Organische Gas‐Festkörperreaktionen: Additionen von HX an  N ‐Vinylphthalimid und Substitutionen bei dessen Hydrat | Zendy

Kaupp Gerd | Zendy; Mathies Doris | Zendy

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Organische Gas‐Festkörperreaktionen: Additionen von HX an N ‐Vinylphthalimid und Substitutionen bei dessen Hydrat

Author(s) -

Kaupp Gerd,

Mathies Doris

Publication year - 1986

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19861190731

Subject(s) - chemistry , phthalimide , medicinal chemistry , hydrate , clathrate hydrate , yield (engineering) , bromine , ether , hydrolysis , polymer chemistry , organic chemistry , materials science , metallurgy

Organic Gas‐Solid Reactions: Additions of HX to N ‐Vinylphthalimide and Substitutions of its Hydrate Gas‐solid additions of N ‐vinylphthalimide ( 1 ) and gas‐solid substitutions of its isolable hydrate 5 with the dipolar gases HCl, HBr, HI yield quantitatively and surprisingly rapidly the reactive halogeno compounds 2, 3, 4 , respectively. Their hydrolysis, depending on the conditions (gas: static, flow; liquid), gives 5 and the ether 7 , alcoholysis and acetolysis the alkoxy (acetoxy) derivatives 8 . Also gaseous bromine and (catalytically) water is added to crystalline 1 . The mechanism of the [1,2/2,1]rearrangement of N ‐(2‐bromoethyl)‐into N ‐(1‐bromoethyl)phthalimide is established as a sequence of HBr‐elimination and ‐addition.

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