Category: 112656-95-8

Synthetic Route of 112656-95-8,When developing chemical systems it’s of course important to gain a deep understanding of the chemical reaction process.

General procedure: To a solution of DHEA (0.5 mmol, 1.0 eq) and isatin derivative(0.75 mmol, 1.5 eq) in EtOH (10 mL) was added Al2O3/KF (0.5 mmol,1.0 eq), the resulting mixture was stirred at reflux temperature for 6 h.Upon completion of the reaction indicated by the TLC, the mixture wasfiltered and the solid was washed with dichloromethane (DCM) forseveral times. The filtrate was then evaporated under vacuum, followedby addition of DCM and H2O. The mixture was then acidified with 4MHCl (pH=1-2). The aqueous layer was washed with DCM for severaltimes. The combined organic layers were then dried over Na2SO4 andevaporated under vacuum to the crude product, which was then subjectedto column chromatography, affording the corresponding product.

We very much hope you enjoy reading the articles and that you will join us to present your own research about 7-Nitroindoline-2,3-dione.

Reference:
Article; Yang, Yan-Tao; Du, Shuzhang; Wang, Song; Jia, Xuedong; Wang, Xiaojuan; Zhang, Xiaojian; Steroids; vol. 151; (2019);,
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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. 112656-95-8, name is 7-Nitroindoline-2,3-dione, A new synthetic method of this compound is introduced below., name: 7-Nitroindoline-2,3-dione

The solution of 7-nitroisatin (15) (1 g, 0.005 mol), malonic acid (0.54 g, 0.005 mol) and piperidine (0.10 ml) in pyridine (10 ml) was refluxed for 50 hours. After cooling to room temperature, the precipitate was collected by vacuum filtration, washed with small amount of solution of hydrochloric acid in 1,4-dioxane (16%) and water, dried on air to give 0.38 g (31 % yield) of (7-nitro-2-oxindole-3-yliden)acetic acid. mp (exp.) = 220-225 0C. Spectrum NMR 1 (DMSO-d6, delta, ppm, J, Hz): 7.06 (s, 1H), 7.45 (t, J = 7.96, 1H), 8.44 (d, J = 7.96, 1H), 8.56 (d, J = 7.83, 1H), 11.32 (s, 1H). Spectrum NMR 13C (DMSO-d6, delta, ppm): 99.98; 118.43; 122.32; 124.37; 128.48; 128.83; 134.26; 141.89; 166.54. IR spectrum (sm-1): 1306; 1348; 1379 (C=C-H), 1531; 1593 (NO2), 1633 (C=O), 1709 (C=O), 3075 (C=O), 3280 (C=O). MS (EI, 70 eV), m/z (I, %): 234 (100, M+), 204 (29), 176 (7), 160 (7), 142 (10), 114 (22), 104 (15), 88 (10), 63 (9), 45 (20), 30 (29).

The synthetic route of 112656-95-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zaryanova, Ekaterina V.; Lozinskaya, Nataly A.; Beznos, Olga V.; Volkova, Maria S.; Chesnokova, Nataly B.; Zefirov, Nikolay S.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 16; (2017); p. 3787 – 3793;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 112656-95-8, The chemical industry reduces the impact on the environment during synthesis 112656-95-8, name is 7-Nitroindoline-2,3-dione, I believe this compound will play a more active role in future production and life.

General procedure: To a solution of DHEA (0.5 mmol, 1.0 eq) and isatin derivative(0.75 mmol, 1.5 eq) in EtOH (10 mL) was added Al2O3/KF (0.5 mmol,1.0 eq), the resulting mixture was stirred at reflux temperature for 6 h.Upon completion of the reaction indicated by the TLC, the mixture wasfiltered and the solid was washed with dichloromethane (DCM) forseveral times. The filtrate was then evaporated under vacuum, followedby addition of DCM and H2O. The mixture was then acidified with 4MHCl (pH=1-2). The aqueous layer was washed with DCM for severaltimes. The combined organic layers were then dried over Na2SO4 andevaporated under vacuum to the crude product, which was then subjectedto column chromatography, affording the corresponding product.

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, 7-Nitroindoline-2,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yang, Yan-Tao; Du, Shuzhang; Wang, Song; Jia, Xuedong; Wang, Xiaojuan; Zhang, Xiaojian; Steroids; vol. 151; (2019);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 112656-95-8, A common heterocyclic compound, 112656-95-8, name is 7-Nitroindoline-2,3-dione, molecular formula is C8H4N2O4, 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: Mg(ClO4)2 (10 mol %) was added to a mixture of isatin (2 mmol), malononitrile or ethyl cyanoacetate (2mmol), and dimedone (2 mmol) in aqueous ethanol solution(50%, v/v, 5 mL), and the resulting mixture was stirred at 50C for 30-60 min. Upon completion of the reaction (TLC),the mixture was allowed to cool to room temperature. The resulting solid was filtered and washed successively with water (2 × 30 mL) and cold aqueous ethanol (2 × 1 mL) to afford pure product 4.

The synthetic route of 112656-95-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wu, Chunlei; Shen, Runpu; Chen, Jianhui; Hu, Chunqi; Bulletin of the Korean Chemical Society; vol. 34; 8; (2013); p. 2431 – 2435;,
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Indoline | C8H9N – PubChem

Application of 112656-95-8,Some common heterocyclic compound, 112656-95-8, name is 7-Nitroindoline-2,3-dione, molecular formula is C8H4N2O4, 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 solution of 7-nitro-isatin (15) (3 g, 0.016 mol), cyanoacetic acid (1.33 g, 0.016 mol) and piperidine (0.10 ml) in pyridine (15 ml) was refluxed for 30 hours. After cooling to room temperature, concentrated hydrochloric acid (1 ml) and water (10 ml) were added. The product was obtained by extraction with ethylacetate. Organics were dried under sodium sulfate, solvent was removed in vacuum to give 2 g (60 % yield) of (7-nitro-2-oxindole-3-yliden)acetonitrile. mp (exp.) = 224-225 0C. Spectrum NMR 1 (DMSO-d6, delta, ppm, J, Hz): 6.94 (s, 1H), 7.28 (dd, J = 7.45; J = 8.34, 1H); 7.86 (d, J = 7.20, 1H), 8.10 (d, J = 8.59, 1H), 11.33 (s, 1H). Spectrum NMR 13C (DMSO-d6, delta, ppm): 70.99; 117.17; 122.89; 125.25; 130.77; 131.62; 133.82; 138.63; 177.50. IR spectrum (sm-1): 1535; 1598; 1626 (NO2), 1727 (C=O), 2926; 2958 (C=C-H), 3239; 3348 (NH). MS (EI, 70 eV), m/z (I, %): 233 (77, [M*H2O]+), 215 (26, M+), 193 (86), 189 (44), 175 (50), 149 (32), 145 (60), 118 (70), 90 (31), 63 (31), 41 (40), 30 (100).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7-Nitroindoline-2,3-dione, its application will become more common.

Reference:
Article; Zaryanova, Ekaterina V.; Lozinskaya, Nataly A.; Beznos, Olga V.; Volkova, Maria S.; Chesnokova, Nataly B.; Zefirov, Nikolay S.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 16; (2017); p. 3787 – 3793;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 112656-95-8, name is 7-Nitroindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 7-Nitroindoline-2,3-dione

Step 3: 2-Amino-3-nitro-benzoic acid; To a ice cold solution of 7-nitro-1 H-indole-2,3-dione (9 g, 47 mmol) in 2 M aqueous sodium hydroxide (50 ml_), 30% hydrogen peroxide (9 ml.) was added drop wise. The mixture was warmed to room temperature and stirred overnight. The mixture was carefully acidified by addition of a saturated citric acid solution. The solid precipitate was collected by filtration, washed with water and dried in a vacuum oven to get 6 g of the required product as a yellow coloured solid (70%).1H NMR (300 MHz, DMSOd6): delta (ppm) = 8.9(br.s, 1 H), 8.19(m, 2H), 6.63(m, 1 H). HPLC purity: 98 %. LCMC(-ive mode): 93% and m/z:181.9

According to the analysis of related databases, 112656-95-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SERONO S.A.; THUNUGUNTLA, Siva Sanjeeva Rao; SUBRAMANYA, Hosahalli; KUNNAM, Satish Reddy; SANIVARU VIJAY, Sekhar Reddy; BINGI, Chakrapani; KUSANUR, Raviraj; SCHWARZ, Matthias; ARLT, Michael; WO2010/115736; (2010); A2;,
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Application of 112656-95-8, 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. 112656-95-8, name is 7-Nitroindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows.

The solution of 7-nitroisatin (15) (3 g, 0.016 mol), malonic acid (1.63 g, 0.016 mol) and piperidine (0.10 ml) in pyridine (10 ml) was refluxed for 20 hours. After cooling to room temperature, the solution of hydrochloric acid in 1,4-dioxane (16 %, 1 ml) was added. The solvent was evaporated in vacuum. The solid was washed with concentrated hydrochloric acid, the precipitate was collected by vacuum filtration, washed with small amount aqueous hydrochloric acid and water, dried on air to give 0.84 g (21 % yield) of (7-nitro-3-hydroxy-2-oxindole-3-yl)acetic acid. mp (exp.) = 242-243 0C. Spectrum NMR 1 (DMSO-d6, delta, ppm, J, Hz): 3.02 (d, J = 16.51, 1H), 3.12 (d, J = 16.51, 1H), 7.15 (dd, J = 7.09, J = 8.56, 1H); 7.75 (d, J = 6.97, 1H), 8.00 (dd, J = 1.10, J = 8.56, 1H), 11.06 (s, 1H). Spectrum NMR 13C (DMSO-d6, delta, ppm): 41,78; 71,41; 122,23; 124,39; 130,47; 131,10; 135,71; 140,04; 170,75; 178,94. IR spectrum (sm-1): 1470 (CH2), 1534; 1630 (NO2), 1698 (C=O), 1720 (C=O), 3227 (NH), 3447 (OH), 3000-3500 (OH). MS (EI, 70 eV), m/z (I, %): 252 (54, M+), 234 (46), 190 (85), 175 (76), 145 (100), 118 (46), 104 (32), 63 (26), 45 (55), 30 (55).

The chemical industry reduces the impact on the environment during synthesis 7-Nitroindoline-2,3-dione. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zaryanova, Ekaterina V.; Lozinskaya, Nataly A.; Beznos, Olga V.; Volkova, Maria S.; Chesnokova, Nataly B.; Zefirov, Nikolay S.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 16; (2017); p. 3787 – 3793;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 112656-95-8, 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. 112656-95-8, name is 7-Nitroindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

7′-Nitro-spiro[1,3-dioxolan-2,3′-indol]-2′(1’H)-one (1b) was obtained as grey powder with yield 64%, m.p. 207-208 C [Found C 50.78, H 3.55, N 11.79. C10H8N2O5 requires C 50.85, H 3.41, N 11.86%]; numax (KBr) 1119, 1322, 1346, 1465, 1528, 1630, 1762, 3219 cm-1; deltaH (400.1 MHz, DMSO-d6) 4.30-4.40 (4H, m, -O-(CH2)2-O-), 7.24 (1H, dd, J 7.2, 8.6, -CH-CH-CH-C-); 7.77 (1H, dd, J 0.6, 7.2, -CH-CH-CH-C-), 8.12 (1H, dd, J 1.0, 8.6, -CH-CH-CH-C-), 11.17 (1H, s, NH); deltaC (100.6 MHz, DMSO-d6) 66.4, 123.3, 126.9, 131.6; MS (EI, 70 eV): m/z (I, %): 236 (41, M+), 219 (96), 208 (46), 191 (100), 175 (22), 161 (20), 147 (29), 131 (11), 117 (58), 106 (12), 90 (29), 75 (26), 63 (30), 43 (19), 30 (60).

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, 7-Nitroindoline-2,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zaryanova, Ekaterina V.; Ignatov, Alexander A.; Lozynskaya, Nataly A.; Tetrahedron; vol. 73; 49; (2017); p. 6887 – 6893;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 112656-95-8, 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. 112656-95-8, name is 7-Nitroindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Add 7-nitroisatin 3 (10g, 0.052mol) and tetrahydrofuran (200mL) to a 250mL reaction flask, add sodium borohydride (2.4g, 0.061mol) in portions, and add tetrachloride in portions under cooling in an ice bath. Zirconium (42.4 g, 0.182 mol).The temperature was raised to room temperature for 18 hours, and the starting material disappeared by HPLC.1 mol / L hydrochloric acid (50 mL) was slowly added dropwise to the reaction flask, stirred for 30 minutes, ethyl acetate (100 mL) was added, 100 mL of water was added, insoluble matter was filtered off, the filtrate was left to separate and the organic layer was washed with 100 mL of water, and concentrated A yellow crude product was obtained, which was recrystallized from ethyl acetate and n-heptane to obtain 7.2 g of yellow crystals with a yield of 86% and a purity of 98.2%.

The synthetic route of 7-Nitroindoline-2,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Suli Fine Chemical Co., Ltd.; Wang Jingli; Yang Kai; Fei Zhongbo; Cao Wenli; Wang Liyang; Ding Shaocong; (6 pag.)CN110845388; (2020); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem