Tag: M.W=200-300

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., Product Details of 675109-26-9

A mixture of 6-bromoisoindolin-1-one (287 mg, 1.35 mmol), 1-methyl-5-(tributylstannyl)-1H-imidazole (500 mg, 1.35 mmol), Pd(dppf)Cl2 (33 mg, 0.041 mmol) and Cs2CO3 (1.32 g, 4.05 mmol) in dioxane (50 mL) and water (8 mL) was heated to 100 C. overnight. After cooling, the mixture was concentrated under vacuum and purified by column chromatography on silica gel ((1%-3% MeOH in DCM) to afford 9A (220 mg, 76% yield) as a brown solid: 1H NMR (400 MHz, DMSO-d6) delta 8.66 (s, 1H), 7.76-7.15 (m, 4H), 7.15 (s, 1H), 4.43 (s, 2H), 3.72 (s, 3H); ESI m/z 214.1 [M+1]+.

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; Seal Rock Therapeutics, Inc.; BROWN, Samuel David; US2018/291002; (2018); A1;,
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These common heterocyclic compound, 868066-91-5, name is 5-Bromo-2-methylisoindolin-1-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. Safety of 5-Bromo-2-methylisoindolin-1-one

General procedure: 5-Bromo-2-methylisoindolin-1-one (520 mg, 2.30 mmol) and thiophene-2-boronic acid (442mg, 3.45 mmol) were dissolved in a mixure of toluene (12 mL) and EtOH (6 mL). A solutionof 2 M Na2CO3 (3 mL) and Pd(dppf)Cl2 (94 mg, 0.12 mmol) were added and the entiremixture heated at reflux under N2 for 2 h. Additional thiophene-2-boronic acid (294 mg, 2.30mmol) was added and reflux continued under N2 overnight. Upon cooling, the mixture wasdiluted with water (100 mL) and extracted with CH2Cl2 (6×50 mL). The combined organicfractions were dried (Na2SO4), filtered, and the solvent removed under reduced pressure togive a crude solid which was purified by flash column chromatography on silica gel (EtOAcas eluant). The title compound was isolated as a light-brown solid (510 mg, 97percent).

The synthetic route of 5-Bromo-2-methylisoindolin-1-one has been constantly updated, and we look forward to future research findings.

Reference:
Article; Spicer, Julie A.; Miller, Christian K.; O’Connor, Patrick D.; Jose, Jiney; Huttunen, Kristiina M.; Jaiswal, Jagdish K.; Denny, William A.; Akhlaghi, Hedieh; Browne, Kylie A.; Trapani, Joseph A.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 4; (2017); p. 1050 – 1054;,
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Adding a certain compound to certain chemical reactions, such as: 552330-86-6, name is 5-Bromoisoindolin-1-one, 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 552330-86-6, COA of Formula: C8H6BrNO

Step 1: 5-(Methylthio)isoindolin-1-one (0509) (0510) 5-Bromoisoindolin-1-one (15 g, 70.74 mmol) and sodium methyl mercaptide (12.40 g, 176.85 mmol) were mixed together in DMF (150 mL) and heated to 100 C. for 1 h. The reaction mixture was cooled to room temperature and poured into water (160 mL). The product extracted with EtOAc (400 mL). The layers were then separated and the aqueous was extracted with EtOAc (3×200 mL). The combined organic extracts were washed with brine (3×100 mL). The organic extracts were combined, dried using a phase separator cartridge and concentrated in vacuo. 5-(Methylthio)isoindolin-1-one (12.00 g, 95%) was obtained as a yellow solid. The material was used in the next step without further purification. (0511) LC/MS: m/z=180 [M-H]-. 1H NMR (500 MHz, DMSO-d6) delta 2.54 (s, 3H), 4.33 (s, 2H), 7.33 (d, 1H), 7.44 (s, 1H), 7.56 (d, 1H), 8.43 (s, 1H).

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

Reference:
Patent; AstraZeneca AB; NARJES, Frank; OLSSON, Roine Ingemar; VON BERG, Stefan; LEVER, Sarah; (112 pag.)US2017/166527; (2017); A1;,
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Reference of 169037-23-4, 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.

General procedure: A mixture of isatin (0.15 g, 1 mmol), 5,5-dimethylcyclohexane-dione (0.14 g, 1 mmol), barbituric (0.13 g, 1 mmol) in gluconic acid aqueous solution (3 ml) was stirred at 100 C. The reaction progress was monitored by thin-layer chromatography. After completion of the reaction, the reaction mixture was cooled to room temperature. Then, the precipitated product was filtered and washed with water. The crude product was crystallized from ethanol to give 4a.

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; Guo, Rui-Yun; Wang, Ping; Wang, Guo-Dong; Mo, Li-Ping; Zhang, Zhan-Hui; Tetrahedron; vol. 69; 8; (2013); p. 2056 – 2061;,
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Electric Literature of 5332-26-3, 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. 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Dried C6H5-closo-1,2-C2B10H12 2.00 g (9.06 mmol) was dissolved in DME (40 ml) under argon, the solution was then cooled down to -33 C. and BuLi (2.5 M in hexane, 4.0 ml, 10,0 mmol) was added dropwise from a syringe. The reaction mixture was stirred for additional 15 min., then left to warm up to room temperature and cooled down again to -33 C., solution of bromopropyl phtalimide in DME (15 ml) was added slowly, reaction mixture was then kept at low temperature for 15 min. and then left to warm slowly under stirring to room temperature over 4 h and left to stand overnight. Solids were removed by filtration under argon and washed with DME (2×10 ml). Diluted acetic acid (3 M, 0.5 ml) was added to filtrate and the volatiles were removed in vacuum. Solids were dissolved in benzene and the injected atop of a silica gel column (25×3 cm I.D.). The unreacted starting compound (440 mg, 22%) was eluted by benzene, whereas the propyl phtalimide intermediate was isolated by elution with benzene-CH3CN (95:5) and evaporated to dryness; yield 1.95 g (53%).

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

Reference:
Patent; UNIVERZITA PALACKEHO V OLOMOUCI; USTAV ORGANICKE CHEMIE A BIOCHEME AKADEMIE VED CESKE REPUBLIKY, v.v.i.; USTAV MOLEKULARNI GENETIKY AKADEMIE VED CESKE REPUBLIKY, v.v.i; Brynda, Jiri; Cigler, Petr; Gruner, Bohumir; Maloy Rezacova, Pavlina; Mader, Pavel; Sicha, Vaclav; Bakardjiev, Mario; Holub, Josef; Dzubak, Petr; Hajduch, Marian; US2014/303390; (2014); A1;,
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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. 18711-13-2, name is 4,7-Dichloroindoline-2,3-dione, A new synthetic method of this compound is introduced below., Quality Control of 4,7-Dichloroindoline-2,3-dione

General procedure: To a solution of C3-beta-cholestrylcarboxylate (4) (1 mmol) in aqueousmethanol (20 mL), sarcosine (2) (1 mmol) and a mixture of varioussubstituted isatin (1a-f)/acenapthenequinone (7)/ninhydrin (9)(1 mmol) stirred for 1-2 h at reflux temperature. After the completionof reaction as indicated by TLC, methanol was evaporated under reducedpressure. The crude product was purified by column chromatographyusing hexane:EtOAc (7:3) as eluent.

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; Periyasami, Govindasami; Kamalraj, Subban; Padmanaban, Ramanathan; Yeswanth Kumar, Santhakumar; Stalin, Antony; Arumugam, Natarajan; Suresh Kumar, Raju; Rahaman, Mostafizur; Durairaju, Periyan; Alrehaili, Abdulaziz; Aldalbahi, Ali; Bioorganic Chemistry; vol. 88; (2019);,
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These common heterocyclic compound, 4702-13-0, name is N-Phthaloylglycine, 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 N-Phthaloylglycine

To 10.25 g of (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetic acid dissolved in 50 ml of dichloromethane are added, at room temperature, 4.6 ml of oxalyl chloride and 2 drops of DMF, and the mixture is left for 18 hours at room temperature. The resulting mixture is evaporated to dryness to give 11 g of the expected product.

The synthetic route of N-Phthaloylglycine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS; US2007/185136; (2007); A1;,
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Application of 20780-72-7,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.

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 4-Bromoisatin, 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;,
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Reference of 101207-45-8, These common heterocyclic compound, 101207-45-8, name is 2-(4-Methylbenzyl)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.

A mixture of 2-(4-methylbenzyl)isoindoline-1 ,3-dione (1 g, 3.8 mmol) and hydrazine hydrate (752 mg, 15 mmol, 730 mu) in MeOH (10 mL) was stirred at 20C for 3 hours. The mixture was concentrated in vacuo. The residue was purified by silica gel chromatography(dichloromethane:methanol (with 5% ammonia in water) = 0:1 to 5:1 ) to give p- tolylmethanamine (160 mg).

The synthetic route of 101207-45-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (270 pag.)WO2018/7249; (2018); A1;,
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Related Products of 3339-73-9,Some common heterocyclic compound, 3339-73-9, name is 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid, molecular formula is C11H9NO4, 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.

An aqueous solution of sodium hydroxide (9.1mmol in 50ml) was added dropwise to a well-stirred solution of N-phthaloyl-beta-alanine (9.1mmol) in ethanol (40ml) at room temperature. The solution was stirred for next 2h and then 4.5mmol of magnesium acetate [Mg(CH3COO)2] were added. The solution was heated to 80C and stirred at this temperature for 2h. The hot solution was filtered and set aside for crystallization. After four weeks, ?2g (41% yield) of colorless single crystals were obtained. The synthesis protocol of MgNPA is shown in Scheme 1(b).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid, its application will become more common.

Reference:
Article; Nadeem, Muhammad; Bhatti, Moazzam H.; Sayin, Koray; Yunus, Uzma; Mehmood, Mazhar; Mehboob, Shoaib; Floerke, Ulrich; Journal of Molecular Structure; vol. 1170; (2018); p. 1 – 8;,
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