evaporation.The crude product was obtained and purified further by silica gel column chromatography.Using petroleum ether/dichloromethane 1:1 (v/v) as an eluent, a blue-black solid (1.41 g, yield 88%) was obtained as the object compound M2.

The synthetic route of 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile has been constantly updated, and we look forward to future research findings.

Related Products of 1080-74-6, 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.

To a three-necked round bottom flask were added 5,5′-(9,9′-spirobi[fluorene]-2,7-diyl)bis(4-(2-ethylhexyl)thiophene-2-carbaldehyde) (220 mg, 0.29 mmol), 1,1-dicyanomethylene-3-indanone (432 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 (213 mg, 66%). 1H NMR (400 MHz, CDCl3): delta 8.78 (s,2H), 8.68 (d, J 6.9 Hz, 2H), 7.99 (d, J 8.1 Hz, 2H), 7.90 (m, 4H), 7.78 (m, 4H), 7.62 (d, J 8.4 Hz, 4H), 7.41 (t, J 7.5 Hz, 2H), 7.17 (t,J 7.5 Hz, 2H), 6.90 (s, 2H), 6.82 (d, J 7.5 Hz, 2H), 2.38 (d,J 7.2 Hz, 4H), 1.39 (m, 2H), 1.11 (m, 4H), 1.06 (m, 12H), 0.81 (t,J 7.2 Hz, 6H), 0.61 (t, J 7.2 Hz, 6H). 13C NMR (100 MHz, CDCl3): delta 188.78,161.17,157.01, 150.60,148.23, 148.06,142.35,141.37,140.50,138.73, 137.48, 135.75, 135.55, 135.15, 134.12, 130.13, 128.78, 128.70,125.92, 125.42, 124.50, 124.41, 123.29, 121.33, 120,89, 115.07, 114.98,70.38, 66.55, 40.61, 32.88, 32.58, 28.86, 25.82, 23.49, 14.72, 10.89.10.92. MS (MALDI): m/z calcd for C75H60N4O2S2: 1113.4; found:1113.0. Anal. Calcd for C75H60N4O2S2: C, 80.90; H, 5.43; N, 5.03.Found: C, 80.90; H, 5.47; N, 5.12.

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; 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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Related Products of 1080-74-6, 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.

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. Yield = 275 mg (44%) 1H NMR (300 MHz, CDCl3) delta: 8.87 (s, 2H), 8.69(d, 2H), 8.18 (d, 2H), 7.93 (dd, 2H), 7.89 (dd, 2H), 7.82(m, 4H), 7.77 (dd, 2H), 7.53 (t, 4H), 2.91 (t, 4H), 1.75 (t,4H), 1.25 (m, 4H), 0.82 (t, 6H). 13C NMR (75 MHz,CDCl3) delta: 183.06, 166.92, 164.45, 153.73, 147.76, 142.60,140.51, 139.71, 135.59, 134.57, 132.97, 130.86, 128.93,126.83, 122.33, 122.25, 121.59, 105.02, 102.60, 71.85,61.04, 43.95, 41.65, 31.48, 29.79, 29.13, 27.42, 22.8014.51. Anal. Calcd for C64H54N4S2: C, 78.8; H, 5.6;N,5.7; S, 6.6. Found: C, 78.9; H, 5.5; N,5.6; S, 6.6. MS(MALDI-TOF): m/z [M+] = 974.61 [M+], calcd. 974.37.

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-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, other downstream synthetic routes, hurry up and to see.

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;,
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Electric Literature of 1080-74-6, 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.

To a degassed solution of compound 10-5 (150 mg, 0.1 1 mmol) and pyridine (0.6 cm3) in anhydrous chloroform (40 cm3) at 0 C was added a degassed solution of 2-(3-oxo-indan-1 -ylidene)-malononitrile (86 mg, 0.440 mmol) in anhydrous chlorofornn (8 cm3). The resulting solution was then degassed for a further 30 minutes. The ice bath was removed and the reaction mixture warmed to 23 C and stirred for 18 hours. The reaction mixture was diluted with acetonitrile (150 cm3) and stirred for 1 hour. The solid collected by filtration and washed with acetonitrile (100 cm3) and methanol (100 cm3). The crude was then purified by column chromatography (dichloromethane) followed by trituration in acetonitrile (100 cm3) to give compound 1 1 (183 mg, 97%) as a dark green solid. 1H- NMR (400 MHz, CD2CI2) 0.67 – 0.80 (24H, m), 1.1 1 – 1.23 (48H, m), 1.36 – 1.55 (16H, m), 2.43 (16H, t, J 7.7), 6.78 – 6.92 (12H, m), 7.63 – 7.74 (4H, m), 7.78 – 7.87 (4H, m), 8.60 (2H, d, J 7.3), 8.80 (2H, s).

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-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GMBH; MORSE, Graham; HEARD, Kane; MITCHELL, William; KROMPIEC, Michal; D’LAVARI, Mansoor; PRON, Agnieszka; (260 pag.)WO2019/52935; (2019); A1;,
Nitrile – Wikipedia,
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Application of 1080-74-6, 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.

Add 4,4-((([2,1,3] -benzoseladiazole-4,7-substituent bis (4-dodecylthiophene-5,2-substituent)) di (4, 1-phenylene)) bis (aniline) dibenzaldehyde (737mg, 0.599mmol) and 3- (dicyanomethylene) indone (348.7mg, 1.797mol) were added to a 100ml round bottom flask,Add 80 ml of trichloromethane and 10 ml of pyridine. After reacting at room temperature for 6 hours, pour the reaction solution into ethanol to precipitate a large amount of blue-black solids at this time, filter, dissolve the solid with dichloromethane, and purify by column chromatography. Methane: petroleum ether = 3: 1 was used as an eluent to separate the crude product, and then recrystallized from dichloromethane and ethanol to obtain a blue-black powdery solid (345 mg, 36.5%). The blue-black powdery solid is IND-TPA-Th-BSe, and its NMR experimental data is as follows:

The chemical industry reduces the impact on the environment during synthesis 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Jiangxi Normal University; Liang Aihui; Zhou Wenjing; Zhang Jiayu; Hu Sifan; Xie Qi; Liu Zhiqian; (13 pag.)CN110229148; (2019); A;,
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., Formula: C12H6N2O

7.1. Under argon (Ar) protection, add 0.43 mmol (486 mg) of intermediate M1 to a 100 mL three-necked bottle.1.73 mmol (336 mg) of 2-(3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile and 30 mL of chloroform.7.2. Add 1 mL of pyridine to the flask and react at 65 C for 24 hours.The reaction was stopped, the solvent was spun off, the mixture was taken up in methanol and filtered to give a crude product.7.3. The crude product is separated and purified by column chromatography. The eluent is a mixed solution of dichloromethane and petroleum ether in a volume ratio of 1..1.A black solid of 450 mg was obtained in a yield: 70%. That is, the small molecule LS1.

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 1080-74-6.

Reference:
Patent; Xiangtan University; Shen Ping; Liang Jingtang; Yin Pan; Zheng Tao; Zeng Xiaoying; (32 pag.)CN110283184; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 1080-74-6, 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.

A solution of intermediate 67 (135 mg, 0.130 mmol) in chloroform (10 cm3) and pyridine (0.75 cm3) is degassed for 10 minutes with nitrogen. 2-(3- Oxo-indan-1 -ylidene)-malononitrile (180 mg, 0.91 mmol) is added in one portion and the reaction mixture is stirred at 23 C for 150 minutes. Methanol (15 cm3) is added and the obtained precipitate is collected by filtration and washed with methanol (3 x 10 cm3). The solid is filtered through a pad of silica (40-60 petrol:dichloromethane; 2:3). Concentration in vacuo followed by trituration in refluxing acetone (20 cm3) and then in a 3:1 mixture of acetone:chloroform (40 cm3) gives compound 1 15 (144 mg, 79%) as a dark blue powder. 1H NMR (400 MHz, CDCIs) 8.84 (2H, s), 8.61 – 8.67 (2H, m), 7.84 – 7.90 (2H, m), 7.63 – 7.72 (6H, m), 7.13 – 7.21 (8H, m), 6.83 – 6.90 (8H, m), 3.81 (4H, m), 3.72 (4H, m), 1 .78 – 1 .92 (4H, m, J 6.6), 1 .56 (4H, m), 1 .26 (4H, m), 1 .00 (12H, d, J 6.7), 0.94 (12H, t, J 7.5).

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

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. Recommanded Product: 1080-74-6

General procedure: A mixture of dye 6 (1.18 g, 3 mmol) and indandione (0.438 g,3 mmol) or malononitrile (0.198 g, 3 mmol) or 3-dicyanovinylindan-1-one (0.582 g, 3 mmol) in basic ethanol solution (7 ml) was stirredat room temperature overnight, filtered off and purified by columnchromatography on silica gel using CHCl3 as the eluent, affordingdyes a or b or c, respectively Yield: 66.6%. Mp 208e210 C. 1H NMR (600 MHz, CDCl3) 1.31 (t,6H, J ? 7.2 Hz, N(CH2CH3)2), 3.56 (q, 4H, J ? 7.2 Hz, N(CH2CH3)), 3.92(s, 3H, OCH3), 6.78 (d, 2H, J ? 9.6 Hz, AreH), 7.08 (d, 2H, J ? 7.2 Hz,AreH), 7.76 (m, 4H, AreH), 7.93 (d, 1H, J ? 7.2 Hz, AreH), 8.03 (m,2H, AreH), 8.66 (d, 1H, J ? 7.8 Hz, AreH), 8.75 (s, 1H, CH]C). 13CNMR (125 MHz, CDCl3) d 12.80, 45.42, 55.49, 69.77, 113.90, 114.44,114.78, 123.85, 125.11, 125.80, 126.01, 132.47, 134.36, 135.15, 136.96,138.06, 139.94, 143.91, 153.39, 160.77, 161.68, 170.58, 183.00, 188.07.IR n/cm 1 2211, 1746, 1697, 1595, 1519, 1214, 1102, 1065. HRMS calcdfor C33H26N6O2S: 570.68. Found: 570.95.

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

Reference:
Article; El-Shishtawy, Reda M.; Al-Amshany, Zahra M.; Asiri, Abdullah M.; Borbone, Fabio; Tuzi, Angela; Roviello, Antonio; Barsella, Alberto; Dyes and Pigments; vol. 96; 1; (2013); p. 45 – 51,7;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference 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.

The compound represented by Formula (2-11A-1) obtained in the above Preparation Example 2 (163.1 mg, 0.1 mmol), the compound represented by Formula (a-2-1) (78 mg, 0.4 mmol; purchased from TCI), Pyridine (0.8 mL, 0.96 mmol) and chloroform (30 mL) were added to the reaction vessel, argon was passed for 25 min, and then refluxed at 65 C. for 15 h. After cooling to room temperature (approximately 25 C), the reaction product was poured into 200 mL of methanol and filtered. The obtained precipitate was subjected to a silica gel chromatography column (200-300 mesh silica gel was used, and the eluent was petroleum ether with a volume ratio of 1: 2. / Dichloromethane) and chromatographically separated to obtain a green solid (178.3 mg, yield 90.0%), which is a two-dimensional fused ring conjugated macromolecule represented by the formula (1-11A-1).

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

Reference:
Patent; Peking University; Zhan Xiaowei; Wang Jiayu; (34 pag.)CN110386943; (2019); 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, SDS of cas: 1080-74-6

General procedure: Compound T-TT-CHO (200 mg, 0.2 mmol), INCN (246 mg, 1.2 mmol), and chloroform (30 mL) were added into a 100 mL round bottom flask. After stirred for 10 min under argon protection, pyridine (1 mL) was added by injection and the mixture was stirred at 70C for 6 h. Then methanol (100 mL) was added and the precipitate was collected by filtration after removing the chloroform under reduced pressure. The residue was purified by column chromatography using chloroform as an eluent to give a blue-black powder (226 mg, 84.0%).

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:
Article; Cheng, Qing; Cong, Zhiyuan; Gao, Chao; Liu, Jianqun; Liu, Shengna; Pan, Hui; Wang, Weiping; Wu, Haimei; Zhao, Baofeng; Dyes and Pigments; vol. 178; (2020);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts