Month: August 2021

Related Products of 7147-90-2, 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 7147-90-2 as follows.

2-chloro-6-bromoquinoline (240 mg, 1 mmol), triethylene diamine (224 mg, 2 mmol)5-chlorophthalimide (360 mg, 2 mmol), sodium carbonate (210 mg, 2 mmol),Acetonitrile (2 ml) was added to the dry reaction tube and suspended in an oil bath at 120 C for 24 h.After cooling the reaction system, 15 ml of water was added and the aqueous phase was extracted three times with 30 ml of ethyl acetate,The organic phases were combined and the solvent was evaporated under reduced pressure to give 378 mg of colorless solid2- (2- (4- (6-bromoquinolyl) 2-piperazinyl) 1-ethyl) -5-chloroisoindole-1,3-dione,The yield was 76%.

According to the analysis of related databases, 7147-90-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Yichun University; Zhu Qiming; Chen Mingwei; (20 pag.)CN106317021; (2017); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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

Electric Literature of 496-12-8, The chemical industry reduces the impact on the environment during synthesis 496-12-8, name is Isoindoline, I believe this compound will play a more active role in future production and life.

Example 13; Synthesis of 4-chloro-6-(1.3-dihvdro-2H-isoindol-2-yl)pyrimidin-2- amine (Intermediate 18); 4,6-Dichloropyrimidin-2-amine (1.12g), isoindoline (1.2ml), and triethylamine (1.63ml) in EtOH (33ml) are heated with stirring at 85 0C for 6 hours. The solvent is removed in vacuo, and the residual solid suspended in DCM (40ml) and dilute citric acid solution (30ml). The suspended solid is filtered off, washed with DCM and water, and dried to afford the title compound as a grey solid (1.573g, 93%). LCMS 247 [M+H]+, RT 3.05 mins (pH 2.5). 1H NMR 300 MHz (CDCI3) (delta ppm): 7.25 – 7.48 (4H, m), 6.58 (2H, s), 5.92(1H, s), 4.71 (4H, br d).

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, Isoindoline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UCB PHARMA, S.A.; WO2008/31556; (2008); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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,
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. 169037-23-4, name is 5-(Trifluoromethoxy)indoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C9H4F3NO3

General procedure: A mixture of beta-nitrostyrenes, isatin and tyrosine (1:1:1) was stirredunder heating at 100 C for 1 h in [bmim]Br (200 mg). After the reaction was completed, 10 mL of ethyl acetate was added to the reaction mixture and stirred for 15 min. The organic layer was separated, washed with water, and dried. The cycloadduct was further purified using hexane: ethyl acetate (3:2 v/v) as eluent employing column chromatography technique. After extraction of the cycloadduct, [bmim]Br wasdried under vacuum at 80 C for 2 h to exclude any water trapped from moisture and reused for subsequent runs.

The synthetic route of 169037-23-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kumar, Raju Suresh; Almansour, Abdulrahman I.; Arumugam, Natarajan; Mohammad, Faruq; Kotresha; Menendez, J. Carlos; Bioorganic and Medicinal Chemistry; vol. 27; 12; (2019); p. 2487 – 2498;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 56341-37-8, 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. 56341-37-8, name is 6-Chlorooxindole belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 37a; Preparation of intermediate E/Z-4-[4-bromo-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester; To a mixture of 6-chlorooxindole (4.58 g, 20 mmol) and 4-(4-bromo-2-formyl-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester (10 g, 26 mmol) in methanol (50 mL) was added piperidine (2.56 mL, 26 mmol) dropwise. The mixture was then heated at 100 C. for 3 h. After cooled to 4 C., the mixture was filtered and the precipitate was collected, dried to give the title compound as a bright yellow solid (12.4 g, 90%).

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

Reference:
Patent; Chen, Li; Han, Xingchun; He, Yun; Yang, Song; Zhang, Zhuming; US2009/163512; (2009); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 18711-13-2, These common heterocyclic compound, 18711-13-2, name is 4,7-Dichloroindoline-2,3-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.

3-(2-(4-(Azetidin-l-yl)phenyl)-2-oxoethyl)-4,7-dichloro-3-hydroxyindolin-2-one (E To 4,7-dichloroindoline-2,3-dione (A) (300 mg, 1.39 mmol) in 15 niL of methanol were added l-(4-(azetidin-l-yl)phenyl)ethan-l-one (B) (972 mg, 5.5 mmol) and a few drops of diethylamine (2). The reaction was stirred at rt for 24 hours. The solvent was removed and the residue was purified with flash chromatography (0-5% Methanol/CH2C12) to get an off white solid. 3-(2-(4-(Azetidin-l-yl)phenyl)-2-oxoethyl)-4,7-dichloro-3-hydroxyindolin-2-one (EXAMPLE 13): off-white solid; 1H NMR (DMSO-d6, 400 MHz) delta 2.32 (m, 2H), 3.51 (d, 1H, J=16 Hz), 3.95(m, 4H), 4.30 (d, 1H, J=16Hz), 6.35(s, 1H), 6.36 (d, 2H, J=8Hz), 6.87 (d, 1H, J=8Hz), 7.28 (d, 1H, J=8Hz), 7.73 (d, 2H, J=8Hz), 10.89 (s, 1H).

Statistics shows that 4,7-Dichloroindoline-2,3-dione is playing an increasingly important role. we look forward to future research findings about 18711-13-2.

Reference:
Patent; TOKALAS, INC.; VERNIER, Jean-michael; (82 pag.)WO2016/57698; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 446292-08-6, 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. 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Methylamine (35% in ethanol, 5kg) was added to a suspension of compound according to e.) (4.79kg) in ethanol (36kg) . The reaction mixture was heated to 65 0C for 4 hours. After cooling to 58-60 0C, a total of 7L of 5M hydrochloric acid solution is added until the pH is 2.7, after which the product starts to crystallize. After cooling to 20 0C, the precipitated reaction product is filtered off with suction, washed with CH2Cl2 (8L*2) and then dried to obtain 3.11kg of the product (Yield 83.7%)

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, (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KRKA, D.D., NOVO MESTO; ZUPANCIC, Silvo; PECAVAR, Anica; WO2011/12321; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 56341-37-8, These common heterocyclic compound, 56341-37-8, name is 6-Chlorooxindole, 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.

NBS (5.8 g, 32.8 mmol) was added to a solution of 6-chlorooxiindole (5.0 g, 29.8 mmol) in acetonitrile (50 mL) at -10 00 . The reaction mixture was stirred at room temperature for 3 h. The reaction was monitored by LC-MS. The reaction mixture was evaporated to dryness and was extracted with ethyl acetate. The ethyl acetatelayer was washed with water and dried over anhydrous Na2SO4 and concentrated under reduced, which was purified by trituration with n-hexane to yield title compound (7.0 g, 95.8 %) as a brown solid. LOMS: (M-H) = 244.9; 1H NMR: (DMSO-d6, 300MHz) 6 10.61(s, 1H), 7.56(s, 1H), 6.98(s, 1H), 3.51(s, 2H).

The synthetic route of 56341-37-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; MADANAHALLI RANGANATH RAO, Jagannath; GURRAM RANGA, Madhavan; PACHIYAPPAN, Shanmugam; WO2014/202580; (2014); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89-40-7, name is 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 89-40-7, SDS of cas: 89-40-7

Add 112.8 g of stannous chloride dihydrate and 70 mL of concentrated hydrochloric acid to a 500 mL three-necked flask, and stir until completely dissolved.19.2 g of 4-nitrophthalimide was added, and the reaction was stopped after reacting at 40 C for 1 h.The reaction solution was suction filtered to obtain a filter residue, and the filter residue was washed twice with 50 mL of concentrated hydrochloric acid and then dried.After washing twice with 50 mL of ethyl acetate, a second suction filtration was performed.The filter residue obtained by the second suction filtration was dried to obtain 14.9 g of 4-aminophthalimide yellow powder, and the yield was 92%.

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

Reference:
Patent; WUYI UNIV; Wuyi University; ZHAO JUAN; Zhao Juan; (7 pag.)CN107778211; (2018); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem