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N-(4-Chloro-phen-yl)-2-(hydroxy-imino)acetamide.

ABSTRACT: The title compound, C(8)H(7)ClN(2)O(2), is an inter-mediate in the synthesis of 5-chloro-isatin, which can be further transformed to 5-chloro-2-indolinone via a Wolff-Kishne reduction. The C(2)N acetamide plane forms a dihedral angle of 6.3?(3)° with the benzene ring. An intra-molecular C-H?O inter-action results in the formation of a six-membered ring. In the crystal, inter-molecular N-H?O, N-H?N and O-H?O hydrogen bonds link the mol-ecules into multimers, forming sheets.

SUBMITTER: Sun J

PROVIDER: S-EPMC2969878 | biostudies-other | 2009

REPOSITORIES: biostudies-other

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N-(4-Chloro-phen-yl)-2-(hydroxy-imino)acetamide.

Sun Jie J Cai Zaisheng Z

Acta crystallographica. Section E, Structure reports online 20090826 Pt 9

The title compound, C(8)H(7)ClN(2)O(2), is an inter-mediate in the synthesis of 5-chloro-isatin, which can be further transformed to 5-chloro-2-indolinone via a Wolff-Kishne reduction. The C(2)N acetamide plane forms a dihedral angle of 6.3 (3)° with the benzene ring. An intra-molecular C-H⋯O inter-action results in the formation of a six-membered ring. In the crystal, inter-molecular N-H⋯O, N-H⋯N and O-H⋯O hydrogen bonds link the mol-ecules into multimers, forming sheets. ...[more]

PMID: 21577646

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