Studies on the Synthesis of 1, 3, 4-Thiadiazole Derivatives. II. Synthesis of 1, 3, 4-Thiadiazoline-5-thiones from Amidrazones and Carbon Disulfide

Kubota, Seiju; Koida, Yoshiyuki; Kosaka, T.; Kirino, Osamu

doi:10.1248/cpb.18.1696

Cited by 27 publications

(11 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Preparation of S3. Picolinonitrile underwent reaction with methylhydrazine in alcohol to give N 0 -methylpicolinohydrazonamide (Kubota et al, 1970). Triethylamine (0.83 ml, 6 mmol) was added to a solution of N 0 -methylpicolinohydrazonamide (5 mmol) in ethanol (10 ml).…”

Section: Methodsmentioning

confidence: 99%

Planarity of heteroaryldithiocarbazic acid derivatives showing tuberculostatic activity: structure–activity relationships

et al. 2018

View full text Add to dashboard Cite

The search for new tuberculostatics is an important issue due to the increasing resistance of Mycobacterium tuberculosis to existing agents and the resulting spread of the pathogen. Heteroaryldithiocarbazic acid derivatives have shown potential tuberculostatic activity and investigations of the structural aspects of these compounds are thus of interest. Three new examples have been synthesized. The structure of methyl 2-[amino(pyridin-3-yl)methylidene]hydrazinecarbodithioate, CHNS, at 293 K has monoclinic (P2/n) symmetry. It is of interest with respect to antibacterial properties. The structure displays N-H...N and N-H...S hydrogen bonding. The structure of N'-(pyrrolidine-1-carbonothioyl)picolinohydrazonamide, CHNS, at 100 K has monoclinic (P2/n) symmetry and is also of interest with respect to antibacterial properties. The structure displays N-H...S hydrogen bonding. The structure of (Z)-methyl 2-[amino(pyridin-2-yl)methylidene]-1-methylhydrazinecarbodithioate, CHNS, has triclinic (P-1) symmetry. The structure displays N-H...S hydrogen bonding.

show abstract

Section: Methodsmentioning

confidence: 99%

Planarity of heteroaryldithiocarbazic acid derivatives showing tuberculostatic activity: structure–activity relationships

et al. 2018

View full text Add to dashboard Cite

show abstract

“…Kubota and coworkers (1970) 45 described a reaction between benzamidrazone (39) and carbon disulfide (11) to obtain the thiadiazole 40 with a yield of 82 % (Scheme 8). The benzamidrazone was used by the authors due its structural similarity to 35 and 37.…”

Section: Scheme 7 Synthesis Of Dithiocarbazates From Hydrazine Derivmentioning

confidence: 99%

“…The reaction conditions employed by the authors favored the formation of 40 in a single step without the formation of the intermediate salt. 45…”

Section: Scheme 7 Synthesis Of Dithiocarbazates From Hydrazine Derivmentioning

confidence: 99%

Synthesis of 1,3,4-Thiadiazole Derivatives and Microbiological Activities: A Review

Aguiar¹,

Barbosa²

2019

Rev. Virtual Quim

View full text Add to dashboard Cite

Síntese de Derivados de 1,3,4-Tiadiazol e Atividades Microbiológicas: Uma Revisão Resumo: A resistência bacteriana associada a diferentes antibióticos é uma limitação para o tratamento de infecções e isto tem estimulado o desenvolvimento de novos agentes antimicrobianos. Neste aspecto, novos derivados de 1,3,4-tiadiazol-2,5-dissubstituídos, os quais apresentam diversificada atividade biológica, têm sido o foco de vários projetos de pesquisa nos anos recentes. Este artigo destaca as principais metodologias para a síntese deste heterociclo utilizando acilidrazinas, ditiocarbazatos, tiossemicarbazidas, 1,3,4oxadiazóis. Adicionalmente, derivados de 1,3,4-tiadizol-2,5-dissubstituídos com ação antimicrobiana são reportados.

show abstract

“…The linear structure of oxamic acid thiohydrazides was cyclized by haloacetyl chlorides or alkoxycarbonyl derivatives [15]. Some thiadiazoles were obtained from carboxamidrazones or hydrazonyl chloride (bromide) applying sulfur containing reagents for cyclization, carbon disulfide or potassium thiocyanate respectively [16,17,18].…”

mentioning

confidence: 99%

Synthesis of 5‐substituted 2‐(2,4‐dihydroxyphenyl)‐1,3,4‐thiadiazoles

Matysiak¹

2006

Journal of Heterocyclic Chem

View full text Add to dashboard Cite

show abstract

Studies on the Synthesis of 1, 3, 4-Thiadiazole Derivatives. II. Synthesis of 1, 3, 4-Thiadiazoline-5-thiones from Amidrazones and Carbon Disulfide

Cited by 27 publications

References 0 publications

Planarity of heteroaryldithiocarbazic acid derivatives showing tuberculostatic activity: structure–activity relationships

Planarity of heteroaryldithiocarbazic acid derivatives showing tuberculostatic activity: structure–activity relationships

Synthesis of 1,3,4-Thiadiazole Derivatives and Microbiological Activities: A Review

Synthesis of 5‐substituted 2‐(2,4‐dihydroxyphenyl)‐1,3,4‐thiadiazoles

Contact Info

Product

Resources

About