Tag: M.W=100-200

Related Products of 102359-00-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 102359-00-2 name is 2-Oxoindoline-5-carboxylic Acid, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

1-[5-(Morpholine-4-carbonyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-2,5,6,7-tetrahydro-pyrrolo[3,4-c]pyridin-4-one PyBOP (3.5 g, 6.72 mmol) was added to a mixture of 5-carboxy-2-oxindole (1 g, 5.6 mmol), morpholine (0.5 mL, 6.2 mmol) and triethylamine (2.0 mL, 14 mmol) in dichloromethane. After stirring at room temperature for 4 hours, the reaction was diluted with more dichloromethane, washed with saturated sodium bicarbonate and brine, dried and concentrated. The residue was purified by column chromatography to give 5-(morpholine-4-carbonyl)-1,3-dihydro-indol-2-one. 1NMR (300 MHz, DMSO-d6) delta 10.54 (br s, 1H, NH), 7.24 (m, 2H), 6.83 (d, J=7.6 Hz, 1H), 3.56 (m, 4H, 2*CH2), 3.49 (s, 2H, CH2), 3.47 (m, 4H, 2*CH2). MS APCI neg. m/z 245 [M+-1].

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Oxoindoline-5-carboxylic Acid, and friends who are interested can also refer to it.

Reference:
Patent; Tang, Peng Cho; Miller, Todd A.; Li, Xiaoyuan; Zhang, Ruofei; Cui, Jinrong; Huang, Ping; Wei, Chung Chun; US2002/42427; (2002); A1;,
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These common heterocyclic compound, 7477-63-6, name is 7-Chloroisatin, 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. Application In Synthesis of 7-Chloroisatin

General procedure: The mixture of isatin (1 mmol), 3-amino-1-phenyl-1H-pyrazol-5(4H)-one (1 mmol), 1,2-diarylethan-1-one, 2,3-dihydroinden-1-one (1 mmol) or 3,4-dihydronaphthalen-1(2H)-one (1 mmol), H2O (6 mL), HOAc (2 mL) was put in a reaction flask under 90 °C about 5-7 h (monitored by TLC). After completion, the reaction mixture was cooled to room temperature and the products would be isolated out at same time. Then, compound 4 was recrystallized from DMF, however, the pure products of 6 and 8 were filtered from water, dried, without further recrystallization.

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

Reference:
Article; Wang, Zhansheng; Gao, Lingli; Xu, Zhongyun; Ling, Zhi; Qin, Yaqi; Rong, Liangce; Tu, Shu-Jiang; Tetrahedron; vol. 73; 4; (2017); p. 385 – 394;,
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These common heterocyclic compound, 16800-68-3, name is 1-Acetylindolin-3-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. COA of Formula: C10H9NO2

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

The synthetic route of 1-Acetylindolin-3-one has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Yanxia; Han, Jianwei; Liu, Zhen-Jiang; Synlett; vol. 26; 18; (2015); p. 2593 – 2597;,
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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. Safety of 5-Methylindolin-2-one

General procedure: To a solution of 3-substituted-5-benzylidene-2-thioxo-4-thiazolidinone (1-19) (0.003 mol) in 1,4-dioxane (15 mL) was added HC(OEt)3(2 mL) and BF3Et2O (2 mL). The reaction mixture washeated to 80 C and stirring was continued at the same temperature for 4 h. Theresulting 2-ethylthio-3-substituted-5-benzylidene- 4-thiazolium fluoroborate (Ic, IIc) was precipitated, filteredoff, and dried without any additional purification, as starting material forthe following reactions. To a mixture of thiazolium fluoroborate (Ic, IIc) (0.003 mol) and correspondingindolin-2-one (0.003 mol) in acetonitrile (15 mL) was added triethylamine (0.91g, 0.009 mol) dropwise at 25 C, and the mixture was stirred for 4 h at thesame temperature. The orange precipitate was collected and washed with ethylacetate (8 mL). The crude product thus obtained was recrystallized from methanol or acetone to give compound (1-19).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3484-35-3, its application will become more common.

Reference:
Article; Wang, Feng; Liu, Zijian; Wang, Jian; Tao, Jun; Gong, Ping; Bao, Xue; Zhao, Yanfang; Wang, Yulin; European Journal of Medicinal Chemistry; vol. 101; (2015); p. 126 – 132;,
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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. 603-62-3, name is 3-Nitrophthalimide belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 3-Nitrophthalimide

General procedure: To a solution of benzazoles (0.05 mol) in ethanol, formaldehyde (aq. 37% solution, 0.5 ml) and 4-(4-nitrobenzyloxy)-aniline 2 were added with vigorous stirring and heated on a water bath for 5 min and left at room temp for overnight. The solid so obtained was washed with methanol and recrystallized from suitable solvent.

The synthetic route of 603-62-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rastogi, Nisheeth; Kant, Padam; Indian Journal of Heterocyclic Chemistry; vol. 24; 1; (2014); p. 77 – 80;,
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Electric Literature of 102359-00-2,Some common heterocyclic compound, 102359-00-2, name is 2-Oxoindoline-5-carboxylic Acid, molecular formula is C9H7NO3, 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-Oxoindoline-5-carboxylic acid (0.214 g, 1.21 mmol), O-(BENZOTRIAZOL-L-YL)-N, N, N, N- TETRAMETHYLURONIUM TETRAFLUOROBORATE (0. 462 G, 1.44 mmol), 1-HYDROXYBENZOTRIAZOLE hydrate (0.194 g, 1.44 mmol) and N, N-diisopropylethylamine (0.3 ML, 1.71 mmol) were suspended in a mixture of acetonitrile (4 mL) and N, N-DIMETHYLFORMAMIDE (1 ML) and stirred at room temperature for 30 min. Benzylamine (0. 155 g, 1.45 mmol) was added and stirring was continued for 12 h. The solvent was removed in vacuo and the residue was separated between chloroform and a saturated aqueous sodium hydrogen carbonate solution. The aqueous layer was extracted with chloroform (3X30 mL). The combined organic layers were dried over sodium sulfate. Filtration and removal of the solvent in vacuo yielded the crude product which was purified on a silica gel column using a gradient chloroform/methanol, (100: 1 to 1: 1), as the eluent to give 0.104 g (30% yield) of the title compound as a solid : 1H NMR (DMSO-D6, 400 MHz) 8 10. 60 (s, 1 H), 8.85 (m, 1 H), 7.77 (m, 2 H), 7.29 (m, 4 H), 7.21 (m, 1 H), 6.85 (d, J = 11 HZ, 1 H), 4.45 (d, J = 6 Hz, 2 H), 3.52 (s, 2 H); MS (ES) TIZZY 267 (M++1).

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

Reference:
Patent; ASTRAZENECA AB; WO2005/27823; (2005); A2;,
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Synthetic Route of 3485-84-5, 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. 3485-84-5, name is N-Vinylphthalimide, This compound has unique chemical properties. The synthetic route is as follows.

A mixture consisting of N-vinylphthalimide (2.0 g, 11.5 mmol), vinyltrimethylsilane (2.03 mL, 13.8 mmol), RuHCl(CO)(PCy3)2 (0.167 g, 0.23 mmol), and 23 mL of dry toluene was placed under an argon atmosphere in a 150 mL Schlenk bomb flask fitted with a plug valve and heated at 100 C for 24 h to complete the reaction (GC analysis). Next, after cooling the reaction mixture to room temperature, 92 mL of acetonitrile and N-iodosuccinimide (5.18 g, 23.0 mmol) were added and the mixture was stirred for 24 h at room temperature. After this time the solvents were evaporated and the reaction mixture was quenched with aqueous Na2S2O3, extracted with hexane, and concentrated to dryness. The final product was purified by column chromatography on silica gel, eluting with n-hexane/EtOAc (50/2).

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

Reference:
Article; Pawlu?, Piotr; Franczyk, Adrian; Walkowiak, J?drzej; Hreczycho, Grzegorz; Kubicki, MacIej; Marciniec, Bogdan; Tetrahedron; vol. 68; 18; (2012); p. 3545 – 3551;,
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Adding a certain compound to certain chemical reactions, such as: 20870-79-5, name is 5-Nitroindolin-2-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 20870-79-5, Computed Properties of C8H6N2O3

5-Amino-2-Oxindole 5-Nitro-2-oxindole (6.3 g) was hydrogenated in methanol over 10% palladium on carbon to give 3.0 g (60% yield) of the title compound as a white solid.

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-Nitroindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sugen. Inc.; US2003/100555; (2003); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 102359-00-2, name is 2-Oxoindoline-5-carboxylic Acid, 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 102359-00-2, Recommanded Product: 2-Oxoindoline-5-carboxylic Acid

General procedure: A solution of 9a-d (2 mmol), EDCI (3 mmol) and HOBt (3 mmol) in dry DCM (20 mL) was stirred at 0C for 3.5 h. Then different substituted amines (2.2 mmol) and DIPEA (4 mmol) were added and the reaction was stirred at r.t. for another 1.5 h. The organic layer was washed with water and brine and dried over Na2SO4. Removal of the solvent gave a residue that was purified by column chromatography (silica gel, CH2Cl2-MeOH 100: 1 as an eluent) to furnish 10a-n as white solids.

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-Oxoindoline-5-carboxylic Acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Guo, Jing; Zhu, Mingyue; Wu, Tianxiao; Hao, Chenzhou; Wang, Kai; Yan, Zizheng; Huang, Wanxu; Wang, Jian; Zhao, Dongmei; Cheng, Maosheng; Bioorganic and Medicinal Chemistry; vol. 25; 13; (2017); p. 3500 – 3511;,
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Related Products of 17564-64-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 17564-64-6 name is 2-(Chloromethyl)isoindoline-1,3-dione, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 17: (E)-3-[3′-Adamantan-l-yl-4′-(l,3-dioxo-l,3-dihydroisoindol-2- ylmethoxy)-biphenyl-4-yl] -acrylic acid ST5632AA1; STEP 1: A solution of (E)-3-(3′-adamantan-l-yl-4′-hydroxybiphenyl-4-yl)acrylic acid tert-hutyl ester (200 mg, 0.464 mmol), N-chloromethylphthalimide (91 mg, 0.464 mmol), K2CO3 (70 mg, 0.464 mmol) and NaI (70 mg, 0.464 mmol) was stirred overnight at RT in the dark. The solvent was evaporated and the residue was taken up in EtOAc. The organic phase was washed with water, dried over Na2SO4, filtered and evaporated under reduced pressure. 3-[3′- Adamantan-l-yl-4′-(l,3-dioxo-l,3-dihydroisoindol-2-ylmethoxy)-biphenyl-4- yl] acrylic acid tert-hutyl ester was obtained after purification on silica gel (EtOAc/hexane 15:85) in 55%yield (150 mg).1H NMR (DMSO-ds) delta: 7.30-8.05 (m, 12H); 6.55 (d, J = 16 Hz, IH); 5.70 (s, 2H); 2.05 (s, 6H); 1.95 (s, 3H); 1.60 (s, 6H); 1.50 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(Chloromethyl)isoindoline-1,3-dione, and friends who are interested can also refer to it.

Reference:
Patent; SIGMA-TAU INDUSTRIE FARMACEUTICHE RIUNITE S.P.A.; CABRI, Walter; GIANNINI, Giuseppe; BATTISTUZZI, Gianfranco; ALLOATTI, Domenico; PISANO, Claudio; DALLAVALLE, Sabrina; BRUNETTI, Tiziana; WO2010/72727; (2010); A1;,
Indoline – Wikipedia,
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