ChemInform Abstract: Synthesis of New Heterocycles by Using Thiocarbohydrazide and Thiosemicarbazides.

Chande, M. S.; Pankhi, Mohd. Aslam A.; Ambhaikar, S. B.

doi:10.1002/chin.200104178

Cited by 5 publications

(9 citation statements)

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“…3 Thiocarbohydrazide derivatives have attracted much attention in recent years due to their applications in the synthesis of transition metal complexes. [4][5][6] Thiocarbohydrazide 7-9 is the closest structural analogue of thiosemicarbazide, derivatives of which are recommended as effective antitubercular and antiviral preparations. Thiocarbohydrazides of the aromatic series exhibit high antiviral and antimicrobial activity.…”

Section: Introductionmentioning

confidence: 99%

of Some New Heterocyclic Schiff Bases Derived from Thiocarbohydrazide

El-mahdy¹,

El-Kazak²,

Abdel-Megid³

et al. 2016

ACSi

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The reaction of pyrazolobenzothienopyrimidine-3-carbaldehyde 1 with thiocarbohydrazide afforded the Schiff's base 3. The latter compound reacted with some electrophilic reagents to give 1,2,4-triazoles 4-6 and 1,2,4-triazines 7-9. Treatment of compound 3 with 2-cyano-3,3-bis(methylthio)acrylonitrile gave the corresponding 5-amino-4-cyano-3-methylthiopyrazole derivative 11. The reaction of pyrazole 11 with carbon disulfide afforded dithioxopyrazolopyrimidine 12. Acylation of compound 11 by using acetic anhydride yielded acetamide 13. On the other hand, the cyclocondensation of pyrazole 11 with acetic anhydride in pyridine yielded pyrazolopyrimidine derivative 14. The reactivity of compound 11 towards formamide and phenylisothiocyanate to give the pyrazolopyrimidines 15 and 16 was studied. The newly synthesized compounds were screened for their antimicrobial activity.

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Section: Introductionmentioning

confidence: 99%

of Some New Heterocyclic Schiff Bases Derived from Thiocarbohydrazide

El-mahdy¹,

El-Kazak²,

Abdel-Megid³

et al. 2016

ACSi

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“…On the other hand, literature reports dealing with reactions of aminopyrazoles with different types of hydrazonoyl halides revealed different results for the structures of the reaction products . Thiocarbohydrazide derivatives have attracted considerable interest because of their utilities in the synthesis of heterocyclic compounds , synthesis of transition metal complexes , and pharmacological studies . It was reported that reaction of thiocarbohydrazides with different types of hydrazonoyl halides gave different products such as thiazole, thiadiazines, or thiadiazoles .…”

Section: Introductionmentioning

confidence: 99%

Regio‐ and Site Selectivity in the Reactions of Hydrazonoyl Chlorides with 3‐substituted Indolin‐2‐one Derivatives

Farghaly

Abdallah

Mahmoud

2016

Journal of Heterocyclic Chem

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The reaction of 3‐(3‐amino‐5‐oxo‐1,5‐dihydropyrazol‐4‐ylidene)‐1,3‐dihydroindol‐2‐one with N‐aryl‐2‐oxopropane hydrazonoyl chlorides in dioxane in the presence of triethylamine proceeded regio‐ and site selectively to give 3‐(2‐arylazo‐3‐methyl‐6‐oxo‐imidazo[1,2‐b]pyrazol‐7‐ylidene‐indol‐2‐ones rather than the isomeric form 3‐(3‐arylazo‐2‐methyl‐6‐oxo‐imidazo[1,2‐b]pyrazol‐7‐ylidene‐indol‐2‐ones. On the other hand, the reaction of N’‐(2‐oxoindoline‐3‐ylidene)hydrazinecarbothiohydrazide with hydrazonoyl chlorides in refluxing ethanol and in the presence of triethylamine proceeded regio‐ and site selectively to give the respective 3‐(substituted‐1,3,4‐thiadiazol‐2‐ylidenehydrazono)indolin‐2‐ones. The mechanism of formation of the new products was also discussed. The structure assigned for the products was established by elemental and spectral data (1H‐NMR, IR, and Mass) and NOE experiment. Moreover, the biological activity of the products was evaluated against some fungi and bacteria, and the results obtained revealed the high potency of some of them compared with the used standard references.

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“…3 Also, the heterocyclization of compounds having an extended urea-like chain such as 1,4-and 2,4-disubstituted thiosemicarbazides have been reported. 4,5 Thiocarbohydrazide derivatives have attracted much attention in recent years due to their applications in the synthesis of heterocyclic compounds, 6 synthesis of transition metal complexes, 7,8 and pharmacological studies. 3 Moreover, carbohydrazide derivatives were widely used as an oxygen scavenger (metal passivator) for water treatment systems, particularly for boiler-feed systems.…”

Section: Introductionmentioning

confidence: 99%

“…Thus, two equivalents of thioureidoethylthiourea derivatives reacted with 164 in THF at room temperature to afford substituted imino- [1,3,6]-thiadiazepane-2-thiones 167 as minor products (14-19%) and trichloro-7-oxo-quinoxaline-1-carbothioamides 168 as major products (41-49%), in addition to the corresponding dihydrobenzoquinone (Scheme 65). Upon addition of doubled molar amounts of 176 to a solution of 4-substituted thiosemicarbazides in ethyl acetate, with the admission of air, the green color of a transient charge-transfer complex is observed, which quickly gives way to a brown and finally to a characteristic reddish orange color.…”

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confidence: 99%