Author: Jessica.F

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

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

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;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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;,
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. 16800-68-3, name is 1-Acetylindolin-3-one, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 16800-68-3

General procedure: 1a (35.0 mg, 0.2 mmol, 1 equiv.), tert-BuOK (22.4 mg, 0.2 mmol, 1.0 equiv.) were added to a Schlenk tube. Then 2 ml THF was added using a syringe. The reaction mixture was stirred 15min,and then added iodonium salt 2 (0.2 mmol, 1.0 eq). The reaction was stirred at 30C for 10 hours.After cooling to room temperature, the solvent was removed in vacuo and the residue was purifiedby silica gel using a proper eluent (EtOAc/Hexane) to afford the desired products

According to the analysis of related databases, 16800-68-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Yanxia; Han, Jianwei; Liu, Zhen-Jiang; Synlett; vol. 26; 18; (2015); p. 2593 – 2597;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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;,
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. 6872-06-6, name is 2-Methylindoline, A new synthetic method of this compound is introduced below., Safety of 2-Methylindoline

Preparation 2 Synthesis of N-trifluoroacetyl-2-methylindoline-5-sulfonylchloride 2-Methylindoline (10mlitre, 76.8mmol) was dissolved in 100mlitre of dichloromethane and then cooled down to 0C. To this solution were added pyridine (18.7mlitre, 0.22mol) and trifluoroacetic anhydride (24mlitre, 0.17mol). The reaction mixture was stirred at room temperature for 6 hours, diluted with 300mlitre of dichloromethane, and then washed twice with 150mlitre of 5% HCl. The dichloromethane layer was dried over anhydrous magnesium sulfate, and concentrated to obtain 15g of N-trifluoroacetyl-2-methyl-indoline. Yield: 85%

The synthetic route of 6872-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DONG WHA PHARMACEUTICAL INDUSTRIAL CO. LTD.; EP1021437; (2001); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 7147-90-2, name is 5-Chloroisoindoline-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 7147-90-2, Quality Control of 5-Chloroisoindoline-1,3-dione

4- Chlorophthalimide (273 mg) is dissolved in a minimum of boiling ethanol (ca. 2.5 ml). 37% formaldehyde solution (0.15 ml) is added to the still hot solution followed by /V-(4-chlorophenyl)glycine (279 mg). Reflux is continued for 3 h. The yellow solution is kept in the refrigerator overnight. The yellow precipitate is collected by suction filtration, washed with ethanol, and dried in vacuo. The crude is recrystallised from ethanol to provide /V-[(5-chloro-l,3-dioxo-2-isondolinyl)methyl]- /V-(4-chlorophenyl)glycine (135 mg) as light yellow crystals. 1H-NMR (500 MHz, DMSOcI6): delta (ppm) = 4.26 (s, 2H), 5.24 (s, 2H), 6.97 (d, J = 9.1 Hz, 2H), 7.22 (d, J = 9.1 Hz, 2H), 7.90 (d, J = 1.2 Hz, 2H), 7.97 (t, J = 1.2 Hz, IH), 12.71 (br s, IH).13C-NMR and DEPT (125 MHz, DMSOd6) : delta (ppm) = 51.77 (CH2), 54.72 (CH2), 114.39 (2 CH), 121.70 (C), 123.35 (CH), 124.99 (CH), 128.39 (2 CH), 129.97 (C), 133.41 (C), 134.38 (CH), 139.41 (C), 145.34 (C), 167.01 (CO), 167.35 (CO), 171.48 (CO). MS ( + ESI): m/z = 379 (M + H).

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

Reference:
Patent; UNIVERSITAET DES SAARLANDES; ENGEL, Matthias; FROeHNER, Wolfgang; STROBA, Adriane; BIONDI, Ricardo M.; WO2010/43711; (2010); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 41910-64-9, name is 4-Chloroindoline, 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 41910-64-9, Safety of 4-Chloroindoline

1 , 1 -dime th yleth yl 4-chloro-2, 3-dih ydro- 1 H-indole- 1 -carboxylateA solution of 4-chloro-2,3-dihydro-1 H-indole (4.0 g, 26.0 mmol), Boc20 (6.05 mL, 26.0 mmol), DIEA (9.10 mL, 52.1 mmol), DMAP (0.318 g, 2.60 mmol) was stirred at room temperature overnight. LCMS indicated complete conversion. The reaction mixture was poured into 0.1 N HCI (10 mL) and extracted with ethyl acetate (3 x 20 mL). The combined organics were dried over sodium sulfate, filtered and concentrated to afford 1 ,1 – dimethylethyl 4-chloro-2,3-dihydro-1 H-indole-1 -carboxylate (6.36 g) as a yellow oily semisolid. LC-MS(ES) m/z = 198 [M+H-t-Bu]+. 1H NMR (400 MHz, DMSO-d6) delta ppm 1 .51 (s, 9 H), 3.07 (t, J=8.72 Hz, 2 H), 3.95 (t, J=8.72 Hz, 2 H), 6.98 (d, J=8.84 Hz, 1 H), 7.19 (t, J=8.08 Hz, 1 H), 7.48 – 7.70 (m, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloroindoline, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; GRANT, Seth, Wilson; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul; TANG, Jun; WO2011/119663; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 3339-73-9, A common heterocyclic compound, 3339-73-9, name is 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid, molecular formula is C11H9NO4, 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 3-(1,3-dioxoisoindolin-2-yl)propanoic acid (256 mg, 1.17 mmol) in CH2Cl2 (5.9mL) were added (COCl)2 (200 L, 2.33 mmol) and DMF (1 drop) at 0 C.The reaction mixture was stirred at 0 C for 30 min and at room temperature for 3 h. Thesolvents were removed under reduced pressure. Azeotropic distillations were carried out withtoluene (2 × 3 mL) under reduced pressure. The residue (acid chloride) was used for next stepwithout further purification

The synthetic route of 3339-73-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Natori, Yoshihiro; Hwang, Candy S.; Lin, Lucy; Smith, Lauren C.; Zhou, Bin; Janda, Kim D.; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1020 – 1031;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem