One pot synthetic approach to 2-methyl-5-phenyl-7-amino-[1,3,4]-thiadiazolo[3,2-α]pyrimidine-6-carbonitrile derivatives with antifungal evaluation

被引：0

作者：

Saikia, Rimpi ^{[1
]}

Bharali, Jumi ^{[1
]}

Borthakur, Sukanya ^{[2
]}

Kalita, Pabitra Kumar ^{[3
]}

Sarma, Pradyut ^{[1
]}

Saikia, Prakash Jyoti ^{[4
]}

Dutta, Mintu Maan ^{[1
]}

Borthakur, Susanta Kumar ^{[1
,5
]}

机构：

[1] Arya Vidyapeeth Coll, Dept Chem, Gauhati, India

[2] Forens Sci Lab, Gauhati, India

[3] Sibsagar Coll, Dept Chem, Sivsagar, India

[4] CSIR NEIST, Mat Sci & Technol Div, Analyt Chem Grp, Jorhat, India

[5] Arya Vidyapeeth Coll, Dept Chem, PO Gopinath Nagar, Gauhati 781016, India

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2024年 / 61卷 / 05期

关键词：

D O I：

10.1002/jhet.4801

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel 2-methyl-5-phenyl-7-amino-[1,3,4]-thiadiazolo[3,2-alpha]pyrimidine-6-carbonitrile derivatives 3 were synthesized from 2-amino-5-methyl-1,3,4-thiadiazole 1 and benzylidinemalononitrile 2 in ethanol by refluxing the mixture with catalytic amount of NaOH. The structures of all compounds were characterized by elemental analysis, IR, MS, and 1H nuclear magnetic resonance spectra. The newly synthesized compounds were also seen as an affective fungicide against Rhizoctonia solani and Trichoderma sp., two fungal microbes causing diseases in rice plants.

引用

页码：771 / 777

页数：7

共 50 条

[31] SYNTHESIS, DNA BINDING, AND ANTIMICROBIAL ACTIVITY OF BASE-CATALYZED 2-PHENYL-3-PYRIDO[3,2][1,3,4]THIADIAZOLO[3,2]QUINOLINE DERIVATIVES
Lamani, Devappa S.
Reddy, K. R. Venugopala
Naik, H. S. Bhojya
Naik, Anil B.
Naik, Prakash
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2010, 185 (01) : 1 - 11
[32] Synthesis of Some Novel 5,7-Disubstituted-2-phenyl-5H-[1,3,4]thiacliazolo [3,2-a]pyrimidine Derivatives and Evaluation of Their Biological Activity
Venkatesh, Talavara
Bodke, Yadav D.
Joy, Nibin M.
Vinoda, B. M.
Shiralgi, Yallappa
Dhananjaya, B. L.
LETTERS IN ORGANIC CHEMISTRY, 2016, 13 (09) : 661 - 671
[33] Syntheses based on 2-ethoxycarbonylmethyl-7-methyl-1,3,4-thiadiazolo[3,2-a]pyrimidin-5(5H)-one
M. A. Kukaniev
S. Sh. Shukurov
Yu. Khodzhibaev
N. Kurbonova
S. G. Bandaev
Russian Chemical Bulletin, 1998, 47 : 2300 - 2301
[34] Synthesis and in vitro anticancer activity of 6-chloro-7-methyl-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one derivatives: molecular docking and interaction with bovine serum albumin
Gaonkar, Supreet
Sunagar, Manjunath G.
Deshapande, Narahari
Belavagi, Ningaraddi S.
Joshi, Shrinivas D.
Dixit, Sheshagiri R.
Khazi, Imtiyaz Ahmed M.
JOURNAL OF TAIBAH UNIVERSITY FOR SCIENCE, 2018, 12 (04): : 382 - 392
[35] Facile Synthesis and Antimicrobial Activity of 5-Amino-3-methyl-1-phenyl-1H-thieno[3,2-c]pyrazole-6-carbonitrile and Their Derivatives
Regal, Mohsen K. A.
Shaban, Safa S.
El-Metwally, Souad A.
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (01) : 226 - 233
[36] Synthesis of derivatives of [1,3,4]thiadiazolo[3,2-C]-1,2,3-trihydro-[1,3,5,2]thiadiazaphosphorins
Huang, TB
Liu, LF
Yang, WQ
Yu, XM
Qian, XH
Zhang, JL
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1997, 122 : 299 - 305
[37] PHOTOLYSIS OF 3-METHYL AND 3-PHENYL-4-AMINO-2-METHYL-1-PHENYL-3-PYRAZOLIN-5-ONE
REISCH, J
FITZEK, A
ARCHIV DER PHARMAZIE, 1974, 307 (03) : 211 - 217
[38] A Green Synthesis of 7-amino-5-(4-aroyl)-1,3-dimethyl-2,4-dioxo-1,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidine-6-carbonitrile Derivatives by a One-pot Three-component Reaction
Javahershenas, Ramin
Khalafy, Jabbar
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2017, 54 (06) : 3163 - 3168
[39] FUSED PYRIMIDINES - SYNTHESIS OF PYRAZOLO[3,4-E][1,3,4]THIADIAZOLO[3,2-A]PYRIMIDINE AND PYRAZOLO[4',3'-5,6]PYRIMIDO[2,1-B]BENZOTHIAZOLE DERIVATIVES
ELASHMAWY, MB
SHEHATA, IA
ELSUBBAGH, HI
ELEMAM, AA
GAZZETTA CHIMICA ITALIANA, 1991, 121 (03): : 113 - 115
[40] Efficient and Easy One-Pot Synthesis of New 3,5-Dioxo-thiazolo[2,3-a] pyrimidine-6-carbonitrile and 4,6-Dioxo-pyrimido[2,1-b][1,3]thiazine-7-carbonitrile Derivatives
Serrar, H.
Boukhris, S.
Hassikou, A.
Souizi, A.
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2015, 52 (04) : 1269 - 1272

← 1 2 3 4 5 →