Author: Jessica.F

Electric Literature of 181140-34-1, 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 181140-34-1 as follows.

General procedure: Compounds 3-7 have been synthesized using a procedure originallyreported by Roehrig et al.16 Chiral amine or amino alcohol(0.6 mmol, 1.2 equiv) in 10 mL isopropanol was added to the solutionof (R)-N-(2,3-epoxypropyl)phthalimide (102 mg, 0.50 mmol)in 10 mL of isopropanol at in an ice bath and stirred for 1 h. thenrefluxed for 12 h. The reaction monitored by TLC. Solvent was removed by rotary evaporator under reduced pressure after completionof the reaction.

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:
Article; Karakaplan, Mehmet; Jameel, Basam; Tetrahedron Asymmetry; vol. 27; 14-15; (2016); p. 597 – 602;,
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Application of 1336963-95-1, These common heterocyclic compound, 1336963-95-1, name is 6-Bromo-7-fluoroindoline-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.

2-Amino-4-bromo-3-fluorobenzoic acid To a solution of 6-bromo-7-fluoroindoline-2,3-dione (1.41 g, 5.80 mmol) in 2 N NaOH (15 mL), H2O2 solution (30%, 3 mL) was added at 0 oC and the resulting mixture was stirred at 0 oC for 30 min. After stirring at room temperature for 16 h, the mixture was poured into ice-water, and the solution was acidified with conc. HCl solution. The precipitate was collected by filtration and dried in the air to afford the desired product (1.2 g, 89% yield) as a white solid.

The synthetic route of 1336963-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARAXES PHARMA LLC; LI, Liansheng; FENG, Jun; WU, Tao; REN, Pingda; LIU, Yi; LIU, Yuan; LONG, Yun, Oliver; WO2015/54572; (2015); A1;,
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Related Products of 550-44-7, These common heterocyclic compound, 550-44-7, name is 2-Methylisoindoline-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.

Prepared according to a literature procedure (Beilstein I Org. Chem., 2012, 8, 192-200). N-Methylphthalimide (5 g, 30.4 mmol) was dissolved in MeOH (85 mL) andTHF (175 mL), then cooled to 0C. Sodium borohydride (1.15 g, 30 mmol) was added portionwise over 10 minutes, then the reaction mixture was stirred at 0C for a further 30 minutes. The reaction mixture was quenched with water and extracted with EtOAc, then the organic layers were dried over sodium sulphate and concentrated under reduced pressure, to afford the title compound (3.64 g, 73%) as a white solid.

The synthetic route of 550-44-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB BIOPHARMA SPRL; BROWN, Julien Alistair; CALMIANO, Mark Daniel; JONES, Elizabeth Pearl; KROEPLIEN, Boris; REUBERSON, James Thomas; SELBY, Matthew Duncan; SHAW, Michael Alan; ZHU, Zhaoning; WO2015/86512; (2015); A1;,
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Synthetic Route of 954-81-4, 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. 954-81-4, name is N-(5-Bromopentyl)phthalimide, This compound has unique chemical properties. The synthetic route is as follows.

Compound 3-1 (5.0 g, 17 mmol) was dissolved in dimethylformamide (DMF, 30 mL), and sodium azide (1.4 g, 1.3 eq.) was added. The reaction mixture was allowed to stir overnight, whereupon it was concentrated in vacuo to yield a white residue. The residue was dissolved in DCM, filtered through a silica gel plug, and solvent removed to afford N-[5- (azido)butyl]phthalimide (4.0 g, 91%) as a colorless thick oil. ?HNMR(300IVIHz, CDC13): = 1.30-1.44 (m, 2H), 1.50-1.75 (m, 4H), 3.21 (t, J= 7.5 Hz, 2H), 3.63 (t, J = 7.5 Hz, 2H), 7.60-7.70 (m, 2H), 7.75-7.80 (m, 2H). ?3C NIVIR(75 IVIFIz CDC13): = 23.8, 27.9, 28.2, 37.4, 51.0, 123.0, 131.9, 133.7, 168.2.

The chemical industry reduces the impact on the environment during synthesis N-(5-Bromopentyl)phthalimide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; LUMIPHORE, INC.; BUTLIN, Nathaniel G.; MAGDA, Darren; XU, Jide; (114 pag.)WO2016/106241; (2016); A1;,
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Electric Literature of 87-48-9, 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. 87-48-9, name is 5-Bromoindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 90a: 5-Bromoindolin-2-one (Compound 0601-194)To a mixture of 5-bromoindole-2,3-dione (2.25 g, 10 mmol), ethyleneglycol (45 mL) and hydrazine hydrate (1.06 g, 21.10 mmol) was added KOH (1.68 g, 30 mmol). The reaction mixture was stirred at 80C for 4 hours. The mixture was cooled to room temperature and poured into ice cold water and the mixture was adjusted to pH 1-2 with 12N hydrochloric acid and stirred at room temperature for 12 hours. The mixture was filtered and solid was washed with water (5 mL) and dried to get the crude product which was purified by column chromatography on silica gel (methanol in dichloromethane, 0.5% v/v) to give 0601-194 (785 mg, 37%) as a yellow solid. LCMS: 214 [M+l]+. 1H-NMR (400 MHz. OMSO-de) delta 3.51 (s, 2H), 6.76 (d, J= 8.0 Hz, 1H), 7.34 (dd, J= 8.0, 2.0 Hz, 1H), 7.38 (m, 1H), 10.49 (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-Bromoindoline-2,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CURIS, INC.; BAO, Rudi; LAI, Chengjung; QIAN, Changgeng; WO2011/130628; (2011); A1;,
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6941-75-9, name is 5-Bromoisoindoline-1,3-dione, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 6941-75-9

Preparation of 5-bromo-2,3-dihydro-1H-isoindole (13); 564.2 ml of a 1M borane/THF solution are added dropwise to 42.5 g (188 mmol) of 5-bromoisoindole-1,3-dione in 300 ml of THF (dry) at -5 C. over a period of 60 min. The mixture is subsequently stirred for 2 h at 22 C. and then for 16 h at 80 C. The mixture is then cooled to 0 C., before 200 ml of methanol (exothermic.) and 200 ml of 2M hydrochloric acid are slowly added. The resultant mixture is stirred for 3 h at 80 C., cooled to 22 C., and 100 ml of water are added. The aqueous solution is extracted three times with 150 ml of dichloromethane each time, dried over sodium sulfate, filtered and evaporated to dryness: 5-bromo-2,3-dihydro-1H-isoindole; yield 15.4 g of ?13? (41.3%); MW 198.06; Rt 1.099 min (?polar? method).

The synthetic route of 6941-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Patent Gesellschaft Mit Beschrankter Haftung; US2010/311745; (2010); A1;,
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Electric Literature of 39755-95-8, A common heterocyclic compound, 39755-95-8, name is 5-Methoxyisatin, molecular formula is C9H7NO3, 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.

The mixture was poured into 500 g of ice and extracted 3 times with ethyl acetate. The combined extracts were dried over anhydrous sodium sulfate and concentrated to give 5.1 g (65% yield) of 5-methoxyisatin as a dark red solid. 5-Methoxyisatin (5.0 g) and 30 mL of hydrazine hydrate were heated to reflux for 15 minutes. The reaction mixture was cooled to room temperature and 50 mL of water was added. The mixture was extracted 3 times with 25 mL of ethyl acetate each time, the organic layers combined, dried over anhydrous sodium sulfate and concentrated to give a yellow solid. The solid was stirred in ethyl acetate and 1.1 g of insoluble material was removed by vacuum filtration and saved. This material proved to be 2-hydrazinocarbonylmethyl-4-anisidine. The filtrate was concentrated and chromatographed on silica gel eluding with ethyl acetate:hexane (1:1) to give 0.7 g of 5-methoxy-2-oxindole as a yellow solid.

The synthetic route of 39755-95-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUGEN, Inc.; US2003/69421; (2003); A1;; ; Patent; Sugen, Inc.; US6051593; (2000); A;,
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Electric Literature of 60434-13-1, 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. 60434-13-1, name is 5-Chloro-1-methylindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of N-benzylisatin (1a, 1.0 mmol), in dryTHF, trimethyl(trifluoromethyl)silane (TMSCF3,2.0 mmol) was added dropwise at room temperature. Tothis 0.052 g TBAF (20 mol %) was added and then thereaction mixture was stirred at room temperature untilcomplete conversion takes place as indicated by TLCanalysis. The reaction mixture was treated with aqueousNaHCO3 and was extracted with ethyl acetate. The organiclayers were collected and dried with anhydrous Na2SO4,followed by solvent removal under reduced pressure. Thecrude product was purified by flash chromatography(hexane/ethyl acetate = 90:10) on silica gel to give thedesired product.

The chemical industry reduces the impact on the environment during synthesis 5-Chloro-1-methylindoline-2,3-dione. I believe this compound will play a more active role in future production and life.

Reference:
Article; Bikshapathi, Raktani; Prathima, Parvathaneni Sai; Yashwanth; Pamanji; Jagadeeshkumar; Maheshwari; Rao, J. Venkateswara; Murty; Rao, V. Jayathirtha; Monatshefte fur Chemie; vol. 148; 4; (2017); p. 757 – 764;,
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Application of 1055412-47-9, 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. 1055412-47-9, name is su-5614 belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A suspension of 5-chloro-3-(1H-pyrrol-2-yl-methylene)-1,3-dihydro-indol-2-one (120 mg, 0.44 mmol), morpholine (39 muL, 0.44 mmol) and paraformaldehyde (20 mg, 0.66 mmol) in 8 mL of dioxane and 2 mL of EtOH was heated to 80 C. for 15 h. The reaction mixture was cooled to room temperature and treated with morpholine (25 muL, 0.28 mmol) and paraformaldehyde (16 mg, 0.50 mmol) The reaction mixture was heated at 80 C. for 4 h. The reaction mixture was cooled to room temperature and partially concentrated under a nitrogen stream. The reaction mixture was cooled to -20 C. The solid which formed was collected by filtration and rinsed with EtOH (previously cooled to -20 C.). The solid collected was dried under vacuum to give the title compound (85 mg, 52%) as an orange solid.

The synthetic route of su-5614 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Allergan, Inc.; US2004/102509; (2004); A1;,
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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. 3891-07-4, name is 2-(2-Hydroxyethyl)isoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-(2-Hydroxyethyl)isoindoline-1,3-dione

In the first step, under a nitrogen atmosphere, 3.00 mmol of thiacup [4] arene, 25.71 mmol of hydroxyethylphthalimide,9.15 mmol of triphenylphosphine, 120 mL of dry tetrahydrofuran (drying treatment before use), stir well and cool to zero in an ice-salt bath.9.14 mmol of diethyl azodicarboxylate was dissolved in 30 mL of dry tetrahydrofuran, and then placed in a constant pressure funnel and slowly dropped into a three-necked flask. After the dropwise addition was completed, the temperature was raised to room temperature for 72 hours.At the end of the reaction, the solvent was evaporated to dryness, and methanol was added while hot to precipitate a large amount of white solid. After suction filtration, the filter cake was dried.Purification by silica gel column chromatography (n-hexane: ethyl acetate = 8: 2) to obtain 2.43 g of 1,3-alternate-bis (2-phthalimide) thiacalix [4] arene, yield Is 75.8%,1,3-Alternate-bis (2-phthalimide) thiacalix [4] arene has the structural formula shown in Formula (II):

According to the analysis of related databases, 3891-07-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shenzhen Advanced Technology Institute; Zhao Jianglin; Jin Zongwen; Ruan Qin; Chen Zhenmin; Luo Qingying; Wu Yutian; (22 pag.)CN107936953; (2019); B;,
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