Tag: M.W=200-300

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. 181140-34-1, name is (R)-(-)-N-(2,3-Epoxypropyl)phthalimide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 181140-34-1

A mixture of (R)-N-(2,3-epoxypropyl)-phthalimide (1.02 g, 5.0 mmol), substituted indole (5.0 mmol), p-xylene (5 mL) and NaH (80 mg of 60% in mineral oil) was stirred under N2 at 120 C. for 8 h. After cooling to 80 C. EtOH (10 mL) and anhydrous hydrazine (1 mL) were added, the mixture was heated at 80 C. for 2 h. Then the reaction mixture was cooled to RT, diluted with EtOAc (100 mL), washed with 0.5N NaOH (2×50 mL), brine (50 mL). Organic phase was dried over Na2SO4, evaporated. The residue was triturated with Et2O, the precipitate was collected by filtration, dried in vacuum.

According to the analysis of related databases, 181140-34-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gregor, Vlad E.; Liu, Yahua; Anikin, Alexey; McGee, Danny Peter Claude; Mikel, Charles; McGrath, Douglas Eric; Vavilala, Goverdhan Reddy; Pickens, Jason C.; Kadushkin, Alexander; Jiang, Luyong; Thiruvazhi, Mohan Santhanam; Zozulya, Sergey; Vairagoundar, Rajendran; Zhu, Tong; Chucholowski, Alexander; Webb, Thomas; Gantla, Vidyasagar Reddy; Yan, Zheng; US2008/171769; (2008); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 3335-98-6, name is 1-Phenyloxindole, belongs to indolines-derivatives 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 3335-98-6, Application In Synthesis of 1-Phenyloxindole

General procedure: A mixture of isatins (1, 1.0 mmol), indolin-2-ones (2, 1.0 mmol) and ZrCl4 (23 mg, 0.1 mmol) was heated in anhydrous ethanol (5 mL) under reflux. After the disappearance of the reactants (8-12 h, monitored by TLC), the mixture was slowly cooled to room temperature. The red solids precipitated and were collected by filtration, then washed by a small amount of anhydrous ethanol to deliver pure compounds 3.

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

Reference:
Article; Liu, Meilin; Qiu, Shaozhong; Ye, Yu; Yin, Guodong; Tetrahedron Letters; vol. 57; 52; (2016); p. 5856 – 5858;,
Indoline – Wikipedia,
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. 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;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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;,
Indoline – Wikipedia,
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. 41663-84-7, name is 2-Methyl-5-nitroisoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Computed Properties of C9H6N2O4

Example 12Conversion of Treated 4NPI to BisimideA 2-liter, 5-necked oil jacketed glass vessel, equipped with a Dean and Stark receiver topped with a reflux condenser, a mechanical stirrer, and means for maintaining a nitrogen atmosphere, was charged with 335 g (1.63 mol) of 4-NPI in 1000 g of toluene (resulting from the bicarbonate treatment of the 4NPI/water slurry, see above), and 6.2 g (0.008 mol HEG-Cl) of a catalyst solution composed of 34.4% by wt. HEG-Cl, 10.0% sodium chloride, and 55.6% water. An additional 500 g of toluene was added. The solution was brought to reflux using an external hot oil unit set at 120 C. to supply hot oil to the jacket of the vessel, and the water was removed by azeotropic distillation. Approximately 500 g of toluene was removed during the distillation. The dry 4-NPI/catalyst toluene solution was then added via a flexible fitting to a 5-liter, 5-necked oil jacketed glass vessel (equipped with a Dean and Stark Receiver topped with a reflux condenser, mechanical stirrer, and means for maintaining a nitrogen atmosphere) containing 222 g (8.15 mol) of BPA disodium salt and 700 g of toluene (the salt solution can also be added to the NPI solution). The temperature on the 5-liter vessel was maintained at 120 C. using a hot oil recirculating unit. HPLC of the reaction mixture indicated that the displacement reaction was complete in 60 min. to afford a 99.4% yield of BPA bisimide. The mixture was cooled to 80 C. and extractively purified with three 580 mL portions of 1% aqueous sodium hydroxide to afford pure bisimide with a yellowness index (YI) of 2.0.The YI was measured with a Macbeth 7000 spectrometer using ASTM D-1925. A blank of methylene chloride was measured for YI prior to measurement of the sample. This YIblank measurement was recorded for use in correcting the final measurement. About 0.5 g of a sample was dissolved into 10 mL of methylene chloride. The sample was then filtered through a 0.5 g HPLC filter. The mixture was then transferred to a 3.7 cm×5 cm×10 mm path length cell. The cell was placed into the calorimeter (ASTM D11925) and the YI was determined.The equation (I) below was used to correct the YI. This equation (I) is general and allows for solutions to also be measured for YI.YIcor=(YImeas-YIblank)*0.5*100/(wt. Sample in G*% solids of the sample) (I) The washes were done at 80 C., with a 5 minute agitation time and a 7 minute settling time. The YI of the material was 2.2. The YI of a typical reaction (without bicarbonate treatment of the 4NPI/water slurry) is 3 to 4.

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:
Patent; SABIC Innovative Plastics IP B.V.; US2009/292128; (2009); A1;,
Indoline – Wikipedia,
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. 169037-23-4, name is 5-(Trifluoromethoxy)indoline-2,3-dione, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H4F3NO3

3beta-hydroxy-5alpha,8alpha-peroxyandrost-6-ene-17-hydrazine obtained in the step (f)(100 mg, 0.30 mmol) and 5-trifluoromethoxy-isatin (76.2 mg, 0.30 mmol) dissolved in 20 mLIn absolute ethanol, placed in a 50 mL single-necked flask, and the system was heated to 50 C for 2 to 4 hours.The reaction was terminated until no starting material was reacted. Decomposition under reduced pressure, purification by silica gel column,The product was obtained as a pale yellow solid, 114.2 mg, yield: 70%.

The synthetic route of 169037-23-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Qiqihar Medical University; Bu Ming; Wang Haijun; Wang Jing; Lin Yu; Li Hongling; Ma Yukun; (18 pag.)CN108707180; (2018); A;,
Indoline – Wikipedia,
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. 675109-26-9, name is 6-Bromoisoindolin-1-one, A new synthetic method of this compound is introduced below., Computed Properties of C8H6BrNO

TDI01239-1 (500 mg, 2.358 mmol) was dissolved in tetrahydrofuran (24 mL), and cooled to 0 C. Under the protection of nitrogen, 60% NaH (236 mg, 5.895 mmol) was added to the above reaction solution, and the reaction was performed at room temperature for 1h after the addition. Bromoethyl acetate was then added at 0 C, and the reaction was continued at room temperature for 2h. LC-MS indicated the reaction was complete. After completion of the reaction, ice water and 1N HCl solution was added to quench the reaction, and the aqueous phase was extracted with ethyl acetate (15 mL). The combined organic phase was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated to dryness to afford TDI01239-2 (700 mg, yellow solid, yield: 99.57%). MS m/z (ESI): 298.1 [M+H].

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:
Patent; Beijing Tide Pharmaceutical Co., Ltd.; Zhao, Yanping; Wang, Hongjun; Li, Gong; Jiang, Yuanyuan; Li, Xiang; Zhou, Liying; Liu, Yanan; (106 pag.)EP3421464; (2019); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, 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. category: indolines-derivatives

General procedure: To a hot stirred solution of the key intermediates 3a, b (0.27 gm,1 mmol) and sodium acetate (0.16 gm, 2 mmol) in acetic acid(15 mL), N-substituted isatins 6a-f were added and this mixturewas heated under reflux for 3 h. The formed solidwas filtered whilehot, dried and recrystallized from DMF/ethanol to obtain the targetcompounds 7a-g.

The synthetic route of 2058-72-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Eldehna, Wagdy M.; Abo-Ashour, Mahmoud F.; Nocentini, Alessio; Gratteri, Paola; Eissa, Ibrahim H.; Fares, Mohamed; Ismael, Omnia E.; Ghabbour, Hazem A.; Elaasser, Mahmoud M.; Abdel-Aziz, Hatem A.; Supuran, Claudiu T.; European Journal of Medicinal Chemistry; vol. 139; (2017); p. 250 – 262;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Some common heterocyclic compound, 552330-86-6, name is 5-Bromoisoindolin-1-one, molecular formula is C8H6BrNO, 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. Recommanded Product: 5-Bromoisoindolin-1-one

A solution of 5-bromoisoindolin-l-one (10 g, 47.16 mmol) in dioxane (450 mL) was degassed before Xantphos (2.73 g, 4.72 mmol), DIPEA (9.88 mL, 56.59 mmol), Pd2(dba)3 (2.159 g, 2.36 mmol) and methyl 3-mercaptopropanoate (32.6 mL, 330.12 mmol) wasadded. The reaction was heated to 80 C for lh. The reaction was concentrated in vacuo. Approximately half of the material was purified by flash chromatography eluting with 0- 5% methanol in EtOAc to afford 4.69g of product. Only half the material was purified this way because the crude material solidified part way through loading onto the column. The solidified material was triturated with methanol and 4.48 g of product was collected byfiltration as a colorless solid. The mother liquor was concentrated in vacuo and purified by flash chromatography eluting with 0-5% methanol in EtOAc to afford 1. lg product. This was combined with the material from the first column to give l0.27g (86%) of the title compound.LC/MS: m/zrr252 [M+H]. ?H NMR (500 MHz, DMSO-d6) i5 2.69 (t, 2H), 3.26 (t, 2H),3.60 (s, 3H), 4.34 (s, 2H), 7.38 (d, 1H), 7.52 (s, 1H), 7.58 (d, 1H), 8.48 (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 552330-86-6, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; LEVER, Sarah; NARJES, Frank; OLSSON, Roine, Ingemar; VON BERG, Stefan; (124 pag.)WO2018/229155; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 5394-18-3, 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. 5394-18-3, name is 2-(4-Bromobutyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 26; Compound of Formula VII, Wherein R1 and R2 Taken Together with the Carbon Atom to which they are Attached are CCH2, and R20=(4-Pyridin-3-yl-1H-triazol-1-ylbutyl), Rx=Ac; Step 26a.; To a solution of commercially available 2-(4-bromo-butyl)-isoindole-1,3-dione (7.1 mmol) in DMF (7 ml) was added sodium azide (5 eq.). After stirring at room temperature overnight, the mixture was diluted with water and extracted with EtOAc. The combined organic extracts were washed 3 times with water, once with brine, dried over MgSO4, filtered and concentrated under vacuum to give the desired azide product in quantitative yield. 13C NMR (CDCl3, ppm) delta: 168.4, 134.0, 132.1, 123.3, 50.9, 37.3, 26.3, 26.3, 25.9.

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-(4-Bromobutyl)isoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Or, Yat Sun; Tang, Datong; Gai, Yonghua; Sun, Ying; Xu, Guoyou; Wang, Zhe; US2006/122128; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem