Category: 6780-38-7

Adding a certain compound to certain chemical reactions, such as: 6780-38-7, name is 2-(1,3-Dioxoisoindolin-2-yl)acetyl chloride, 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 6780-38-7, Recommanded Product: 6780-38-7

General procedure: To a stirred solution of the appropriate 3,4-dihydro-beta-carboline or 6,7-dihydrothieno[3,2-c]pyridine derivative (0.94 mmol) [0.20 g of 1-isopropyl-3,4-dihydro-beta-carboline (3), 0.20 g of 4-phenyl-6,7-dihydrothieno[3,2-c]pyridine (4)] and triethylamine (0.26 mL, 1.9 mmol) in dichloromethane (20 mL) was added a solution of 2-substituted acetyl chloride (1.9 mmol) [0.23 g of propionyl chloride (5a), 0.43 g of 2-(2,3-dichlorophenyl)acetyl chloride (5b), 0.32 g of 2-(dimethylamino)-acetyl chloride hydrochloride (5c), 0.58 g of 2-(1,3-dioxoisoindoline-2-yl)acetyl chloride (5d), 0.28 g of methoxyacetyl-chloride (5e), 0.44 g of phenoxyacetyl chloride (5f), 0.48 g of 2-(benzyloxy)acetyl chloride (5g), 0.36 g of 2-chloro-2-oxoethyl acetate (5h), 0.55 g of 2-(phenylthio)-acetyl chloride (5k), 0.29 g of 2-chloroacetyl chloride (5l)] in dichloromethane (5mL) at 0 C. The solution was stirred at 26 C until the starting material disappeared (20 min). The reaction mixture was washed with water (2¡Á10 mL). The organic layer was dried (MgSO4) and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (Merck 107736 Silica gel, 60H, CH2Cl2) to afford the products. 5.2.3 2-[10b-(1-Methylethyl)-2-oxo-1,2,4,5,5a,10,10a,10b-octahydroazeto[1′,2′:1,2]pyrido[3,4-b]indol-1-yl]-1H-isoindole-1,3(2H)-dione (1d) Yield 0.71 g (95%), white crystals, mp 208-210 C (MeCN). IR (KBr, cm-1): 3386, 1842, 1779, 1720, 1393, 1054. 1H NMR (DMSO-d6, 500 MHz): delta 10.73 (br s, 1H, NH), 8.00-7.97 (m, 2H, ArH), 7.96-7.92 (m, 2H, ArH), 7.51-7.49 (m, 1H, ArH), 7.48-7.47 (m, 1H, ArH), 7.18-7.14 (m, 1H, ArH), 7.05-7.02 (m, 1H, ArH), 5.04 (s, 1H, CH), 4.19-4.15 (m, 1H, CH2), 3.36-3.30 (m, 1H, CH2), 2.99-2.92 (m, 1H, CH2), 2.90-2.85 (m, 1H, CH2), 2.37 (sp, J=6.9 Hz, 1H, CH), 0.99 (d, J=7.2 Hz, 3H), 0.84 (d, J=6.8 Hz, 3H) ppm. 13C NMR (DMSO-d6, 125 MHz): delta 167.3 (C=O), 167.1 (C=O), 165.1 (C=O), 136.8 (C=), 135.5 (C=), 134.9 (HC=), 131.5 (HC=), 126.0 (C=), 123.5 (HC=), 122.1 (HC=), 118.9 (HC=), 118.1 (HC=), 112.0 (HC=), 109.8 (C=), 65.7 (C), 62.4 (N-CH), 36.9 (CH2), 33.1 (CH), 20.1 (CH2), 18.8 (CH3), 18.2 (CH3) ppm. HRMS calcd for C24H22N3O3 [M+H]+ 400.1656; found 400.1659.

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Reference:
Article; Abranyi-Balogh, Peter; Mucsi, Zoltan; Csizmadia, Imre Gyula; Dancso, Andras; Keglevich, Gyoergy; Milen, Matyas; Tetrahedron; vol. 70; 51; (2014); p. 9682 – 9694;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 6780-38-7, name is 2-(1,3-Dioxoisoindolin-2-yl)acetyl chloride belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-(1,3-Dioxoisoindolin-2-yl)acetyl chloride

General procedure: A solution of acyl chloride (1.2-5 mmol) in anhydrous benzene (5 mL) was added dropwise to a solution of diimine (1 mmol) and triethylamine (0.152-0.606 g, 1.5-6 mmol) in toluene (10 mL). The resulting mixture was stirred at 80 C under nitrogen for 4-16 h, which was determined by TLC monitoring. The reaction mixture was then diluted with CH2C12 (20 mL) and subsequently washed with saturated aqueous NaHCO3 solution (20 mL) and brine (2¡Á10 mL). After dried over anhydrous Na2SO4 and removal of solvent, the residue was purified via recrystallization with EtOAc or a mixture of EtOAc and hexanes or via flash column chromatography (silica gel, a mixture of hexanes and EtOAc as eluent) to afford the product.

The synthetic route of 6780-38-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Zhixin; Chen, Ning; Xu, Jiaxi; Tetrahedron; vol. 67; 50; (2011); p. 9690 – 9699;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem