Tag: M.W=200-300

Related Products of 6941-75-9, 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. 6941-75-9 name is 5-Bromoisoindoline-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.

Heck reaction of 4-Bromophthalic imide with 1,7-Octadien (Heck condition) 1 g 4-Bromophthalic imide (6.167 mmol), a two-fold excess 1,7-Octadien (12.33 mmol) and the catalysator system were solved in 50 ml DMF. The catalysator system consisted of Palladiumacetate (5 mol-% to Imide: 0.31 mmol), 0.92 mmol Triphenylphosphane and 6.17 mmol Triethylamin. The solution has been heated for 24 h at 150 C (Control of reaction progress via thin layer chromatography with CH2Cl2: n-Hexane [5:1]). From the resulting dark brown solution the solvent was removed by reduced pressure. The obtained viscous brown raw product was solved with 80 ml CH2Cl2 and washed three times (3 x 200 ml) with a saturated H2O/NaCl solution. After that the CH2Cl2-phase was dried with MgSO4 and the solvent was removed by reduced pressure. The viscous brown product (1) was dried under constant vacuum.Yield : quant. IR : v 1772, 1717 (s, Imide) cm-1 MS / ESI : 401.14972 m/z (M+H+)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromoisoindoline-1,3-dione, and friends who are interested can also refer to it.

Reference:
Patent; DENTSPLY DETREY GmbH; E, Klee, Joachim; Retzmann, Nils; Ritter, Helmut; Szillat, Florian; EP2759289; (2014); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Some common heterocyclic compound, 391-12-8, name is 7-(Trifluoromethyl)isatin, molecular formula is C9H4F3NO2, 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: 391-12-8

EXAMPLE 6 20 parts of a 30 percent strength by weight solution of sodium methylate in methanol are added to 21.5 parts of 7-trifluoromethylisatin in 300 parts of methanol at 0° C., resulting in a violet solution. 8 parts of a 50 percent strength by weight hydrogen peroxide solution are then added at 0° C., after which the mixture is stirred for one hour at room temperature. The reddish solution is concentrated, water is added, the pH is brought to 8 with hydrochloric acid and the batch is extracted by shaking with methylene chloride. After concentrating the methylene chloride phase, 16.2 parts (74percent of theory) of methyl 3-trifluoromethylanthranilate are obtained. H1 –NMR (CDCl3): delta=3.8 ppm (s), 6.4 (s, N–H2), 6.6 (t), 7.5 (d) and 7.95 (d).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 391-12-8, its application will become more common.

Reference:
Patent; BASF Aktiengesellschaft; US4310677; (1982); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 6941-75-9, The chemical industry reduces the impact on the environment during synthesis 6941-75-9, name is 5-Bromoisoindoline-1,3-dione, I believe this compound will play a more active role in future production and life.

Under a nitrogen atmosphere, at 0 C., to a solution of WX042-1 (5.00 g, 22.12 mmol) in tetrahydrofuran (50.00 mL) was added borane dimethyl sulfide (10 M, 11.06 mL) dropwise, and the system was stirred at 70 C. for 16 hours. After the reaction was complete, at 0 C. to the system was added 100 mL methanol to quench the reaction system. After concentration under reduced pressure, the residue was purified by column chromatography (dichloromethane:methanol=20:1) to afford Compound WX042-2 (1.00 g, 22.16% yield, 97.1% purity), white solid. 1H NMR (400 MHz, DMSO-d6) delta 7.43 (s, 1H), 7.40-7.34 (m, 2H), 7.11 (d, J=8.5 Hz, 1H), 4.48 (d, J=16.6 Hz, 4H).

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

Reference:
Patent; Medshine Discovery Inc.; He, Haiying; Jiang, Zhigan; Shi, Weihua; Xia, Jianhua; Li, Jian; Chen, Shuhui; US2019/375744; (2019); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Bromo-1-methylindoline-2,3-dione

General procedure: N-substituted isatin (3a-g) (0.9 mmol) and tryptamine (4) (1 mmol) in EtOH (5mL) in the presence of (0.2 mL) glacial acetic acid and 4 A molecular sieve were stirred at RT for 24 hours. The precipitate was removed by filtration and the filtrate was concentrated and purified by column chromatography (silica gel, hexane/EtOAc (2:1) to give compounds 5a-g.

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 2058-72-2.

Reference:
Article; Phutdhawong, Weerachai; Rattanopas, Sopita; Sirirak, Jitnapa; Taechowisan, Thongchai; Phutdhawong, Waya S.; Oriental Journal of Chemistry; vol. 35; 2; (2019); p. 723 – 731;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 20870-78-4,Some common heterocyclic compound, 20870-78-4, name is 5-Bromoindolin-2-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.

To 10 ml schlenk bottle by adding 5 – bromo -2 – indolone (1 a, 0.3 mmol), tert-butyl nitrite (t – BuONO, 2 a, 0.6 mmol) and THF (2 ml), then oxygen atmosphere (1 atm) next, the reactor is placed 25 C stirring under the conditions of reaction, monitoring the reaction by TLC or GC process, to the reaction raw material 5 – bromo -2 – indolone reaction is complete, to stop the reaction, the reaction the fluid uses full and salt water washing, recovering the organic phase, the aqueous phase is extracted with ethyl acetate, the combined organic phase; organic phase was dried with anhydrous sodium sulfate, filtered, distilled under reduced pressure, the residue by column chromatography (petroleum ether/ethyl acetate) separation to obtain the target product 5 – […], I – 6, the isolation yield is 76%

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

Reference:
Patent; Ningbo University; Huang Yiling; Wei Wenting; Ying Weiwei; Wu Yi; Wu Kewei; Cao Yiqi; Wang Yining; Zhu Liwei; (8 pag.)CN107141246; (2017); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 552330-86-6,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.

Intermediate No.18fer/-Butyl (5-bromo-l-oxo-l ,3-dihydro-2 /-isoindol-2-yl)acetate5-Bromo-2,3-dihydro-lH-isoindol-l-one (100 mg, 0.47 mmol) was dissolved in DMF (4.7 mL) and stirred at 0 C. NaH (38 mg, 0.94 mmol, 60% dispersion in oil) was carefully added in two portions, and the resulting mixture was allowed to stir at 0 C for 15 minutes before tert-butyl bromoacetate (92 mg, 0.47 mmol) was added. The mixture was allowed to stir at 0 C for 30 minutes before saturated aqueous NaHC03 (10 mL) was carefully added. The mixture was extracted with EtOAc, and the organic layer was washed with water, brine, dried over anhydrous MgS04, filtered, and concentrated in vacuo. The residue was purified by MPLC on silica gel (using a gradient elution of 0-20% EtOAc/hexanes). Desired fractions were identified, combined, and concentrated in vacuo to afford the title compound. LRMS (ESI) calc’d for C14H16BrN03 [M+Na]+: 348, Found: 348.

The synthetic route of 552330-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BRUBAKER, Jason; DINSMORE, Christopher J.; HOFFMAN, Dawn Marie; JUNG, Joon; LIU, Duan; PETERSON, Scott; SIU, Tony; TORRES, Luis E.; ZHANG, Hongjun; WEI, Zhongyong; SHI, Feng; WO2013/40863; (2013); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 4403-36-5, name is 2-(1,3-Dioxoisoindolin-2-yl)ethanesulfonylchloride, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 4403-36-5

To 3-exo-[(R)-1-((S)-2-methyl-propane-2-sulfinylamino)-2-(2,4,5-trifluoro-phenyl)-ethyl]-8- aza-bicyclo[3.2.1]octane (265 mg, 0.68 mmol) in dichloromethane/1M NaOH (1/1, 5 mL) is added 2-phthalimidoethane sulfonyl chloride (577 mg, 2.05 mmol) then the resulting mixture is stirred at 50C during 16h. It is extracted with dichloromethane, the organic phase is dried and evaporated to give a white solid. MS: 626 [M+H]+HPLC (Zorbax SB C18, 2min method (0-0.8min 10-95%ACN, 0.8-1.5min 95%ACN, 1.5- 1.6min 95-10%ACN, 1.6-2min 10%ACN): 1.25 min.

According to the analysis of related databases, 4403-36-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/115821; (2007); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 104618-32-8, name is 2-(4-Oxocyclohexyl)isoindoline-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 104618-32-8, Safety of 2-(4-Oxocyclohexyl)isoindoline-1,3-dione

EXAMPLE 2: 3- (Phthalimido) -1 , 2 , 3-tetrahydrocarbazole[0035] 4- (Phthalimido) -cyclohexanone from Example 1 is mixed with 1000 mL AcOH. Phenylhydrazine (46 g) was added and the reaction mixture was heated to reflux. After the reaction was completed, the mixture was cooled down to room temperature and filtered. The cake was washed with AcOH and dried to give the product (102g) as a light 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, 2-(4-Oxocyclohexyl)isoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHIRAL QUEST, INC.; WEI, Yuan; LI, Tianqiao; CHI, Yongxiang; ZHU, Jingyang; WO2010/78250; (2010); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 5181-35-1, A common heterocyclic compound, 5181-35-1, name is 2-(2-Bromoethoxy)isoindoline-1,3-dione, molecular formula is C10H8BrNO3, 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 1A (125 mg, 0.34 mmol), K2CO3 (140 mg, 1.02 mmol)and 1B (1.09 g, 2.04 mmol) in dry DMF (2 mL) was stirred at 70 C for 6 h. After cooling to room temperature, the solution was diluted with MeOH (30 mL). The resulting precipitate was collected by centrifugation (5000 rpm, 15 min). The solid thus obtained was dispersed in water, collected by filtration, washed with MeOH and dried in vacuo. These procedures resulted in 185 mg (73.5 %) of 1C as a yellow solid. MALDI-TOF MS (dithranol): m/z calcd for [M+Na+]: 765.72; found: 765.89. Elemental analysis: calcd for C44H30N4O8 (1C): C, 71.15; H, 4.07; N, 7.54. Found: C,71.10; H, 4.19; N, 7.79.

The synthetic route of 5181-35-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yoshihara, Daisuke; Noguchi, Takao; Tsuchiya, Youichi; Roy, Bappaditya; Yamamoto, Tatsuhiro; Shinkai, Seiji; Chemistry Letters; vol. 44; 6; (2015); p. 812 – 814;,
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. 391-12-8, name is 7-(Trifluoromethyl)isatin, A new synthetic method of this compound is introduced below., Formula: C9H4F3NO2

The above product (163 mg, 0.654 mmol) was dissolved in 3.2 mL of dry dichloromethane, and Dess-Martin periodinane (290 mg, 0.68 mmol) was added to the solution at room temperature. After the reaction mixture was stirred for 30 min at the same temperature, saturated NaHCO3 aqueous solution was added. The mixture was extracted with ethyl acetate, and the extract was washed with brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (hexane/ethyl acetate = 95/5 to 75/25) to obtain the title compound as a white powder (140 mg, 86%).

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; Tokyo Institute of Technology; Kyoto University; EP2123637; (2009); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem