Category: 7223-50-9

Synthetic Route of 7223-50-9, A common heterocyclic compound, 7223-50-9, name is N-Propargylphthalimide, molecular formula is C11H7NO2, 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: A mixture of a terminal alkyne (2.0 mmol), paraformaldehyde (180.2 mg, 2.0 mmol), amine (2 mmol) and Pt/TiO2 (5.0 mg, 0.25 mol%) loaded in distilled H2O (3 mL) and heated under microwave condition at 140 C and 250 W for appropriate reaction time (the reaction was monitored by TLC). After the completion of the reaction, the mixture was allowed to cool down and then extracted with EtOAc (3*20 mL). The combined organic extracts were dried (MgSO4) and fltered. The solvent was evaporated under reduced pressure and the resulting crude product was purifed by column chromatography (silica gel) to obtain the corresponding products 4a-4l.

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; Mohamed, Yasser M. A.; El Nazer, Hossam A.; Solum, Eirik Johansson; Chemical Papers; vol. 73; 2; (2019); p. 435 – 445;,
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 7223-50-9 as follows. Recommanded Product: N-Propargylphthalimide

AgNO3 (36.1 mg, 0.21 mmol) and N-bromosuccinimide (576 mg, 3.24mmol) were added to a solution of 2-(prop-2-yn-1-yl)isoindoline-1,3-dione (2a; 371 mg, 2.00 mmol) in acetone (2.0 mL). The reactionmixture was stirred at r.t. for 16 h. Afterwards, the mixture waspoured on ice and extracted with EtOAc. The combined organic layerswere dried (anhyd Na2SO4), concentrated, and the crude product waspurified by flash chromatography (silica gel, PE/EtOAc 8:2). Bromoalkyne3a was isolated as a white solid; yield: 495 mg (1.87 mmol,94%); mp 119-120 C; Rf = 0.35 (PE/EtOAc 7:3).

According to the analysis of related databases, 7223-50-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kohr, Michael; Kazmaier, Uli; Synthesis; vol. 50; 23; (2018); p. 4690 – 4694;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 7223-50-9, name is N-Propargylphthalimide, 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 7223-50-9, Safety of N-Propargylphthalimide

General procedure: The starting alkyne 1 (0.5 mmol) and dodecane as internal standard(0.22 mmol, 50 muL) were added to a suspension of the Cu-Pd-NPs/MCM-48 catalyst (10 mg) in toluene (5 mL). All reactions werecarried out in a Schlenk-type flask, fitted with a reflux condenser andsealed with a rubber septum. The reaction flask was purged and filledwith H2 (1 atm) through a balloon connected to the flask by a needle,and then heated at 110 ¡ãC. Then, the reaction mixture was centrifugedand the supernatant removed. The solvent was evaporated invacuo, and the crude product was purified by flash column chromatography(silica gel, hexane/EtOAc). The recovered solid catalyst waswashed with toluene (3 ¡Á 2 mL), dried in an oven, calcined at 150 ¡ãC(4 h), and reduced in H2 atmosphere at 200 ¡ãC before its reuse. The following known compounds included in Table 2 were characterizedby comparison of their chromatographic and spectroscopic data (FTIR,1H NMR, 13C NMR, and MS) with those described in the literature.Styrene (2a)18Yield: 46 mg (0.44 mmol, 89percent); colorless liquid.IR (film): 3082, 3060, 3027, 1630, 1496, 1449, 992, 909, 777, 698 cm?1.1H NMR (300 MHz, CDCl3): delta = 7.35 (m, 2 H), 7.25 (m, 3 H), 6.7 (dd, J =10.8, 17.1 Hz, 1 H), 5.71 (d, J = 17.1 Hz, 1 H), 5.20 (d, J = 10.8 Hz, 1 H).13C NMR (75 MHz, CDCl3): delta = 137.5, 128.5, 127.7, 126.1, 136.9, 113.7.MS: m/z (percent) = 104 (100, [M+]), 103 (40), 78 (35), 77 (17), 51 (17).

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:
Article; Buxaderas, Eduardo; Volpe, Maria Alicia; Radivoy, Gabriel; Synthesis; vol. 51; 6; (2019); p. 1466 – 1472;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 7223-50-9, name is N-Propargylphthalimide, 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 7223-50-9, COA of Formula: C11H7NO2

General procedure: A mixture of a terminal alkyne (2.0 mmol), paraformaldehyde (180.2 mg, 2.0 mmol), amine (2 mmol) and Pt/TiO2 (5.0 mg, 0.25 mol%) loaded in distilled H2O (3 mL) and heated under microwave condition at 140 C and 250 W for appropriate reaction time (the reaction was monitored by TLC). After the completion of the reaction, the mixture was allowed to cool down and then extracted with EtOAc (3*20 mL). The combined organic extracts were dried (MgSO4) and fltered. The solvent was evaporated under reduced pressure and the resulting crude product was purifed by column chromatography (silica gel) to obtain the corresponding products 4a-4l.

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, N-Propargylphthalimide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Mohamed, Yasser M. A.; El Nazer, Hossam A.; Solum, Eirik Johansson; Chemical Papers; vol. 73; 2; (2019); p. 435 – 445;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 7223-50-9, name is N-Propargylphthalimide, 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 7223-50-9, category: indolines-derivatives

N-propargyl phtalimide (0.64 g; 3.4 mmol) is dissolved in 1,4-dioxane (20 mL), then dimethylamine (8.5 mL; 17 mmol), copper (I) chloride (0.35 g) and paraformaldehyde (1g) are added. The solution is refluxed for 3h. After cooling at room temperature the formed precipitate is filtered off and the filtrate is evaporated under vacuum to give a green oily residue that, after dissolution in CH2Cl2, is washed with sat. sol. NaHCO3 (2×30 mL) and water (2×30 mL). The organic phase is dried over Na2SO4 and evaporated under vacuum. The crude product is purified by treatment with diethyl ether to give N-phtalimido-N’,N’-dimethylbutin-2-yl-1,4-diamine as pale yellow solid (0.5 g; 2.05 mmol).

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, N-Propargylphthalimide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dompe farmaceutici s.p.a.; ALLEGRETTI, Marcello; BERTINI, Riccardo; BERDINI, Valerio; BIZZARRI, Cinzia; CESTA, Maria, Candida; DI CIOCCIO, Vito; CASELLI, Gianfranco; COLOTTA, Francesco; GANDOLFI, Carmelo; (32 pag.)EP1366018; (2016); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 7223-50-9, name is N-Propargylphthalimide, 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 7223-50-9, SDS of cas: 7223-50-9

General procedure: To a solution of alkyne (1.0 mmol) in PEG-400/H2O(4:1) was added [Ru(p-cymene)Cl2]2 (0.01 mmol), and themixture stirred at room temperature. Upon completion of thereaction (monitoring by TLC), the reaction mixture was dilutedwith Et2O (10 mL), stirred for 10 min, and allowed to stand in anice-salt bath to solidify the PEG-400. The organic layer wasdecanted, dried over anhydrous Na2SO4, filtered, and concentratedunder reduced pressure. The residue obtained was purifiedby silica gel flash column chromatography (ethyl acetate-petroleum ether) to give the pure product.

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

Reference:
Article; Mainkar, Prathama S.; Chippala, Venkataraju; Chegondi, Rambabu; Chandrasekhar, Srivari; Synlett; vol. 27; 13; (2016); p. 1969 – 1972;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem