Category: 3783-77-5

Application of 3783-77-5, A common heterocyclic compound, 3783-77-5, name is 2-(3-Oxobutyl)isoindoline-1,3-dione, molecular formula is C12H11NO3, 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 50 g of 2- (3-oxobutyl) isoindoline-1,3-dione, 14.3 g of ethylene glycol and 7.4 g of p-toluenesulfonium tetrahydrate were dissolved in 500 ml of anhydrous toluene and treated with a water separator Reflux for 24 hours. After completion of the reaction, the reaction system was saturatedNaHCO3 aqueous solution 500 ml twice. The aqueous phase was extracted twice with 500 ml of ethyl acetate. The organic phase is combined with anhydrous sulfur Dried over sodium carbonate, and the solvent was distilled off under reduced pressure to obtain a distillation residue which was recrystallized from ethanol to give 45 g of a yellow solid: 2- (2-(2-methyl-1,3-dioxolan-2-yl) ethyl) isoindoline-1,3-dione, yield: 74.8%.

The synthetic route of 3783-77-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wuhan Yao Ming Kant, Immanuel New Drug Development Co., Ltd.; Yu Lingbo; Wang Ruile; Zhou Qiang; Xu Xueqin; Zhang Dawei; Bai Youyin; Chen Dongzhi; Gao Mingfei; Yao Baoyuan; Han Huaxin; Fu Xinyu; Ma Rujian; (5 pag.)CN106939001; (2017); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 3783-77-5, name is 2-(3-Oxobutyl)isoindoline-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 3783-77-5, SDS of cas: 3783-77-5

b. 1-Bromo-4-phthalimidobutan-2-one (10a) To a suspension of 130 g (0.6 mole) of 4-phthalimido butan-2-one (7a) in 1000 ml of absolute methanol is added 96 g (0.6 mole) of bromine and the reaction mixture is stirred for 24 hours at room temperature. The precipitate, N-(4-bromo-3.3-dimethoxybutyl) phthalimide (8a) is filtered off, suspended in methanol and 30 ml of 10N sulfuric acid is added, after which the reaction mixture is heated until a clear solution is obtained. After cooling down the precipitate is collected and recrystallized from hot methanol. Yield 60%. Melting point: 120-122 C. (lit: R. G. Jones et al., J. Am. Chem. Soc., 72, 4526-4529 (1950), 119-120 C.). 1 H-NMR (CDCl3): 3.13 ppm., triplet, 2H (J=7.2 Hz); 3.92 ppm.,. singlet, 2H; 4.04 ppm., triplet (J=7.2 Hz), 2H; 7.60-7.96 ppm., multiplet, 4H.

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

Reference:
Patent; Cedona Pharmaceuticals B.V.; US5190589; (1993); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 3783-77-5, A common heterocyclic compound, 3783-77-5, name is 2-(3-Oxobutyl)isoindoline-1,3-dione, molecular formula is C12H11NO3, 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.

(1) Synthesis of N-[3-(N-hydroxyimino)butyl]-phthalimide 1.08 g (5.00 mmol) of N-(3-oxobutyl)phthalimide was dissolved in 10 ml of methanol and to the solution was added 0.695 g (10.0 mmol) of hydroxylamine hydrochloride. To this suspension was added 2 ml of 5N aqueous sodium hydroxide solution, followed by being stirred at room temperature for 16 hours. The reaction mixture was poured into 100 ml of saturated aqueous sodium hydrogencarbonate and extracted with chloroform (30 ml*3), and the combined organic layer was dried over magnesium sulfate. Chloroform was distilled off and the residual solids were washed with hexane to give 0.98 g (yield 84%) of the titled compound as colorless crystals. Melting point 151-172 C., 1 H-NMR spectrum (DMSO-d6, TMS as internal standard); delta=1.81(s, 3H*0.75), 1.83(s, 3H*0.25), 2.3-2.6(m, 2H), 3.78(t, J=6 Hz, 2H*0.75), 3.91(t, J=6 Hz, 2H*0.25), 7.85(s, 4H), 10.15(bs, 1H*0.75), 10.34(s, 1H*0.25)ppm,

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.

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. 3783-77-5, name is 2-(3-Oxobutyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2-(3-Oxobutyl)isoindoline-1,3-dione

A solution of 4-(3-piperidin-4-yl-3-thiophen-3-ylmethyl-ureidomethyl)-benzoic acid methyl ester (97 mg, 0.25 mmol), 2-(3-oxo-butyl)-isoindole-l,3-dione (109 mg, 0.50 mmol) and glacial AcOH (5 drops) in MeOH (1.2 ml) at 60 C was added NaBH3CN (50 mg, 0.80 mmol) and the reaction was stirred for 20.5 hours. The reaction was cooled, diluted with saturated aqueous NaHCO3 (25 ml) and was extracted with CH2Cl2 (20 ml X 3). The combined organic solution was dried (Na2SO4), filtered and concentrated under reduced pressure. Purification by flash column chromatography on silica (CH2Cl2/MeOH, 29:1) gave the tertiary piperidine as a white foam (86.3 mg, 59%). 1H NMR (CDCl3) delta 0.95 (d, 3H, J= 6.2 Hz), 1.18-1.71 (m, 5H), 1.84-1.97 (m, IH), 2.09-2.20 (m, IH), 2.40-2.50 (m, IH), 2.63-2.83 (m, 3H), 2.64-2.88 (m, 2H), 3.89 (s, 3H), 4.11 (s, 2H), 4.19-4.31 (m, IH), 4.36 (d, 2H, J= 5.3 Hz), 4.69 (t, IH, J= 5.3 Hz), 6.92 (d, IH, J= 5.1 Hz), 7.04 (s, IH), 7.09 (d, 2H, J= 8.4 Hz), 7.33 (dd, IH, J= 5.1, 3.1 Hz), 7.57-7.63 (m, 2H), 7.75-7.81 (m, 2H), 7.90 (d, 2H, J= 8.4 Hz).

The synthetic route of 3783-77-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANORMED INC.; WO2006/138350; (2006); A2;,
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. 3783-77-5, name is 2-(3-Oxobutyl)isoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Product Details of 3783-77-5

Using general procedure B, the piperidine (62.3 mg, 0.19 mmol) and 2-(3-oxo-butyl)- isoindole-l,3-dione (108 mg, 0.50 mmol) gave the desired tertiary amine as a white foam (47.5 mg, 0.090 mmol, 47%).; General procedure B: Reductive Animation with NaCNBH3[0096] To a stirred solution of the amine (1 equivalent) in MeOH (concentration -0.1M) at room temperature were added the carbonyl compound (1-3 equivalents), glacial AcOH (0-1 equivalents) and sodium cyanoborohydride (NaCNBH3) (~1.5-3 equivalents) and the resultant solution was heated to reflux, hi a standard workup, the reaction mixture was concentrated under reduced pressure and diluted with saturated aqueous NaHCO3. The aqueous was extracted with CH2Cl2 and the combined organic extracts were dried (Na2SO4 or mgSO4), filtered and concentrated under reduced pressure. The crude material was purified by flash column chromatography on silica gel or by recrystallization.

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:
Patent; ANORMED INC.; WO2006/138350; (2006); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 3783-77-5, name is 2-(3-Oxobutyl)isoindoline-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 3783-77-5, Product Details of 3783-77-5

5.43 g (25 mmol) of 4-phthalimidobutan-2-one Z4 are dissolved in 150 ml of toluene, admixed with 4.28 g (56.25 mmol, 2.25 eq) of 1,3-propanediol and 0.24 g (1.25 mmol, 0.05 eq) of para-toluenesulfonic acid monohydrate and heated under reflux for 24 h on a water separator. The mixture is cooled to RT and washed with 3¡Á30 ml of saturated sodium hydrogencarbonate solution. The combined aqueous phases are extracted once with 90 ml of EtOAc and the combined organic phases are dried over sodium sulfate and concentrated on a rotary evaporator. The colorless oil obtained is crystallized from heptane. Yield (Z6): 7.09 g with an HPLC purity of 88 area % 1H-NMR (CDCl3): 7.89-7.80 (m, 2H); 7.74-7.66 (m, 2H); 3.97-3.80 (m, 6H); 2.11 (tr, 2H); 1.84-1.72 (m, 1H); 1.66-1.56 (m, 1H); 1.48 (s, 3H) [ppm]

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; BASF SE; SUBKOWSKI, THOMAS; Bollschweiler, Claus; Wittenberg, Jens; Siegel, Wolfgang; Pelzer, Ralf; (92 pag.)US2017/265510; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 3783-77-5, 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. 3783-77-5, name is 2-(3-Oxobutyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

2-(4-bromo-3-oxobutyl)isoindoline-1,3-dione To a solution of 2-(3-oxobutyl) isoindole-1 ,3-dione (3.0 g, 13.81 mmol) in methanol (100 imL) was added bromine (2.43 g, 15.19 mmol) dropwise at 0C. The reaction mixture was stirred at the same temperature for 30 min and then at room temperature for 15 h. To the resulting clear solution was added concentrated sulfuric acid (10 M, 20 mL) and the resulting mixture was stirred at room temperature for 24 h. The precipitated solid was filtered and air- dried, afforded the desired product, 2-(4-bromo-3-oxobutyl)isoindoline-1 ,3- dione, as a white solid, (1 .85 g, 46% yield).

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-(3-Oxobutyl)isoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MONASH UNIVERSITY; THE UNIVERSITY OF WESTERN AUSTRALIA; BAELL, Jonathan; PIGGOTT, Matthew; RUSSELL, Stephanie; TOYNTON, Arthur; RAHMANI, Raphael; FERRINS, Lori; NGUYEN, Nghi; (178 pag.)WO2015/172196; (2015); 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. 3783-77-5, name is 2-(3-Oxobutyl)isoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C12H11NO3

To a solution of spiro[isobenzofuran-1(3H), 4′-piperidine] hydrochloride (2.80 g) and 2-(3-oxobutyl)-1H-isoindol-1,3(2H)-dione (2.0 g) in THF-methanol (1:1 v/v, 40 ml), 0.3 M sodium cyanoborohydride-1/2 zinc chloride solution in methanol (44 ml) was added and stirred for 20 hours at room temperature. Saturated aqueous sodium hydrogencarbonate solution was added to the reaction liquid, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and condensed under reduced pressure. The resulting solid was washed with a small amount of methanol to provide 2-(3-spiro[isobenzofuran-1(3H), 4′-piperidin-1-yl]butyl-1H-isoindol-1, 3(2H)-dione (578 mg) as a white solid.

According to the analysis of related databases, 3783-77-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1595867; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 3783-77-5, name is 2-(3-Oxobutyl)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. Application In Synthesis of 2-(3-Oxobutyl)isoindoline-1,3-dione

Prepare a cold (0C) solution OF 2- (3-OXOBUTYL) ISOINDOLE-1, 3-dione (6. 8 g, 31.5 mmol) in methanol (50 mL). Add Br2 (3.2 mL, 63 MMOL). Allow the reaction to warm to room temperature and stir for 15 hours. Add 10 M sulfuric acid (26 mL) and stir the mixture for 15 hours. Filter off the solids and dry in vacuo to afford 2- (4-BROMO-3- oxobutyl) ISOINDOLE-1, 3-dione (2.3 g). 1H NMR (CDCl3) 8 7.85-7. 90 (m, 2H), 7. 69-7.77 (m, 2H), 4.05 (t, J= 7 Hz, 2H), 3.96 (s, 2H), 3.15 (t, J= 7 Hz, 2H).

The synthetic route of 2-(3-Oxobutyl)isoindoline-1,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/9941; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 3783-77-5, The chemical industry reduces the impact on the environment during synthesis 3783-77-5, name is 2-(3-Oxobutyl)isoindoline-1,3-dione, I believe this compound will play a more active role in future production and life.

To a solution of tert-butyl [(2R)-l-(aminooxy)-3-methylbutan-2-yl]carbamate (5.0 gm, 23.04 mmol) in pyridine (50 ml) was added N-(3-oxo-butyl)-pthalamide (5.0 gm, 23.04 mmol) under stirring at 30C. The reaction mixture was stirred at 30C for 12 hours. After completion of the reaction, solvent was evaporated under vacuum and the residue obtained was dissolved in ethyl acetate (200 ml). The ethyl acetate layer was washed with saturated aqueous ammonium chloride solution, water and brine solution. Layers were separated and organic layer was dried over sodium sulphate. Evaporation of solvent provided crude mass, which was purified by triturating with diethyl ether to provide 6.1 gm of 2-[(3E/Z)-3-({ [(2R)- 2-(tert-butoxycarbonyl)amino-3-methylbutyl]oxy}imino)butyl]-lH-isoindole-l,3(2H)-dione as a colourless oil (63% yield). Analysis: Mass (M+l): ES: 418.3 for C22H31N3O5; 1H NMR (400 MHz, CDC13): delta 7.83-7.88 (m, 2H), 7.70-7.73 (m, 2H), 4.67-4.70 (br s, 1H), 3.84-3.98 (m, 2H), 2.65-2.89 (m, 2H), 2.53 (ddd, 1H), 1.91 (d, 3H), 1.70-1.77 (m, 1H), 1.43 (s, 9H), 0.84-0.90 (m, 6H).

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-(3-Oxobutyl)isoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; WOCKHARDT LIMITED; CHAVAN, Vijay Prakash; BHAVSAR, Satish; PAVASE, Laxmikant; GUPTA, Sunil; MISHRA, Amit; KALE, Rajesh; JOSHI, Sanjeev; DABHADE, Sanjay Kisan; JADHAV, Sunil Bhaginath; KAYASTHA, Abhijeet Kantilal; PAWAR, Shivaji Sampatrao; RANE, Vipul Prabhakar; AHIRRAO, Vinod Kashinath; YEOLE, Ravindra Dattatraya; DESHPANDE, Prasad Keshav; BHAGWAT, Sachin Subhash; PATEL, Mahesh Vithalbhai; (50 pag.)WO2018/203197; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem