Co-crystallization of N′-benzyl­idene­pyridine-4-carbohydrazide and benzoic acid via autoxidation of benzaldehyde

Itumeleng B. Setshedi; Andreas Lemmerer; Mark G. Smith

doi:10.1107/S2056989023005698

Co-crystallization of N′-benzylidenepyridine-4-carbohydrazide and benzoic acid via autoxidation of benzaldehyde

Itumeleng B. Setshedi, Andreas Lemmerer, Mark G. Smith

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

The 1:1 co-crystal N′-[(2-methylphenyl)methylidene]pyridine-4-carbohydrazide-benzoic acid (1/1), C13H11N3O·C7H6O2, formed unexpectedly after autoxidation of benzaldehyde during the slow evaporation process of a solution of isoniazid in benzaldehyde. The original intent of the synthesis was to modify isoniazid with benzaldehyde and crystallize the product in order to improve efficacy against Mycobacteria species, but benzoic acid formed spontaneously and co-crystallized with the intended product, N′-benzylidenepyridine-4-carbohydrazide.

Original language	English
Pages (from-to)	682-685
Number of pages	4
Journal	Acta Crystallographica Section E: Crystallographic Communications
Volume	79
DOIs	https://doi.org/10.1107/S2056989023005698
State	Published - 4 Jul 2023
Externally published	Yes

Keywords

autoxidation
benzoic acid
crystal structure
isoniazid

ASJC Scopus subject areas

General Chemistry
General Materials Science
Condensed Matter Physics

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10.1107/S2056989023005698

Cite this

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title = "Co-crystallization of N′-benzylidenepyridine-4-carbohydrazide and benzoic acid via autoxidation of benzaldehyde",

abstract = "The 1:1 co-crystal N′-[(2-methylphenyl)methylidene]pyridine-4-carbohydrazide-benzoic acid (1/1), C13H11N3O·C7H6O2, formed unexpectedly after autoxidation of benzaldehyde during the slow evaporation process of a solution of isoniazid in benzaldehyde. The original intent of the synthesis was to modify isoniazid with benzaldehyde and crystallize the product in order to improve efficacy against Mycobacteria species, but benzoic acid formed spontaneously and co-crystallized with the intended product, N′-benzylidenepyridine-4-carbohydrazide.",

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language = "English",

volume = "79",

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journal = "Acta Crystallographica Section E: Crystallographic Communications",

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publisher = "International Union of Crystallography",

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T1 - Co-crystallization of N′-benzylidenepyridine-4-carbohydrazide and benzoic acid via autoxidation of benzaldehyde

AU - Setshedi, Itumeleng B.

AU - Lemmerer, Andreas

AU - Smith, Mark G.

PY - 2023/7/4

Y1 - 2023/7/4

N2 - The 1:1 co-crystal N′-[(2-methylphenyl)methylidene]pyridine-4-carbohydrazide-benzoic acid (1/1), C13H11N3O·C7H6O2, formed unexpectedly after autoxidation of benzaldehyde during the slow evaporation process of a solution of isoniazid in benzaldehyde. The original intent of the synthesis was to modify isoniazid with benzaldehyde and crystallize the product in order to improve efficacy against Mycobacteria species, but benzoic acid formed spontaneously and co-crystallized with the intended product, N′-benzylidenepyridine-4-carbohydrazide.

AB - The 1:1 co-crystal N′-[(2-methylphenyl)methylidene]pyridine-4-carbohydrazide-benzoic acid (1/1), C13H11N3O·C7H6O2, formed unexpectedly after autoxidation of benzaldehyde during the slow evaporation process of a solution of isoniazid in benzaldehyde. The original intent of the synthesis was to modify isoniazid with benzaldehyde and crystallize the product in order to improve efficacy against Mycobacteria species, but benzoic acid formed spontaneously and co-crystallized with the intended product, N′-benzylidenepyridine-4-carbohydrazide.

KW - autoxidation

KW - benzoic acid

KW - crystal structure

KW - isoniazid

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U2 - 10.1107/S2056989023005698

DO - 10.1107/S2056989023005698

M3 - Article

AN - SCOPUS:85169555405

SN - 2056-9890

VL - 79

SP - 682

EP - 685

JO - Acta Crystallographica Section E: Crystallographic Communications

JF - Acta Crystallographica Section E: Crystallographic Communications

ER -

Co-crystallization of N′-benzylidenepyridine-4-carbohydrazide and benzoic acid via autoxidation of benzaldehyde

Abstract

Keywords

ASJC Scopus subject areas

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Co-crystallization of N′-benzyl­idene­pyridine-4-carbohydrazide and benzoic acid via autoxidation of benzaldehyde

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this

Co-crystallization of N′-benzylidenepyridine-4-carbohydrazide and benzoic acid via autoxidation of benzaldehyde