Tag: M.W=100-200

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. 20876-36-2, name is 5-Aminoindolin-2-one, A new synthetic method of this compound is introduced below., category: indolines-derivatives

3-(1H-indol-2-ylmethylene)-5-[(1H-indol-2-ylmethylene)-amino]-1,3-dihydro-indol-2-one A mixture of 5-amino-2-oxindole (74 mg) (prepared as described in Compound IN-009), indole-2-carbaldehyde (87 mg) (prepared according to Synthetic Communications, 1983, 23, 3109) and piperidine (4 mg) in ethanol (2 mL) was heated in a sealed tube at 95¡ã C. for 3 hours. The mixture was cooled to room temperature. The solid was collected by vacuum filtration, washed with cold ethanol and dried in vacuum oven for overnight. The crude solid was then chromatographed on a column of silica gel to give 50 mg (25percent yield) of 3-(1H-indol-2-ylmethylene)-5-[(1H-indol-2-ylmethylene)-amino]-1,3-dihydro-indol-2-one

The synthetic route of 20876-36-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUGEN, Inc.; US2002/183364; (2002); A1;,
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Synthetic Route of 100510-65-4, These common heterocyclic compound, 100510-65-4, name is 6-Amino-3,3-dimethylindolin-2-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.

EXAMPLE H Hexyl N-[2,3-dihydro-3,3-dimethyl-2-oxo-(1H)-indol-6-yl]-carbamate 5.27 g. (0.032 mole) Hexyl chloroformate are added dropwise, while cooling with ice and within the course of 15 minutes, to a suspension of 5.28 g. (0.03 mole) 6-amino-2,3-dihydro-3,3-dimethyl-(1H)-indolin-2-one and 4.6 ml. triethylamine in 50 ml. anhydrous dichloromethane. The solution is then stirred for 3 hours at ambient temperature, the solvent is removed in a vacuum and the residue is purified by flash column chromatography with heptane/butan-2-one (2:1 v/v) as elution agent. Yield 5.2 g. (60% of theory); m.p. 180-183 C. after recrystallisation from ethyl acetate.

Statistics shows that 6-Amino-3,3-dimethylindolin-2-one is playing an increasingly important role. we look forward to future research findings about 100510-65-4.

Reference:
Patent; Boehringer Mannheim GmbH; US4985448; (1991); A;,
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Application of 3484-35-3,Some common heterocyclic compound, 3484-35-3, name is 5-Methylindolin-2-one, molecular formula is C9H9NO, 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: Equimolar quantity of 5-substituted-1H-indolin-2-ones and 2-(4-formylphenoxy)-N-substituted-phenyl-acetamide was taken into round bottom flask containing 50 mL of methanol, followed by 2-3 drops of piperidine. The reaction mixture was refluxed for 1-4 h or till the end of reaction as confirmed by TLC. Then, it was cooled to room temperature and, the solution was filtered. The obtained residue was recrystallized by using dimethylformamide and ethanol.

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

Reference:
Article; Bhadauria, Vivek Singh; Sravanthi, Vishnu; Kumar, Sujeet; Das, Debajyoti; De Clercq, Erik; Schols, Dominique; Tokuda, Harukuni; Karki, Subhas S.; Acta poloniae pharmaceutica; vol. 74; 1; (2017); p. 137 – 145;,
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Electric Literature of 50727-04-3, These common heterocyclic compound, 50727-04-3, name is 5-Methoxyisoindoline-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 stirred solution of 4-methoxyphthalimide (21.3 g, 0.12 mol) in anhydrous tetrahydrofuran (425 ml) at O0C was treated dropwise with a solution of borane in tetrahydrofuran (1M, 340 ml, 0.34 mol) and the resulting mixture was stirred and held at reflux for 16 hours. The mixture was cooled to O0C, methanol (150 ml) was added dropwise followed by 5M hydrochloric acid (150 ml) and the mixture was stirred and held at reflux for 3 hours. Upon cooling to room temperature the organic solvent was removed in vacuo, the mixture was diluted with water (750 ml) and was extracted with dichloromethane (3 x 750 ml). The aqueous layer was basified to pH 12 or above by the addition of 5M sodium hydroxide, extracted with dichloromethane (3 x 750 ml) and the combined extracts were evaporated to dryness in vacuo to afford 5-methoxyisoindoline (8.34 g, 47%) as a brown oil. 1H NMR (DMSOd6) 7.13 (1 H, d), 6.84 (1H, d), 6.74 (1H, dd), 4.05 (2H, s), 4.01 (2H, s), 3.73 (3H, s). MS: [M+H]+ 150.

The synthetic route of 50727-04-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; WO2008/44041; (2008); A1;,
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Reference of 32372-82-0, These common heterocyclic compound, 32372-82-0, name is Isoindoline hydrochloride, 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 stirred suspension of 4- (3-piperidin-1-ylpropoxy) benzoic acid hydrochloride (D2 (Method B); 25g) in DCM (250ML) at rt was treated with oxalyl chloride (10. 92MOL) and 10% DMF in DCM (1 drop). After 2h the solution was evaporated and then re- evaporated from DCM (100ML) and toluene (100ML). The acid chloride was redissolved in DCM (400MOI) and treated with isoindoline hydrochloride (12.8g). The stirred mixture was cooled in ice and triethylamine (46. 4ml) was added over 20min. The mixture was allowed to gain rt and stirred for 1 h. The solution was washed with saturated sodium hydrogen carbonate solution (2#200ML), water (2#200ML), brine (200MI), dried (MGS04) and evaporated. The residue was chromatographed on a silica gel flash column [step gradient 5-9% MEOH (containing 10%. 880 ammonia solution) in DCM]. Fractions containing the required product were evaporated and then re-evaporated from EtOH to give a solid (27.5g) which was redissolved in DCM (300ML), treated with 4M HCI in dioxan (28. 3ML) and then evaporated. The resulting solid was crystallised from EtOH/ diethyl ether to give 2 crops (28.5g). This material was recrystallised from MEOH/ diethyl ether to give the title compound (E2) (26.4g).

Statistics shows that Isoindoline hydrochloride is playing an increasingly important role. we look forward to future research findings about 32372-82-0.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/37788; (2004); A1;,
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17564-64-6, name is 2-(Chloromethyl)isoindoline-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. SDS of cas: 17564-64-6

2.5 g (38.4 mmol) of sodium azide was added to a solution of a commercially available N-(Chloromethyl)phthalimide (25.6 mmol, 5 g) in 50 mL of DMSO. The resulting suspension was stirred at room temperature for 24 h. After adding ice water, the mixture was extracted several times with diethyl ether. The combined organic phases were dried over MgSO4 and the solvent was removed by evaporation under vacuum. Azide 5 was sufficiently pure to be used thereafter (4.810 g, 93% yield).

The synthetic route of 17564-64-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ben Nejma, Aymen; Znati, Mansour; Daich, Adam; Othman, Mohamed; Lawson, Ata Martin; Ben Jannet, Hichem; Steroids; vol. 138; (2018); p. 102 – 107;,
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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. 61-70-1, name is 1-Methylindolin-2-one, A new synthetic method of this compound is introduced below., Product Details of 61-70-1

To a dried round-bottomed flask equipped with a magnetic stir bar was added 1-methylindolin-2-one (0.74 g, 5 mmol), Lawesson?s Reagent (1.07 g, 2.65 mmol) in dry CH2Cl2 (3.60 mL). The reaction was held at the room temperature for 20 h, followed by concentration in vacuo. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography to get 1-methylindoline-2-thione 1 (0.69g, 85% bright yellow solid).

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; Zhou, Shiping; Xiao, Genhua; Liang, Yun; Tetrahedron Letters; vol. 58; 4; (2017); p. 338 – 341;,
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Related Products of 52351-75-4, These common heterocyclic compound, 52351-75-4, name is 6-Methoxyindoline-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.

General procedure: Compound 16 (1.0 g, 5.65 mmol)Ethanol (1.6 mL)And a 10 N aqueous solution of sodium hydroxide (6 mL) was heated to 85 C.,Ethanol (10.4 mL)2-Acetoxyacetophenone (1.3 g, 7.35 mmol) dissolved in water was added.After stirring at 85 C. for 1 hour,Water (20 mL) was added under ice cooling,1N Hydrochloric acid was added until pH 1 was reached.The precipitate was collected by filtration, washed with water and ethanol: acetonitrile (1: 1) solution,Compound 17 was obtained as a red solid (1.2 g, 74%).

The synthetic route of 52351-75-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KYOTO UNIVERSITY; OISHI, SHINYA; OHNO, HIROAKI; FUJII, NOBUTAKA; YAMAMOTO, KOUKI; (43 pag.)JP2017/81888; (2017); A;,
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Reference of 20876-36-2,Some common heterocyclic compound, 20876-36-2, name is 5-Aminoindolin-2-one, molecular formula is C8H8N2O, 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.

153 mg (0.490 mmol) (5-Bromo-2-chloro-pyrimidin-4-yl)-phenethyl-amine was taken into 0.5 mL 1,4 dioxane with 0.14 mL (1.00 mmol) diisopropylethylamine and 80 mg (0.539 MMOL) 5-amino-1, 3-DIHYDRO-INDOL-2-ONE. The reaction was allowed to heat to 110 C for sixteen hours. The resulting brown glass was taken into 92.3 : 7: 0.7 CHCI3 : CH30H: NH40H and washed with 1 N sodium hydroxide. The organic layer was dried over magnesium sulfate and evaporated directly onto silica gel. This adsorbed compound was purified via column chromatography (97.8 : 2: 0.2 CHCI3 : CH30H: NH40H) over silica to isolate the major product.the title compound was isolated as a white solid. c2ohigbrn50 : ms: 424.2/426. 2 (mh+) ;’h nmr (d6-dmso) 10.20 (s, 1 h), 9.01 (s, 1 h), 7.93 (s, 1 h), 7.52 (s, 1 h), 7.44 (d, j = 8.4 hz, 1 h), 7.28-7. 16 (m, 5 h), 6.97 (m, 1 h), 6.65 (d, j=8. 3hz, 1 h), 3.56 (m, 2 h), 3.31 (s, 2 h), 2.82 (t, j=7. 9hz, 2h) ppm.

The synthetic route of 20876-36-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2004/56786; (2004); A2;,
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480-91-1, name is Isoindolin-1-one, 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. Application In Synthesis of Isoindolin-1-one

Isoindolin-1-one 21 (250mg, 1.85mmol) was dissolved in acetonitrile (9mL) and cesium carbonate (2.40g, 7.39mmol) was added followed by propargyl bromide (308muL, 2.77mmol). The reaction mixture was stirred at reflux (2h). The reaction mixture was then dissolved in CH2Cl2 (10mL) and washed with water (3¡Á15mL). The organic layer was dried (Na2SO4), filtered and concentrated under reduced pressure. Gravity-column chromatography of the residual oil (hexane/ethyl/acetate, 2:1) gave 27 as a yellow solid (205mg, 65%): mp 79-81C; Rf 0.66 (ethyl acetate); 1H NMR (400MHz, CDCl3) delta 7.82 (dJ=8.0Hz, 1H), 7.52 (dd J=8.0, 7.2Hz, 1H) 7.41-7.45 (m, 2H), 4.47 (s, 2H), 4.24 (s, 2H), 2.28 (s, 1H). 13C NMR (100MHz, CDCl3) delta 167.9, 141.2, 132.1, 131.6, 128.1, 123.8, 122.8, 78.1, 72.5, 49.1, 31.7. IR (neat) 3290, 3243, 2118, 1701cm-1; HRMS (ESI-TOF) m/z [M+H]+; calculated for C11H10NO 172.0762, Found: 172.0857.

The synthetic route of 480-91-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ronnebaum, Jarrid M.; Luzzio, Frederick A.; Tetrahedron; vol. 72; 40; (2016); p. 6136 – 6141;,
Indoline – Wikipedia,
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