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1H-Isoindole-1,3(2H)-dione, 5,6-diamino- synthesis

6synthesis methods
-

Yield:59673-89-1 94%

Reaction Conditions:

with hydrogenchloride;tin(ll) chloride in ethanol; for 15 h;Reflux;Inert atmosphere;

Steps:



9a: A suspension of 4-amino-5-nitro-phthalimide 8a (1.89 g, 9.14 mmol) and Tin(II) chloride (10.30 g, 46 mmol) in ethanol (30 mL) was refluxed under Ar for 15 h. The resulted bright red suspension was cooled to r.t., the red solid was collected by filtration, washed with ethanol and dried in vacuum to give a red orange solid 9a (1.53 g, 94% yield). 1H NMR (DMSO-d6): δ (ppm) 10.26 (s, 1H, CONHCO), 6.80 (s, 2H, Ar-H), 5.50 (s, 4H, NH2). 13C NMR (DMSO-d6): δ (ppm) 169.12, 138.68, 122.21, 106.44.

References:

Song, Xiaoyu;Zhao, Jing;Zhang, Wandong;Chen, Long [Chinese Chemical Letters,2018,p. 331 - 335] Location in patent:supporting information