Author: Jessica.F

Reference of 6872-06-6, 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. 6872-06-6, name is 2-Methylindoline, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Formyl chloride derivatives (7 mmol) was added to the solution ofvarious arylamines (7 mmol) in acetone (25 ml). After stirring at 60 Cfor 6 h, the reaction mixture was concentrated to remove acetone. Theresidue was purified by column chromatography with petroleum/ethylacetate (9:1) to afford the target compound 15-27 and 29-32.

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

Reference:
Article; Fu, Dong-Jun; Li, Miaomiao; Zhang, Sai-Yang; Li, Jiang-Feng; Sha, Beibei; Wang, Longhao; Zhang, Yan-Bing; Chen, Ping; Hu, Tao; Bioorganic Chemistry; vol. 92; (2019);,
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Related Products of 868066-91-5,Some common heterocyclic compound, 868066-91-5, name is 5-Bromo-2-methylisoindolin-1-one, molecular formula is C9H8BrNO, 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 solution of 5-bromo-2-methylisoindolin-l-one (Example 31, step (i), 60.4 g) in dioxane (2 L) was added 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (67.8 g), potassium acetate (65.4 g) and Pd(dppf)Cl2 (6 g) under an atmosphere of nitrogen. The mixture was heated to 1000C and stirred for 4 h. The reaction mixture was cooled to room temperature and filtered. The filtrate was concentrated and the crude product was purified by chromatography on silica eluting with petroleum ether / ethyl acetate (6:1 to 2: 1) to afford the sub-titled compound (72 g).1H NMR (400 MHz, CDCl3): delta 7.89-7.88 (m, 2H), 7.83-7.81 (m, IH), 4.35 (s, 2H), 3.19 (s, 3H), 10.34 (s, 12H).

The synthetic route of 868066-91-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; FORD, Rhonan; METE, Antonio; MATHER, Andrew; MILLICHIP, Ian; WO2010/128324; (2010); A1;,
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Indoline | C8H9N – PubChem

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. 41910-64-9, name is 4-Chloroindoline, A new synthetic method of this compound is introduced below., Computed Properties of C8H8ClN

Step 2: (cis) (4-(4-chloroindolin- l-yl)thiazol-2-yl) (2,6-dimethylmorpholino) methanone (cis) (4-bromothiazol-2-yl) (2,6-dimethylmorpholino)methanone (step- 1 of compound 45, 1.0 g, 3.28 mmol) and 4-chloroindoline (0.55 g, 3.60 mmol) were added to seal tube containing toluene (25 ml). Sodium tert-butoxide (0.47 g, 4.91 mmol) was added, the nitrogen gas was bubbled through reaction mixture for 15 minutes and tris(dibenzylideneacetone)dipalladium(0) (0.15 g, 0.16 mmol) was added under nitrogen and the tube was sealed. The reaction mixture was heated at 100C for 18 hr under stirring. The progress of reaction was monitored by TLC. The reaction mixture was cooled to 25C and diluted with ethyl acetate (100 ml) and washed with water (25 ml). The organic layer was dried over sodium sulfate filtered and concentrated under reduced pressure to obtain a crude product; which was purified by flash column chromatography using 15% ethyl acetate in hexanes as an eluent to obtain the title compound (0.75 g, 60.6%). MS: m/z 378 (M+l). iHNMR (CDCI3, 400 MHz): delta 7.52 (d, J = 8.8 Hz, 1H), 7.18-7.05 (m, 2H), 6.33 (s, 1H), 5.56 (d, J = 13.2 Hz, 1H), 4.56 (d, J = 13.2 Hz, 1H), 3.99 (t, J = 8.8 Hz, 2H), 3.82-3.66 (m, 2H), 3.24 (t, J = 8.8 Hz, 2H), 3.10 (t, J = 12.8 Hz, 1H), 2.63 (t, J = 12.8 Hz, 1H), 1.41- 1.22 (m, 6H).

The synthetic route of 41910-64-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LUPIN LIMITED; SINHA, Neelima; KARCHE, Navnath, Popat; HAJARE, Anil, Kashiram; ADURKAR, Shridhar, Keshav; LAIRIKYENGBAM, Bikramjit, Singh; RAJE, Firoj, Aftab; TILEKAR, Ajay, Ramchandra; THUBE, Baban, Rupaji; PALLE, Venkata P.; KAMBOJ, Rajender, Kumar; WO2013/132380; (2013); A1;,
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Electric Literature of 199328-10-4, The chemical industry reduces the impact on the environment during synthesis 199328-10-4, name is Methyl Oxindole-5-carboxylate, I believe this compound will play a more active role in future production and life.

Into a 50-mL round-bottom flask was placed methyl 2-oxo-2,3-dihydro-1H- indole-5-carboxylate (800 mg, 4.18 mmol, 1.00 equiv) and methanol (10 mL). This was followed by the addition of a solution of NaOH (670 mg, 16.75 mmol, 4.00 equiv) in water (10 mL) dropwise with stirring at 0oC. The resulting solution was stirred for 14 h at 20oC. The mixture was then concentrated under vacuum and the residue taken up in 20 mL of H2O. This was washed with 2×5 mL of dichloromethane. The pH was adjusted to 4 with hydrochloric acid (1 N) and extracted with 5×50 mL of ethyl acetate and the organic layers combined. Concentration resulted in 592 mg (80%) of 2-oxo-2,3-dihydro- 1H-indole-5-carboxylic acid as a yellow solid

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, Methyl Oxindole-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Epizyme, Inc.; Poley, Megan Allen Clunan; Kunz, Kevin Wayne; Mills, James Edward John; Mitchell, Lona Helen; munckhof, Michael John; Harvey, Darren Martin; (303 pag.)KR2017/45749; (2017); A;,
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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. 6341-92-0, name is 6-Chloroisatin, A new synthetic method of this compound is introduced below., Formula: C8H4ClNO2

General procedure: The mixture of substituted isatins 1 (1 mmol), phthalic anhydride or succinic anhydride 2 (1 mmol), 1,3-dimethylurea (1,3-diethylurea) 3 (1.5 mmol), p-TSA?H2O (0.2 mmol), and CH3CN (3 mL) was put in a 25 mL flask and reacted under 80 C (monitored by TLC) about 5 h. After completion, the reaction the mixture was cooled to room temperature and the precipitate was obtained by filtration. Compound 4 was purified by recrystallization from EtOH.

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; Li, Lei; Xu, Hui; Yan, Lirong; Xu, Zhongyun; Ling, Zhi; Rong, Liangce; Tu, Shu-Jiang; Tetrahedron Letters; vol. 58; 25; (2017); p. 2468 – 2474;,
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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. 954-81-4, name is N-(5-Bromopentyl)phthalimide, A new synthetic method of this compound is introduced below., Quality Control of N-(5-Bromopentyl)phthalimide

General procedure: A mixture of the intermediates 3a-3e (5 mmol) and corresponding secondary amine 4a-4g (5.5 mmol) was added in CH3CN (20 ml) at the presence of anhydrous K2CO3 (6 mmol). The mixture was heated at 65 C for 6-10 h. The solvent was evaporated in vacuo. The residue was dissolved in CH2Cl2 (25 mL), washed with water (20 mL × 3), and the combined organic phases were washed with saturated aqueous NaCl (30 mL), dried over sodium sulfate, and filtered. The solvent was evaporated under reduced pressure. The residue was purified on a silica gel chromatography using mixtures of petroleum/acetone as eluent to get the target products TM-1~TM-28.

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; Sang, Zhipei; Wang, Keren; Wang, Huifang; Yu, Lintao; Wang, Huijuan; Ma, Qianwen; Ye, Mengyao; Han, Xue; Liu, Wenmin; Bioorganic and Medicinal Chemistry Letters; vol. 27; 22; (2017); p. 5053 – 5059;,
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Synthetic Route of 7477-63-6, A common heterocyclic compound, 7477-63-6, name is 7-Chloroisatin, molecular formula is C8H4ClNO2, 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: Amixture of isatin (1.0 mmol), malononitrile or its derivative (1.0mmol) and Et3N (1.0 mmol) in 3.0 mL ethanol were stirred at roomtemperature for half an hour. Then a solution of hydrazine hydrate (1.1 mmol)and dialkyl acetylenedicarboxylate (1.1 mmol) in 2.0 mL ethanol was added toit. The whole solution was stirred at room temperature for stipulated time asindicated in Table 2. The progress of the reaction was monitored by TLC. Aftercompletion of the reaction, the resulting precipitates were collected by filtration and the crudeproduct was recrystallized from the mixture of methanol and acetonitrile (7:3). In some cases the crude product were purified by columnchromatography using silica gel (60-120 mesh) and 50percent ethyl acetate in hexaneas eluent.

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; Pal, Suman; Khan, Md. Nasim; Karamthulla, Shaik; Abbas, Sk Jahir; Choudhury, Lokman H.; Tetrahedron Letters; vol. 54; 40; (2013); p. 5434 – 5440;,
Indoline – Wikipedia,
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Related Products of 3891-07-4,Some common heterocyclic compound, 3891-07-4, name is 2-(2-Hydroxyethyl)isoindoline-1,3-dione, molecular formula is C10H9NO3, 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.

Compound 1 (2.0 g, 1.05 mmol)And compound 2 (2.3g, 1.7mmol)Add to DMA (20ml) solution,Heat the solution to 40 C,Then slowly add sodium tert-butoxide (1.6 g, 1.6 mmol),The reaction was stirred at 40 C for 3 hours.After the reaction is completed, cool to room temperature.Then slowly add acetic acid to adjust the pH to about 7,Add 10ml of water,Extracted with dichloromethane (50ml × 3),Combined organic phases,Dried over anhydrous sodium sulfate,The concentrated solution was subjected to column separation (eluent: petroleum ether / ethyl acetate (v / v) = 10: 1),To give 2.1 g of a white solid,The yield was 72%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(2-Hydroxyethyl)isoindoline-1,3-dione, its application will become more common.

Reference:
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Liu Zhiqiang; Li Huanyin; (38 pag.)CN110317211; (2019); A;,
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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,
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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. 21857-45-4, name is 5-Methoxyindoline, This compound has unique chemical properties. The synthetic route is as follows., name: 5-Methoxyindoline

0 degree celcius at the 5-methoxy indoline (257mg, 1.72mmol) and triethylamine (487ul, 3.44mmol) was added to dichloromethane (8.0mL), and then slowly added 4-methoxy-3- (4- (2,2,2-trichloro-acetyl) piperazin-1-yl) benzene-1-sulfonyl chloride (500mg, 1.15mmol). After 10 minutes the reaction temperature was raised to 25 , the reaction overnight. Was added 50mL of dichloromethane and then with saturated sodium chloride solution (40 mL), the organic phase after separation was dried over anhydrous sodium sulfate. Filtered, the filtrate was spin dry, purified by column chromatography (petroleum ether / ethyl acetate (v / v) = 5/1) to give the title compound as a white solid (554mg, 87.9%).

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 21857-45-4.

Reference:
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Zhang, Wenhe; Jin, Chuanfei; Zhang, Yingjjun; Zhang, Ji; (50 pag.)CN105367474; (2016); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem