Category: 24566-80-1

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. 24566-80-1, name is 2-(10-Bromodecyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-(10-Bromodecyl)isoindoline-1,3-dione

A suspension of 2-(10-bromodecyl)isoindoline-1,3-dione (190-1) (366 mg, 1 mmol) and thiourea (190-2) (76.1 mg, 1 mmol) in EtOH (1 mL) were heated to 70 C in a glass vial under nitrogen for 3 hours. The solvent was removed and the white solid triturated with ether, filtered, and washed with additional ether to give 2-(10-(1,3-dioxoisoindolin-2-yl)decyl)isothiouronium bromide (190-3) (235 mg, 0.5311 mmol, 53.1 %) as a white powder. LC/MS (ES+): m/z 326.8 [M + H]+

The synthetic route of 24566-80-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; FITZGERALD, Mark, E.; MICHAEL, Ryan, E.; (790 pag.)WO2017/197056; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 24566-80-1, name is 2-(10-Bromodecyl)isoindoline-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. Safety of 2-(10-Bromodecyl)isoindoline-1,3-dione

A mixture of secondary amine from intermediate 1 C (3,6 g, 1 5 ,8 mmol), N-i I 0- ba>mod.ecyl)phthaUmide (4.4 g, 12.0 mmol), (2.0 g, 12.4 mmol) and 2CO3 (8.2 g. 59,4 ramol) in aeetomtrile (90 mL) was stirred at reflux overnight. After filtration, volatile components were evaporated in vacuo. The resulting residue was purified by silica gel column chromatography (5% methanol in dichloromethane) to give the desired phthaltmido- protected i termediate 5b (6.0 g, 86% yield) as a Sight, brown oil, (0272) [0170] Compound 5b (2,9 g, 4.9 mmol) was refluxed with hydrazine hydrate (700 rag, 13.9 mmol in ethanol ( 100 mi.,) for 5 h. The solvent was evaporated and 10% aqueous solution of aOH {20 ml.) was added. The mixture was extracted with CH2CI2. dried over NasSO-t. and evaporated to give the primary amine ;V-(9-( 10-a.minodecy})-9~ (0273) azabkyco[3,3..1 “]nonan-3 -yl)-N -(2-methoxy-5-meihyiphenyl) carbamate 6b (2,2 g, 95% yield) as a Sight yellow oil. NMR (CDC ) 3 7.96 (s, 1H)S 7.14 (s, Eta), 6.72-6,80 (m, 2H), 5.10-5. J 8 (m, 1 H 3.84 (s, 3fl), 3.04-3.07 (m, 2H), 2.65-2.70 (m, 2H), 2.53-2.58 (ra, 2H), 2.39-2.49 (m, 2H), 2.29 (s, 3H>, 2.08-2.20 (in, 1 B), 1 .83- i .94 (ra 2.W). 1.18-1.54 (ra, 23H).

The synthetic route of 2-(10-Bromodecyl)isoindoline-1,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WASHINGTON UNIVERSITY; HAWKINS, William; MACH, Robert; SPITZER, Dirk; VANGVERAVONG, Suwanna; (84 pag.)WO2015/153814; (2015); 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. 24566-80-1, name is 2-(10-Bromodecyl)isoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Quality Control of 2-(10-Bromodecyl)isoindoline-1,3-dione

A 99.0 g amount of 2-(10-bromodecyl)-1H-isoindole-1,3(2H)-dione (prepared as described above) was dissolved in 300 ml of warm N,N-dimethylformamide with stirring. This solution was added to a stirred solution of 1H-imidazole, sodium salt (prepared by stirring a mixture of 20 g of imidazole and 14.0 g 50% sodium hydride in 500 ml of N,N-dimethylformamide at room temperature for 48 hours). The resulting mixture was heated on a steam bath for 14 hours, then taken to dryness in vacuo. The residue was partitioned between 500 ml of dichloromethane and 250 ml of water. The organic layer was washed with 250 ml of water, dried over magnesium sulfate and filter. The filtrate was evaporated in vacuo and gave 85.4 g of 2[10-(1H-imidazol-1-yl)decyl]-1H-isoindole-1,3(2H)dione as an oil which solidified on standing at room temperature.

The synthetic route of 24566-80-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US4684654; (1987); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 24566-80-1, A common heterocyclic compound, 24566-80-1, name is 2-(10-Bromodecyl)isoindoline-1,3-dione, molecular formula is C18H24BrNO2, 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 99.0 g amount of 2-(10-bromodecyl)-1H-isoindole-1,3(2H)-dione (prepared as described above) was dissolved in 300 ml of warm N,N-dimethylformamide with stirring. This solution was added to a stirred solution of 1H-imidazole, sodium salt (prepared by stirring a mixture of 20 g of imidazole and 14.0 g 50% sodium hydride in 500 ml of N,N-dimethylformamide at room temperature for 48 hours). The resulting mixture was heated on a steam bath for 14 hours, then taken to dryness in vacuo. The residue was partitioned between 500 ml of dichloromethane and 250 ml of water. The organic layer was washed with 250 ml of water, dried over magnesium sulfate and filtered. The filtrate was evaporated in vacuo and gave 85.4 g of 2-[10-(1H-imidazol-1-yl)decyl]-1H-isoindole-1,3(2H)-dione as an oil which solidified on standing at room temperature.

The synthetic route of 24566-80-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US4710502; (1987); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 24566-80-1, name is 2-(10-Bromodecyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-(10-Bromodecyl)isoindoline-1,3-dione

Preparation of Compound 2, Sodium Salt; [0049] Into a 3-necked, 250 mL round-bottom flask were measured 9.0 g (131 mmol) sodium nitrate, 15.0 g (14 mmol) of 10-bromodecyl phthalimide and 150 mL DMSO. The reaction mixture was stirred at room temperature for about 20 minutes, at which time 24.36 mL (426 mmol) of glacial acetic acid were added dropwise over 10 minutes. The reaction mixture was stirred and heated to 65 C. for about 2 hours, then cooled to room temperature and stirred overnight. The reaction mixture was poured into 200 mL of ethyl acetate. The organic phase was washed with two 100-mL portions of 0.5 N aqueous sulfuric acid, then was extracted with two 100 mL portions of 2 NaOH. The aqueous phase was cooled to 0 C., then acidified to pH=4 with 2N HCl. The resulting solids were collected by filtration, and recrystallized from ethanol:acetone:water (about 1:1:1).

The synthetic route of 24566-80-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gschneidner, David; Leone-Bay, Andrea; Wang, Eric; Freeman, John J.; O’Toole, Doris C.; Shields, Lynn; US2003/216589; (2003); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem