Derivate des Benzo[1.3] dioxols, 421 Über Amino-benzo[1.3]dioxole / Derivatives of 1.3-Benzodioxoles, 42 Am ino-1,3-benzodioxoles
We describe the preparation of the amino-1,3-benzodioxoles 1b-10b. They were prepared by reduction of 5-nitro-(1a), 6-nitro-5-methoxy-(3a), 6-nitro-5-methoxy-(4a) , and 5-nitro-4,7-dimethoxy-1,3-benzodioxole (7a) with hydrogen and palladium as catalyst.Further the amides of 1,3-benzodioxole- 4-(2a) , 4-methoxy-1,3-benzodioxole-5- (5a), 4-methoxy-1,3-benzodioxole-7- (6a), 4,5-dimethoxy- 1,3-benzodioxole-6-(8a), 4,5-dimethoxy-1,3-benzodioxole-7-(9a), and 5,6-dimethoxy-1,3-benzodioxole-4-carboxylic acid (10a) were subjected to Hofmann’s reaction.
The pKBH +-values of the amino-1,3-benzodioxoles 1b-10b and of 2,3-dimethoxyaniline were measured.
5-Amino-1,3-benzodioxole (1b) was found to be the strongest, and 4-amino-5,6-dimethoxy-1,3- benzodioxole (10b) the slightest base.
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