Healthcare careers for chemists are once again largely based in laboratories, although increasingly there is opportunity to work at the point of care, helping with patient investigation., name: 5-Chloroisoindoline-1,3-dione
4- Chlorophthalimide (273 mg) is dissolved in a minimum of boiling ethanol (ca. 2.5 ml). 37% formaldehyde solution (0.15 ml) is added to the still hot solution followed by /V-(4-chlorophenyl)glycine (279 mg). Reflux is continued for 3 h. The yellow solution is kept in the refrigerator overnight. The yellow precipitate is collected by suction filtration, washed with ethanol, and dried in vacuo. The crude is recrystallised from ethanol to provide /V-[(5-chloro-l,3-dioxo-2-isondolinyl)methyl]- /V-(4-chlorophenyl)glycine (135 mg) as light yellow crystals. 1H-NMR (500 MHz, DMSOcI6): delta (ppm) = 4.26 (s, 2H), 5.24 (s, 2H), 6.97 (d, J = 9.1 Hz, 2H), 7.22 (d, J = 9.1 Hz, 2H), 7.90 (d, J = 1.2 Hz, 2H), 7.97 (t, J = 1.2 Hz, IH), 12.71 (br s, IH).13C-NMR and DEPT (125 MHz, DMSOd6) : delta (ppm) = 51.77 (CH2), 54.72 (CH2), 114.39 (2 CH), 121.70 (C), 123.35 (CH), 124.99 (CH), 128.39 (2 CH), 129.97 (C), 133.41 (C), 134.38 (CH), 139.41 (C), 145.34 (C), 167.01 (CO), 167.35 (CO), 171.48 (CO). MS ( + ESI): m/z = 379 (M + H).
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Reference:
Patent; UNIVERSITAET DES SAARLANDES; ENGEL, Matthias; FROeHNER, Wolfgang; STROBA, Adriane; BIONDI, Ricardo M.; WO2010/43711; (2010); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem