Reference of 3676-85-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 3676-85-5 name is 5-Aminoisoindoline-1,3-dione, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
Example 76 N-Cyclohexylmethyl-N’-(1,3-dioxo-2,3-dihydro-1H-5-isoindolyl)urea Diphenylphosphoryl azide (232 mg, 0.85 mmol, 1.2 eq) and triethylamine (85 mg, 0.85 mmol, 1.2 eq) were added to a solution of cyclohexylacetic acid (100 mg, 0.70 mmol) in toluene, and the mixture was stirred at 110C for 60 min. Thereafter, 4-aminophthalimide (114 mg, 0.70 mmol, 1.0 eq) and a minor amount of DMF were added thereto, and the mixture was stirred at 110C for 150 min. After the completion of the reaction, the reaction solution was poured into water, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with water and saturated brine and was dried over sodium sulfate. The solvent was then removed by distillation under the reduced pressure. The residue was purified by a preparative TLC [chloroform-acetone] to give the title compound as a crystal (46 mg, 21.7%). MS m/z: 301 1H-NMR delta: 0.85 – 0.96 (2H, m), 1.07 – 1.26 (3H, m), 1.35 – 1.47 (1H, m), 1.58 – 1.73 (5H, m), 2.97 (2H, t, J = 6.22 Hz), 6.42 (1H, t, J = 5.73 Hz), 7.56 (1H, dd, J = 1.95, 8.29 Hz), 7.66 (1H, d, J = 8.30 Hz), 8.01 (1H, d, J = 1.71 Hz), 9.11 (1H, s), 11.06 (1H, s)
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Aminoisoindoline-1,3-dione, and friends who are interested can also refer to it.
Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1256574; (2002); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem