Author: Jessica.F

2913-97-5, name is N-(2-Oxoethyl)phthalimide, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 2913-97-5

Under a nitrogen atmosphere, to a mixture of NaH (560 mg, 22 mmol) and anhydrous THF (90 mL), a solution of diethyle(2-oxopropyl)phosphonate (4.27 g, 22 mmol) in THF (60 mL) was added over 10 min. The resulting solution was stirred at r.t. for 1 h. Then Compound 2 (6.24 g, 33 mmol) was dissolved in THF (30 mL) and was added dropwise to the above solution. The reaction mixture was stirred at r.t. for a further 3 h. The reaction was quenched with H2O, and THF was removed in vacuo. The residue was then extracted with CH2Cl2 and the combined organic layer was washed with 1N HCl and saturated NaHCO3, dried over Na2SO4. The solvent was evaporated and the residue was purified by silica gel column chromatography with Hexane/EtOAc (1:1) to provide Compound 3 (4.6 g, 20 mmol, 60percent) as a white solid. 1H NMR (CDCl3, 400 MHz) delta 7.91 (m, 2H), 7.79 (m, 2H), 6.81-6.74 (m, 1H), 6.16-6.11(dt, J=1.6, 16.0 Hz, 1H), 4.49 (dd, J=1.6, 4.8 Hz, 2H), 2.27 (s, 3H); 13C NMR (CDCl3, 100 MHz): delta 197.7, 167.7, 139.7, 134.4, 131.9, 131.8, 123.7, 123.6, 38.3, 27.2; MS (ESI, positive) m/z calcd. for C13H12NO3 [M+H]+: 230, found: 230.

The synthetic route of 2913-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF DELAWARE; Zhuang, Zhihao; Li, Guorui; (15 pag.)US9605297; (2017); B2;,
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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. 39755-95-8, name is 5-Methoxyisatin belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 5-Methoxyisatin

General procedure: A mixture of isatin derivatves (1 mmole), malononitrile (1 mmole),1,3-dicarbonyl compounds (1 mmole), and Fe3+-mont. (0.05 g) in CH3CN(5 mL) was heated using an Elmasonic S 40 H ultrasonic cleaning unit at 50 C under silent condition. The progress of the reaction was monitored by TLC (EtOAc/hexane 3:7). After completion of the reaction, the catalyst was removed by filtration. Water was added to the residue. The solid which was obtained was filtered off and dried to provide pure products of the spirooxindole derivatives (4a-j) (Table 3).

The synthetic route of 39755-95-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mamaghani, Manouchehr; Tabatabaeian, Khalil; Pourshiva, Mina; Nia, Roghayeh Hossein; Journal of Chemical Research; vol. 39; 6; (2015); p. 314 – 317;,
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Electric Literature of 14389-06-1,Some common heterocyclic compound, 14389-06-1, name is 5-Chloro-7-methylindoline-2,3-dione, molecular formula is C9H6ClNO2, 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.

Reference Example 23 Synthesis of 2-phenyl-6-chloro-8-methylquinoline-4-carboxylic Acid The above-mentioned compound (1.03 g) was formed from 1.95 g of 5-chloro-7-methylisatin and 2.40 g of acetophenone in the same manner as in Reference Example 1. 1 H-NMR(DMSO-d6), delta: 2.53(s, 3H), 7.55(m, 3H), 7.65(d, 1H), 8.03(d, 1H), 8.25(d, 2H), 8.35(s, 1H), 8.46(s, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloro-7-methylindoline-2,3-dione, its application will become more common.

Reference:
Patent; Mitsui Toatsu Chemicals, Inc.; US5627193; (1997); A;,
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Reference of 61-70-1, These common heterocyclic compound, 61-70-1, name is 1-Methylindolin-2-one, 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: All reactions were conducted in 10 mL glass vials fitted with crimpcap septum caps. The reaction vial, equipped with a magnetic stir bar,was charged under an N2 atmosphere with 1-methylindolin-2-one (4)(73.6 mg, 0.5 mmol), Pd2(dba)3 (10 mg, 0.011 mmol, 2.5 mol%), i-Pr-BI-DIME (7) (0.022 mmol, 5 mol%), LiHMDS (1 M in toluene, 0.55 mL,0.55 mmol) and the aryl halide (1.1 equiv), then sealed with a crimpcap septum. THF (0.5 mL) and toluene (0.5 mL) were added via syringe and the reaction was heated to 70 C for 4-24 h. The reaction mixture was cooled to room temperature then filtered through a Celite pad with EtOAc (5 mL) as eluent. The filtered solution waswashed with H2O (3 mL), dried over MgSO4 and then concentrated under reduced pressure. The crude residue was purified using a 12 g silica column (30% EtOAc/hexanes) to afford the corresponding oxindole product.

Statistics shows that 1-Methylindolin-2-one is playing an increasingly important role. we look forward to future research findings about 61-70-1.

Reference:
Article; Mangunuru, Hari P. R.; Malapit, Christian A.; Haddad, Nizar; Reeves, Jonathan T.; Qu, Bo; Rodriguez, Sonia; Lee, Heewon; Yee, Nathan K.; Song, Jinhua J.; Busacca, Carl A.; Senanayake, Chris H.; Synthesis; vol. 50; 22; (2018); p. 4435 – 4443;,
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Related Products of 1127-59-9, 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. 1127-59-9, name is 7-Methylindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

8-Methyl-2-(2-pyridyl)quinoline-4-carboxylic acid (VI; R1 =2′-aza, R2 =H) A mixture of 2-acetylpyridine (IV; R1 =2-aza: 6.05 g, 0.05 mol) and 7-methylisatin (V; R2 =H: 8.52 g, 0.053 mol) in 65 mL of 50percent EtOH–H2 O containing KOH (13 g) was refluxed for 2 h, then diluted with 50percent EtOH–H2 O to obtain a homogeneous solution, filtered and acidified (HOAc). The resulting acid was collected, washed with 30percent EtOH–H2 O and recrystallized from DMF–EtOH to provide the product (9.4 g, 67percent, mp. 319°-320° C. Anal. (C16 H12 N2 O2) C,H,N. Similar reactions using appropriately substituted acetophenones gave the 8-methyl-2-phenylquinoline-4-carboxylic acids (VI) listed in Table III.

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

Reference:
Patent; Development Finance Corporation of New Zeland; US4904659; (1990); 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. 317-20-4, name is 7-Fluoroisatin, A new synthetic method of this compound is introduced below., Product Details of 317-20-4

General procedure: In 25 ml a round bottom flask with minimum amount of water as solvent at 80 C, to this add o-phenylenediamine (1 mmol), tetronic acid (1 mmol), isatin (1 mmol) and sulphamic acid (4 mol %) it was stirred, refluxed at 100 C for 3 h. The progress of reaction was monitored by TLC. After completion of the reaction, ice-cold water was added and stirred for 5 min. The precipitated solid collected by filtration, washed with water and recrystallised using ethanol.

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; Nagaraju, Burri; Kovvuri, Jeshma; Babu, K. Suresh; Adiyala, Praveen Reddy; Nayak, V. Lakshma; Alarifi, Abdullah; Kamal, Ahmed; Tetrahedron; vol. 73; 49; (2017); p. 6969 – 6976;,
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Application of 1074-82-4, 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. 1074-82-4, name is Potassium 1,3-dioxoisoindolin-2-ide belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Into a reaction vessel were put potassium phthalimide (5.00g, 27.0mmol), benzyltrimethylammonium chloride (0.50g, 2.70mmol) and DMF (50ml) and then thereto was added (R)-epichlorohydrin (5.00g, 54.0mmol). The mixture was stirred at room temperature for 16 hours and the solvent was removed. To the residue was added ethyl acetate (30ml), the mixture was washed with water (20ml) and ethyl acetate was removed to give crude (R)-glycidylphthalimide (4.48g, yield: 82%, optical purity: 63%e.e.) as a white 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, Potassium 1,3-dioxoisoindolin-2-ide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DAISO CO., LTD.; EP1403267; (2004); A1;,
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Reference of 6872-06-6, These common heterocyclic compound, 6872-06-6, name is 2-Methylindoline, 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.

Example 19b Synthesis of (+)-2-[2-(2-methyl-2,3-dihydroindol-1-yl)-2-oxoethyl]-6-morpholin(D4)-4-yl-3H-pyrimidin-4-one and example 20b: (-)-2-[2-(2-methyl-2,3-dihydroindol-1-yl)-2-oxoethyl]-6-(2,2,6,6-morpholin-D4)-4-yl-3H-pyrimidin-4-one Step 1b: Synthesis of 2-(4-chloro-6-methoxpyrimidin-2-yl)-1-(2-methyl-2,3-dihydroindol-1-yl)ethanone In a three-necked flask, under argon, 4 g of the sodium salt of (4-chloro-6-methoxypyrimidin-2-yl)acetic acid (example 8b, step 3b) and 2.6 g of 2-methylindoline (6872-06-6, Aldrich) are placed in 3 ml of pyridine and 60 ml of DMF. The heterogeneous solution obtained is stirred at ambient temperature (20 C.), then N-[3-(dimethylamino)propyl]-N?-ethylcarbodiimide hydrochloride is added and stirring is maintained for 20 hours. The reaction mixture is concentrated in a rotary evaporator under vacuum, 100 ml of water are added, extraction is carried out with 3 times approximately 50 ml of dichloromethane, washing is carried out with 50 ml of saturated NaCl solution, drying is carried out over MgSO4 and filtration is carried out through a VF filter. The compound obtained is chromatographed on silica gel (40-63 mum), elution being carried out with dichloromethane. The fractions containing the expected compound are combined and evaporated. The compound obtained is triturated from diisopropyl ether, filtration is carried out, and drying is carried out at 20 C. 2-(4-Chloro-6-methoxypyrimidin-2-yl)-1-(2-methyl-2,3-dihydroindol-1-yl)ethanone is isolated (2.6 g) in the form of a solid (yield 46%) which is used as it is in the next step.

Statistics shows that 2-Methylindoline is playing an increasingly important role. we look forward to future research findings about 6872-06-6.

Reference:
Patent; SANOFI; Brollo, Maurice; Carry, Jean-Christophe; Certal, Victor; Didier, Eric; Doerflinger, Gilles; EL Ahmad, Youssef; Filoche-Romme, Bruno; Halley, Frank; Karlsson, Karl Andreas; Schio, Laurent; Thompson, Fabienne; US2013/274253; (2013); A1;,
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Related Products of 2307-00-8, These common heterocyclic compound, 2307-00-8, name is 5-Amino-2-methylisoindoline-1,3-dione, 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.

A mixture of 1-phenylisatin (50 mg, 0.22 mmol) and 4-amino-N-methylpthalimide (40 mg, 0.22 mmol) was heated neat at 215 C. for 2 h. The crude material was purified by preparative TLC using a mixture of 3:7 ethyl acetate and hexane as the eluent, giving the desired product as a yellow solid (8 mg, 0.02 mmol, 10%). 1H NMR (400 MHz): delta 7.88 (d, J=7.8, 1H), 7.83-7.80 (m, 1H), 7.51 (t, J=7.5, 1H), 7.47-7.18 (m, 6H), 7.02 (t, J=8.0, 1H), 6.91-6.79 (m, 2H), 6.58 (d, J=7.5, 1H), 3.22 (s, 3H); ESI-MS m/z found 382 (MH+).

The synthetic route of 2307-00-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Blackburn, Thomas P.; US2007/135510; (2007); A1;,
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Electric Literature of 317-20-4, The chemical industry reduces the impact on the environment during synthesis 317-20-4, name is 7-Fluoroisatin, I believe this compound will play a more active role in future production and life.

Under nitrogen protection,4 g (0.024 mol) of 7-fluoro isatinAnd 3.52 g (0.093 mol) of sodium borohydride were put into a dry four-necked flask,Cooled to -10 C or less,Stirring,To this, 40 mL of dry tetrahydrofuran was slowly added dropwiseAnd 7.6 g (0.054 mol) of borontrifluoride etherate,The whole process control temperature does not exceed -5 ,Reaction overnight,Reaction completed,A solution of 6.6 g of sodium hydrogen sulfate and 70 mL of water was slowly added dropwise to the solution,Steam distillation mixture,The distillate was extracted with ethyl acetate,Dried over anhydrous magnesium sulfate,The solvent was distilled off,To give 2.58 g of white needles (yield 78.8%).

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-Fluoroisatin, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Changzhou Vocational Institute of Engineering; Liu, Changchun; Cheng, Jin; Liu, Chengxian; Jiang, Ruoyu; Xu, Jin; Xue, Xuming; Zhou, Dongdong; (5 pag.)CN105732462; (2016); A;,
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