Electric Literature of 2913-97-5, 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. 2913-97-5, name is N-(2-Oxoethyl)phthalimide, This compound has unique chemical properties. The synthetic route is as follows.
General procedure: Compound 3 was prepared by the condensation of commercially available aminoacetaldehyde diethyl acetal with the phthalic anhydride (1:1 mol ratio), using toluene under reflux, in the presence of a catalytic amount of DMAP (yield 52percent) for 2 h. In the next step, 2-(2,2-diethoxyethyl)isoindoline-1,3-dione (3) underwent acid hydrolysis (sulphuric acid at 70percent) in reflux for 2 h. After the reaction was completed, it was allowed to reach at room temperature and was then cooled to induce precipitation. The formed precipitate was filtered on a sintered funnel with distilled water, yielding 55percent of the pure product. For the synthesis of 5a and 5b, 2-(1,3-dioxoisoindol-2-yl) acetaldehyde (4) reacted with thiosemicarbazide (in the ratio 1:1) (for 5a) or 4-phenyl-3-thiosemicarbazide (for 5b), in ethanol, under reflux with catalytic amount of HCl (4 drops) for 4 h. The reactions were followed by thin layer chromatographic plate analysis. The formed precipitate was filtered on a sintered funnel with ethanol to yield the pure product (yield 76percent for 5a and 70percent for 5b). 4.1.3.1 (E)-2-[2-(1,3-dioxoisoindolin-2-yl)ethylidene]hydrazinecarbothioamide (5a) White crystals; Yield: 76percent; m.p. (¡ãC) 223-224; Rf 0.45 (hexane/ethyl acetate 3:2); IR (KBr, cm-1): 3423 and 3308 (N-H), 1769 and 1713 (C=O), 1602 (C=N); 1H NMR (300 MHz, DMSO-d6), delta ppm: 4.36 (d, J = 3.6 Hz, 2H, CH2), 7.36 (s, 1H, NH), 7.42 (t, J = 3.6 Hz, 1H, CH=N), 7.83-7.90 (m, 4H, Ar), 8.03 and 11.27 (s, 1H, NH2); 13C NMR (75.5 MHz, DMSO-d6), delta ppm: 40.1 (CH2), 123.1 (Ar), 131.7 (Ar), 134.4 (Ar), 140.4 (C=N), 167.5 (C=O), 177.9 (C=S). Anal. Calcd for C11H10N4O2S: C, 50.37; H, 3.84; N, 21.36; S, 12.22. found: C, 50.03; H, 3.45; N, 20.98; S, 12.30. HRMS: 262.3388 [M+H] +.
The chemical industry reduces the impact on the environment during synthesis N-(2-Oxoethyl)phthalimide. I believe this compound will play a more active role in future production and life.
Reference:
Article; De Moraes Gomes, Paulo Andre Teixeira; Oliveira, Arsenio Rodrigues; De Oliveira Cardoso, Marcos Verissimo; De Farias Santiago, Edna; De Oliveira Barbosa, Miria; De Siqueira, Lucianna Rabelo Pessoa; Moreira, Diogo Rodrigo Magalhaes; Bastos, Tanira Matutino; Brayner, Fabio Andre; Soares, Milena Botelho Pereira; De Oliveira Mendes, Andresa Pereira; De Castro, Maria Carolina Accioly Brelaz; Pereira, Valeria Rego Alves; Leite, Ana Cristina Lima; European Journal of Medicinal Chemistry; vol. 111; (2016); p. 46 – 57;,
Indoline – Wikipedia,
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