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Some Hydrazones of 5-Phenyl-2,4-thiazolidinedione

✍ Scribed by Sirotenko, Aleksey A.; Ciavarri, Peter A.


Book ID
115447654
Publisher
American Chemical Society
Year
1966
Tongue
English
Weight
193 KB
Volume
9
Category
Article
ISSN
0022-2623

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Benzophenone 2,4-dinitro­phenyl­hydrazon
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In the title structure, C 19 H 14 N 4 O 4 , there are two crystallographically independent molecules in the asymmetric unit. The nitro groups are coplanar with the attached benzene rings. The crystal structure is stabilized by weak intermolecular C-HÁ Á ÁO andinteractions.

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In the title compound, C 7 H 6 N 4 O 4 , the molecule is essentially planar and the nitro groups are nearly coplanar with the benzene ring. The crystal structure is stabilized by intermolecular C-HÁ Á ÁO, N-HÁ Á ÁO and C-HÁ Á ÁN interactions, as well as by short OÁ Á ÁO and OÁ Á ÁN contacts.

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The molecule of the title Schiff base compound, C 8 H 8 N 4 O 4 , is not planar, with a dihedral angle of 9.3 (2) between the N-N C-C plane and the benzene ring. There is an intramolecular N-HÁ Á ÁO hydrogen bond, and N-OÁ Á Á interactions, which help to stabilize the structure.

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The condensation of 5-[4 -(2 -haloethoxy)benzylidenyl]-2,4-thiazolidinediones 2 when separately carried with different 2-amino thiazoles 3 and different sulphanilamides 4 in DMF, using potassium hydroxide in the presence of a catalytic amount of a phase transfer catalyst, gave new 5-[4 -(4 -aryl-thi