Tag: M.W=200-300

Related Products of 2436-29-5,Some common heterocyclic compound, 2436-29-5, name is 3-(1,3-Dioxoisoindolin-2-yl)propanal, molecular formula is C11H9NO3, 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.

ally:3L reaction flask was added dichloromethane 800mL, Et2NH (175.5mL, 1.68mol, 2.1eq), K2CO3 (121.6g, 0.88mol, 1.1eq), a mechanical stirrer, nitrogen atmosphere, was cooled to 0 deg.] C, was added dropwise over 25 minutes 3- [2- (1,3-diketo isoindoline)] propanal (162.55g, 0.80mol, 1.0eq) dissolved in 800mL DCM solution was added dropwise to 0 stirred for 5 minutes, then at room temperature for 3 hours.After concentrating the solvent was filtered off portion, the filtrate was concentrated dryness to give 199.93g crude D2, crude yield: 97%.(Instability resulting intermediate, required stored at -20 ).

The synthetic route of 2436-29-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jie Da Wei (Shanghai) Pharmaceutical Technology Development Co., Ltd; Tang, Yanlin; Chen, Keshi; (10 pag.)CN105906569; (2016); A;,
Indoline – Wikipedia,
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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 169037-23-4 as follows. HPLC of Formula: C9H4F3NO3

General procedure: A mixture of bisarylidenepiperidin-4-one (1.36 mmoL), isatin (2.72 mmoL) and L-phenylalanine (2.72 mmoL) were heated with stirring in [bmim]Br medium (3 mL) for 1 h at 100 C. After completion of the reaction (TLC), ethyl acetate (2 x 5 mL) was added and the reaction mixture was stirred for 10 min. The organic layer was removed under reduced pressure and the crude product was purified by column chromatography (ethyl acetate:hexane v/v 3:7). 5′-Benzyl-4′-(o-chlorophenyl)-5-(trifluoromethoxy)spiro[3,2′]oxindolopyrrolidino-4′-(o-chlorophenyl-1?-styryl-5-benzylidene-spiro[3′.3?]piperidin-4?-one (5d): Melting point 276-278 C White solid, 93%; 1H-NMR (CDCl3, 400 MHz): delta/ppm 4.91 (d, J = 14.00 Hz, 1H), 4.61-4.68 (m, 1H), 4.20-4.27 (m, 1H), 3.87 (d, J = 13.2 Hz, 1H), 3.62 (d, J = 16.82 Hz, 1H), 3.35 (d, J = 15.4 Hz, 1H), 2.98 (d, J = 13.96 Hz, 1H), 2.77-2.84 (m, 1H), 2.45 (d, J = 13.92 Hz, 1H), 6.52-6.61 (m, 2H), 6.89-7.54 (m, 21H, Ar); 13C-NMR(CDCl3, 100 MHz): delta/ppm 40.5, 47.3, 51.9, 53.2, 62.9, 65.7, 73.2, 98.8, 110.1, 120.4, 122.5, 123.9, 124.1, 126.4, 126.5, 127.0, 128.0, 128.1, 128.2, 128.3, 128.4, 128.6, 128.9, 129.1, 129.7, 129.8, 130.5, 132.4, 132.9, 135.5, 136.3, 137.7, 138.8, 139.9, 144.4, 179.7, 198.9. EI-MS: m/z 780 (M+). Anal. Calcd for C44H34Cl2F3N3O3: C, 67.70; H, 4.39; N, 5.38; Found: C, 67.57; H, 4.47; N, 5.28.

According to the analysis of related databases, 169037-23-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Arumugam, Natarajan; Almansour, Abdulrahman I.; Kumar, Raju Suresh; Govindasami, Periyasami; Al-thamili, Dhaifallah M.; Krishnamoorthy, Rajapandian; Periasamy, Vaiyapuri Subbarayan; Alshatwi, Ali A.; Mahalingam; Thangamani, Shankar; Menendez, J. Carlos; Molecules; vol. 23; 5; (2018);,
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. 435273-55-5, name is 4-Bromo-2-methylisoindolin-1-one, A new synthetic method of this compound is introduced below., SDS of cas: 435273-55-5

Compound 1 L: 4-Bromo-2-methyl-7-nitro-2,3-dihydro-1 H-isoindol-1 -oneAn 8M solution of methylamine in ethanol (10 mL, 80 mmol) was added to a solution of methyl 3-Bromo-2-(bromomethyl)benzoate in THF (30 mL) and allowed to stir for 2h. The reaction mixture was concentrated to dryness and the residue was triturated with water. The solids produced were collected by filtration and dried to afford 4-bromo-2-methyl-2,3- dihydroisoindol-1-one which used immediately in the next step. To a cold suspension of 4- bromo-2-methyl-2,3-dihydroisoindol-1 -one (60 g, 265 mmol) in concentrated sulfuric acid (60 mL) was added pre-cooled mixture of cone, nitric acid (12.5 mL, 265 mmol) and cone, sulfuric acid (60 mL) over 20 min. The reaction mixture was stirred for 30 min at 0 C and 2h at room temperature. The reaction mixture was poured into an ice-water mixture (300 mL) and the precipitate that formed was collected by filtration and washed with water (3×100 mL). The solids were suspended in isopropanol (200 mL) and heated on a steam bath for 10 minutes. The mixture was cooled and the solid was collected by filtration and air dried to afford 53 g of the title compound (74 %). 1H NMR (CDCI3, 300 MHz) delta 3.22 (s, 3H), 4.36 (s, 2H), 7.67 (d, J = 8.4= 8.4 Hz, 1 H).

The synthetic route of 435273-55-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; OSI PHARMACEUTICALS, LLC; CREW, Andrew, P.; DONG, Hanqing; FERRARO, Caterina; SHERMAN, Dan; SIU, Kam, W.; WO2012/74951; (2012); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 41663-84-7, name is 2-Methyl-5-nitroisoindoline-1,3-dione, 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 41663-84-7, HPLC of Formula: C9H6N2O4

EXAMPLE I In a 500 ml three-necked flask equipped with a mechanical stirrer, Dean-Stark trap/condenser, nitrogen inlet, and thermometer was added 25.71 grams (0.20 moles) of p-chlorophenol, 100 ml dimethylsulfoxide, and 150 ml of chlorobenzene. After stirring and nitrogen purging the mixture for 30 min., 15.80 grams of aqueous sodium hydroxide (50.62 wt. %; 0.20 moles) was added. The mixture was heated up to 150 C. with the azeotropic removal of the water of reaction. After the removal of water was complete the temperature was lowered to 60 C. and 41.23 grams (0.20 moles) of 4-nitro-N-methyl phthalimide was added. The mixture was stirred overnight. Upon cooling to room temperature the product precipitated from solution. Filtration, washing the precipitate with water, and recrystallization from isopropanol yielded 50.8 grams of 4-(p-chlorophenyl)-N-methyl phthalimide. The melting point was 131-132 C.

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-Methyl-5-nitroisoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; General Electric Company; US4623732; (1986); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 959235-95-1, These common heterocyclic compound, 959235-95-1, name is 6-(Trifluoromethoxy)indoline, 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.

To a solution of 2-(2-(2-((fe/t-butyldimethylsilyl)oxy)ethoxy)-4-fluorophenyl)-2-((3- methoxy-5-(1 H-1 ,2,4-triazol-1 -yl)phenyl)amino)acetic acid 1f (1 .02 g, 1 .974 mmol) in DMF (10 ml_) were added HATU (1 .13 g, 2.96 mmol), diisopropylethylamine (979 muIota_, 5.92 mmol) and 6-(trifluoromethoxy)indoline [CAS 959235-95-1 ] (401 mg, 1 .97 mmol). The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with water. The precipitate was filtered off, washed with water and taken up with EtOAc. The organic layer was washed with a 10% solution of K2CO3 in water, water, dried over MgSO4, filtered and the solvent was concentrated under reduced pressure to give 2-(2-(2-((terf-butyldimethylsilyl)- oxy)ethoxy)-4-fluorophenyl)-2-((3-methoxy-5-(1 H-1 ,2,4-triazol-1 -yl)phenyl)amino)- 1 -(6-(trifluoromethoxy)indolin-1 -yl)ethanone 3a (1 .34 g). The crude compound was used directly in the next reaction step.

The synthetic route of 959235-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; KATHOLIEKE UNIVERSITEIT LEUVEN; KESTELEYN, Bart Rudolf Romanie; BONFANTI, Jean-Francois; COESEMANS, Erwin; RABOISSON, Pierre Jean-Marie Bernard; MARCHAND, Arnaud Didier M; BARDIOT, Dorothee Alice Marie-Eve; (92 pag.)WO2018/178240; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 169037-23-4, A common heterocyclic compound, 169037-23-4, name is 5-(Trifluoromethoxy)indoline-2,3-dione, molecular formula is C9H4F3NO3, 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: To a solution of isatin 1 (1 mmol) in toluene (5 mL) was added the solution of trialkyl/aryl Al 2 (2 mmol, 2 M in toluene) dropwise at RT. Then the mixture was heated at 70 C and stirred for additional 3-3.5 h (see Table 2). The reaction was monitored by TLC. After completion of the reaction, toluene was evaporated and extracted with ethyl acetate (3 × 5 mL). The combined organic layer was washed with brine solution, dried over anhydrous Na2SO4, and concentrated under reduced pressure (rotary evaporator). The crude products were purified by silica gel column chromatography using ethyl acetate/hexanes (4:1-1:1). All compounds were characterized by (MP, NMR, Mass, and IR) spectral data.18

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; Kumar, G. Santosh; Ramesh, Palakuri; Kumar, A. Sanjeeva; Swetha; Meshram; Tetrahedron Letters; vol. 54; 37; (2013); p. 5048 – 5051;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Some common heterocyclic compound, 20780-72-7, name is 4-Bromoisatin, molecular formula is C8H4BrNO2, 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. Safety of 4-Bromoisatin

General procedure: To mixture of isatins (1 mmol), malononitrile (1 mmol), and dimedone or 4-hydroxycoumarin or barbituric acids (1 mmol) in ethanol (4 mL), 5mg of Fe3O4APTPOSS MNPs added as the catalyst, and the mixture was stirred for an appropriate time at room temperature (Table 2). The reaction was monitored by TLC. After completion of the reaction, precipitate was filtered and dried in a drying oven to furnish 2-aminopyrano-3-carbonitriles.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 20780-72-7, its application will become more common.

Reference:
Article; Safaei-Ghomi, Javad; Nazemzadeh, Seyed Hadi; Shahbazi-Alavi, Hossein; Catalysis Communications; vol. 86; (2016); p. 14 – 18;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 5394-18-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5394-18-3 name is 2-(4-Bromobutyl)isoindoline-1,3-dione, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: Chemistry. Compounds 4-10 were synthesized following methodologies previously reported and the analytical and structural data was in agreement with formerly published data.1, 2 Briefly, 4,7-dichloroquinoline or 4-chloropyridine, respectively, was reacted at 100 ºC for 2 to 3 h with 10 molar equivalents (eq) of the respective diaminoalkane to afford the resultant amine; the reaction mixture was then brought to room temperature and diluted with dichlorometane (DCM), and the solution washed with 5% aqueous Na2CO3. The organic layer was isolated and dried over anhydrous Na2SO4, filtered, and the filtrate evaporated to dryness. In the case of the morpholine derivative, 2 eq of morpholine were reacted with 1 eq of 1-(N-phthaloyl)amino-4-bromobutane for 1 day to yield N-(N-phthaloyl)aminobutylmorpholine; after the previously described extraction process, the phthalimide group of the latter compound was removed with hydrazine in ethanol to afford the desired amine. Following, the respective cinnamic acid was activated in N,N-dimethylformamide (DMF), using 2 eq of O-(benzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium tetrafluoroborate and 2 eq of N,N-diethyl-N-isopropylamine (DIEA) at 0 oC for 10 min. Subsequently, the corresponding amine was added and the mixture was left to react for 1 day. The mixture was then diluted in DCM, washed with 5% aqueous Na2CO3 and the organic layer collected, dried over Na2SO4, filtered, and the filtrate evaporated to dryness. The crude product was further purified by column liquid chromatography on silica, using a mixture of ethyl acetate and methanol (8:2 v/v) as eluent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(4-Bromobutyl)isoindoline-1,3-dione, and friends who are interested can also refer to it.

Reference:
Article; Perez, Bianca C.; Fernandes, Iva; Mateus, Nuno; Teixeira, Catia; Gomes, Paula; Bioorganic and Medicinal Chemistry Letters; vol. 23; 24; (2013); p. 6769 – 6772;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 2058-72-2,Some common heterocyclic compound, 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, molecular formula is C9H6BrNO2, 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: A solution of isatins 1 (0.6 mmol), 3-methyl-4-nitro-5-isatylidenylisoxazoles 2 (0.4 mmol) and proline or thioproline (0.8 mmol) in the 10.0 mL of EtOH at reflux for 5 h. After completion of the reaction, as indicated by TLC, the reaction mixture was directly subjected to flash column chromatography on silica gel (petroleum ether/EtOAc = 5:1-3:1) to furnish the corresponding products 3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-1-methylindoline-2,3-dione, its application will become more common.

Reference:
Article; Lin, Bing; Zhang, Wen-Hui; Wang, Dan-Dan; Gong, Yi; Wei, Qi-Di; Liu, Xiong-Li; Feng, Ting-Ting; Zhou, Ying; Yuan, Wei-Cheng; Tetrahedron; vol. 73; 34; (2017); p. 5176 – 5188;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 3335-98-6, 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 3335-98-6 as follows.

General procedure: An oven-dried reflux tube equipped with a magnetic stir bar and a Teflon stopcock was charged with aryl halide (1 mmol), oxindole (1 mmol),potassium carbonate (1.1 mmol), catalyst nanoparticles (0.05 mmol)and 1,4-dioxane (2 ml) and heated at 70 C. The mixture was vigorously stirred under these reaction conditions and completion of the reaction was monitored by TLC (EtOAc: n-hexane, 25:75). After completion of the reaction, the reaction mixture was cooled to room temperature, the magnetic nanoparticles of the catalyst were collected using a magnet. Ethyl acetate (5 mL) and water (10 mL)were added to the mixture in the next step. The aqueous layer was furtherextracted by ethyl acetate (2*5 mL). The combined organic layerswere washed with saturated brine, dried over CaCl2, filtered, and concentrated to give a residue which was purified by recrystallization from ethanol and water or by column chromatography on silica gelusing EtOAc: n-hexane, 1:7.

According to the analysis of related databases, 3335-98-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Moghaddam, Firouz Matloubi; Tavakoli, Ghazal; Latifi, Fatemeh; Saeednia, Borna; Catalysis Communications; vol. 75; (2016); p. 37 – 41;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem