ChemInform Abstract: REACTIONS OF 3‐CHLORO‐ AND 3‐HYDRAZINO‐6‐(P‐TOLYL)PYRIDAZINES

Jahine, H.; Sayed, Abdel Moktader A. El; Zaher, H. A.; Sherif, O. E.

doi:10.1002/chin.197737228

Cited by 4 publications

(4 citation statements)

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“…Mixing chloropyridazine 4a with aliphatic or aromatic amines, namely methylamine, ethylamine, aniline, sulphanilinic acid, α-naphthylamine or diphenylamine in dry benzene gave pyridazine derivatives 6a-f [7,12,33]. In addition, 4a reacted with anthranilic acid in dry benzene to give 7 (Scheme 2) [1,30,32].…”

Section: Resultsmentioning

confidence: 99%

An Efficient Synthesis and Reactions of Novel Indol-ylpyridazinone Derivatives with Expected Biological Activity

Abubshait¹

2007

Molecules

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Reaction of 4-anthracen-9-yl-4-oxo-but-2-enoic acid (1) with indole gave the corresponding butanoic acid 2. Cyclocondensation of 2 with hydrazine hydrate, phenyl hydrazine, semicarbazide and thiosemicarbazide gave the pyridazinone derivatives 3a-d. Reaction of 3a with POCl 3 for 30 min gave the chloropyridazine derivative 4a, which was used to prepare the corresponding carbohydrate hydrazone derivatives 5a-d. Reaction of chloropyridazine 4a with some aliphatic or aromatic amines and anthranilic acid gave 6a-f and 7, respectively. When the reaction of the pyridazinone derivative 3a with POCl 3 was carried out for 3 hr an unexpected product 4b was obtained. The structure of 4b was confirmed by its reaction with hydrazine hydrate to give hydrazopyridazine derivative 9, which reacted in turn with acetyl acetone to afford 10. Reaction of 4b with methylamine gave 11, which reacted with methyl iodide to give the trimethylammonium iodide derivative 12. The pyridazinone 3a also reacted with benzene-or 4-toluenesulphonyl chloride to give 13a-b and with aliphatic or aromatic aldehydes to give 14a-g. All proposed structures were supported by IR, 1 H-NMR, 13 C-NMR, and MS spectroscopic data. Some of the new products showed antibacterial activity.

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Section: Resultsmentioning

confidence: 99%

An Efficient Synthesis and Reactions of Novel Indol-ylpyridazinone Derivatives with Expected Biological Activity

Abubshait¹

2007

Molecules

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“…Therefore, when the sodium salts of compounds 8 and10 (generated in situ) were treated with 2-chloroethyl methyl ether, they afforded the corresponding N-acyclic nucleoside: (15), respectively (Scheme 2). The structure and sites of nucleosidation were elucidated with spectral data (cf.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of Some Pyrazolo[3, 4]pyrimidine Derivatives for Biological Evaluation

Shamroukh¹,

Rashad²,

Sayed³

2005

Phosphorus, Sulfur, and Silicon and the Related Elements

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“…The key pyrazole- o -aminonitrile precursors ( 3a-c ) were prepared by the reaction of 3-hydrazino-6-( p -tolyl)pyridazine ( 2 ) [8] with ketene S,S- and S,N -acetals ( 1a,b ) which were prepared using Phase Transfer Catalysis (PTC) [9], or tetracyanoethylene ( 1c ).…”

Section: Resultsmentioning

confidence: 99%

Heterocyclic o-Aminonitriles: Preparation of Pyrazolo[3,4-d]-pyrimidines with Modification of the Substituents at the 1- Position

Al-Afaleq¹,

Abubshait²

2001

Molecules

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Novel 1-[6-(p-tolyl) pyridazin-3-yl]pyrazole-o-aminonitriles (3a-c) were formed using 3-hydrazino-6-(p-tolyl)pyridazine (2) and ketene S,S-acetals (1a), S,N-acetals (1b) or tetracyanoethylene (1c). The pyrazole-o-aminonitriles (3a-c) were in turn used as precursors for the preparation of previously unreported 1-[6-(p-tolyl)-pyridazin-3-yl]pyrazolo[3,4-d]pyrimidines (8, 9, 13-20) and 7-[6-( p-tolyl) pyridazin-3-yl]2-arylpyrazolo[3,4-d]1,2,4-triazolo[5,1-f]pyrimidines (10-12) which are expected to possess considerable chemical and pharmacological activities.

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ChemInform Abstract: REACTIONS OF 3‐CHLORO‐ AND 3‐HYDRAZINO‐6‐(P‐TOLYL)PYRIDAZINES

Abstract: In Fortführung früherer Untersuchungen werden die Reaktionen der Titelverbindungen (Ia) und (Ib) mit einer Reihe von Verbindungen untersucht und die Strukturen der Produkte anhand ihrer IR‐Spektren abgeleitet.

Cited by 4 publications

References 0 publications

An Efficient Synthesis and Reactions of Novel Indol-ylpyridazinone Derivatives with Expected Biological Activity

An Efficient Synthesis and Reactions of Novel Indol-ylpyridazinone Derivatives with Expected Biological Activity

Synthesis of Some Pyrazolo[3, 4]pyrimidine Derivatives for Biological Evaluation

Heterocyclic o-Aminonitriles: Preparation of Pyrazolo[3,4-d]-pyrimidines with Modification of the Substituents at the 1- Position

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