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ChemicalBook CAS DataBase List 1,2,3,4-Tetrahydroisoquinoline-1,3-dione
4456-77-3

1,2,3,4-Tetrahydroisoquinoline-1,3-dione synthesis

14synthesis methods
-

Yield: 95%

Reaction Conditions:

with ammonium carbonate

Steps:

7 EXAMPLE 7
EXAMPLE 7 In the following, an illustrative example is given for the preparation of a homophthalimide of general formula (II) from the corresponding homophthalic anhydride of general formula (IV). Homophthalic anhydride (1.62 g, 10 mmol) and ammonium carbonate (1.61 g, 10 mmol) are ground in a mortar and then slowly heated to fusion at about 280° C. After 2 h, the reaction mixture is allowed to cool. The product is practically pure and needs no further treatment. Thus homophthalimide is obtained in 95% yield (153 mg). m.p. 223°-233° C. MS (m/z) 161. NMR δ ppm: 4.02 (s, CH2 CO), 7.37 (d, J=7.7 Hz, H-5), 7.44 (m, H-7), 7.64 (m, H-6), 8.00 (dd, J=1.3, 7.8 Hz, H-8), 11.29 (bs, NH).

References:

Farmitalia Carlo Erba S.r.L. US5587385, 1996, A

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