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Ethyl 3-[2-(p-tolyl-carbamothio-yl)hydrazinyl-idene]butano-ate.


ABSTRACT: The title compound, C(14)H(19)N(3)O(2)S, was obtained from a condensation reaction of N-(p-tol-yl)hydrazinecarbothio-amide and ethyl acetoacetate. The mol-ecule assumes an E configuration; the thio-semicarbazide and ester groups are located on the opposite sides of the C=N bond. The almost planar thio-semicarbazide unit (r.m.s. deviation = 0.0130?Å) is tilted at a dihedral angle of 49.54?(12)° with respect to the benzene ring. Inter-molecular N-H?N and N-H?S hydrogen bonding stabilizes the crystal structure. The eth-oxy group of the ester unit is disordered over two positions, with a site-occupancy ratio of 0.680?(10):0.320?(10).

SUBMITTER: Zhang YL 

PROVIDER: S-EPMC3009117 | biostudies-literature | 2010 Oct

REPOSITORIES: biostudies-literature

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Ethyl 3-[2-(p-tolyl-carbamothio-yl)hydrazinyl-idene]butano-ate.

Zhang Yan-Ling YL   Hou Xu-Feng XF   Zhang Fu-Juan FJ   Yang Feng-Ling FL  

Acta crystallographica. Section E, Structure reports online 20101030 Pt 11


The title compound, C(14)H(19)N(3)O(2)S, was obtained from a condensation reaction of N-(p-tol-yl)hydrazinecarbothio-amide and ethyl acetoacetate. The mol-ecule assumes an E configuration; the thio-semicarbazide and ester groups are located on the opposite sides of the C=N bond. The almost planar thio-semicarbazide unit (r.m.s. deviation = 0.0130 Å) is tilted at a dihedral angle of 49.54 (12)° with respect to the benzene ring. Inter-molecular N-H⋯N and N-H⋯S hydrogen bonding stabilizes the cryst  ...[more]

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