Some nucleophilic reactions of 2-isothiocyanatobenzyl bromide. A new simple synthesis of 2-substituted 4H-benzo[d][1,3]thiazines

1986 ◽  
Vol 51 (12) ◽  
pp. 2802-2809 ◽  
Author(s):  
Jozef Gonda ◽  
Pavol Kristian
Keyword(s):  
Spectral Data ◽  
Elemental Analysis ◽  
Simple Synthesis ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
Nucleophilic Reactions ◽  
New Type ◽  
C Nmr

N-Bromosuccinimide reacts with o-tolyl isothiocyanate to afford 2-isothiocyanatobenzyl bromide, a new type of bifunctional synthon. Nucleophiles I-, SCN-, 4-CH3C6H4SO2- and hexamethylenetetramine yield substitution products of bromine. Amines and phenols react exclusively with the NCS grouping under formation of unstable thioureas, which in turn cyclize to the corresponding 4H-benzo[d][1,3]thiazines. Structure of these compounds was corroborated by IR, 1H, 13C NMR and mass spectral data and backed by elemental analysis.

2-Isothiocyanatobenzylpyridinium bromide - An intermediate for the synthesis of 2-arylamino-4H-benzo[d][1,3]thiazines

1986 ◽  
Vol 51 (12) ◽  
pp. 2810-2816 ◽  
Author(s):  
Jozef Gonda ◽  
Pavol Kristian
Keyword(s):  
Spectral Data ◽  
Elemental Analysis ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
C Nmr

2-Bromomethylphenyl isothiocyanate reacts with pyridine to yield 2-isothiocyanatobenzylpyridinium bromide, which afforded N-aryl-N'-(2-benzylpyridinium)thiourea bromides. Deprotonization of the latter with aqueous NaOH gave N-aryl-N'-(2-benzylpyridinium) thioureates; these freed pyridine upon heating to give 2-arylamino-4H-benzo[d][1,3]thiazines. Structure of these compounds was evidenced by IR, 1H, 13C NMR and mass spectral data and backed by elemental analysis.

scholarly journals Synthesis, Spectral and Anthelmintic Activity Studies on Some Novel Imidazole Derivatives

2008 ◽  
Vol 5 (s2) ◽  
pp. 1133-1143 ◽  
Author(s):  
Rajiv Dahiya ◽  
Anil Kumar
Keyword(s):  
Amino Acids ◽  
Spectral Data ◽  
Elemental Analysis ◽  
Structure Elucidation ◽  
Anthelmintic Activity ◽  
Coupling Agents ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
H Nmr ◽  
C Nmr

Present study describes the synthesis of a novel series of 3,5-diiodo-4-(5-nitro-1H-2-imidazolyl)benzoyl amino acids and di/tri/tetrapeptides using diisopropylcarbodiimide/dicyclohexylcarbodiimide (DIPC/DCC) as coupling agents andN-methylmorpholine/triethylamine (NMM/TEA) as bases. Structure elucidation of all the newly synthesized compounds was done by elemental analysis and IR,1H NMR,13C NMR and mass spectral data. Synthesized imidazolopeptides were screened for their anthelmintic activity and found to possess moderate to good bioactivity against earthwormsMegascoplex konkanensis, Pontoscotex corethruses and Eudrilus eugenieawhen compared to reference drugs - albendazole and mebendazole at dose level of 2 mg mL−1.

Efficient and convenient synthesis of pyrido [2,1-b]benzothiazole, pyrimidopyrido[2,1-b]benzothiazole and benzothiazolo[3,2-a][1,8]naphthyridine derivatives

2015 ◽  
Vol 21 (4) ◽  
pp. 219-224 ◽  
Author(s):  
Hala M. Refat ◽  
Khaled S. Mohamed
Keyword(s):  
Spectral Data ◽  
Elemental Analysis ◽  
Aromatic Aldehydes ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
Benzothiazole Derivatives ◽  
H Nmr ◽  
Convenient Synthesis ◽  
C Nmr

AbstractNew 3-aryl-pyrido[2,1-b][1,3]benzothiazole derivatives 2a–e were synthesized in excellent yields via the reaction of benzothiazoleacetonitrile (1) with different aromatic aldehydes. The treatment of 2-(benzo[d]thiazol-2-yl)-3-(pyridin-4-yl)acrylonitrile (6) with malononitrile afforded 1-amino-3-(pyridin-4-yl)-3H-pyrido[2,1-b][1,3]benzothiazole-2,4-dicarbonitrile (7), which was allowed to react with a variety of reagents to provide pyrimido[5′,4′:5,6]pyrido[2,1-b][1,3]benzothiazole 8, 9 and [1,3]benzothiazolo[3,2-a][1,8]naphthyridine 10, 15 derivatives. All synthesized products were confirmed by elemental analysis, IR, 1H-NMR, 13C-NMR, and mass spectral data.

Synthesis, spectral description, and lipophilicity parameters determination of phenylcarbamic acid derivatives with integrated N-phenylpiperazine moiety in the structure

2006 ◽  
Vol 60 (1) ◽  
Author(s):  
I. Malík ◽  
E. Sedlárová ◽  
J. Csöllei ◽  
F. Andriamainty ◽  
P. Kurfürst ◽  
...  
Keyword(s):  
Neural Network ◽  
Spectral Data ◽  
1H Nmr ◽  
Elemental Analysis ◽  
Computer Programs ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
The Neural Network ◽  
Lipophilicity Parameters

AbstractThe phenylcarbamic acid derivatives with N-phenylpiperazine moiety in the molecule have been prepared. The structure has been confirmed by elemental analysis, IR, 1H NMR, and mass spectral data. For the prepared set of the compounds the lipophilicity parameters have been determined. The experimentally obtained lipophilicity parameters have been correlated with theoretical entries obtained by different computer programs based on the neural network and fragmental methods.

scholarly journals Synthesis and Antimicrobial Activity of (2-Methoxy/2-Amino)-6-{4'-[(4'''-Chlorophenyl) (Phenyl) Methyl Amino] Phenyl}-4-Aryl Nicotinonitrile

2015 ◽  
Vol 49 ◽  
pp. 99-103
Author(s):  
J.V. Guna ◽  
V.N. Bhadani ◽  
H.D. Purohit ◽  
Dipak M. Purohit
Keyword(s):  
Antimicrobial Activity ◽  
Thin Layer ◽  
Thin Layer Chromatography ◽  
Spectral Data ◽  
Elemental Analysis ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
H Nmr ◽  
Bacteria And Fungi ◽  
Layer Chromatography

2- Methoxy – 6 - {4' - [(4'''- Chlorophenyl) (phenyl) methyl amino] phenyl} - 4 - aryl nicotinonitrile (3a-3l) and 2-Amino-6-{4'-[(4'''-Chlorophenyl)(phenyl)methyl amino]phenyl}-4-aryl nicotinonitrile (4a-4l) have been synthesized. The products have been assayed for their antimicrobial activity against Gram +ve, Gram -ve bacteria and fungi. The structure of the products has been elucidated by IR, 1H-NMR, mass spectral data, elemental analysis and thin layer chromatography.

Partially oxidized porphyrazines

2006 ◽  
Vol 10 (07) ◽  
pp. 996-1002 ◽  
Author(s):  
Ayhan Nazli ◽  
Ergün Gonca ◽  
Ahmet Gül
Keyword(s):  
Spectral Data ◽  
Elemental Analysis ◽  
Trifluoroacetic Acid ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
H Nmr ◽  
Ft Ir ◽  
New Compounds

Magnesium porphyrazinate substituted with eight (1-naphthyl) groups on the peripheral positions has been synthesized by cyclotetramerization of 3,4-(1-naphthyl)pyrroline-2,5-diimine, 4-(1-naphthyl)pyrroline-2,5-diimine in the presence of magnesium butanolate. Its demetalation by treatment with trifluoroacetic acid, resulted in a partially oxidized product, namely, octakis(1-naphthyl)-2-seco-porphyrazine-2,3-dione. Further reaction of this product with copper(II) acetate, zinc(II) acetate and cobalt(II) acetate led to the metallo derivatives, [octakis(1-naphthyl)-2-seco-2,3-dioxoporphyrazinato]M(II) ( M = Cu , Zn or Co ). These new compounds have been characterized by elemental analysis, together with FT-IR, 1 H NMR, UV-vis and mass spectral data.

Synthesis, antiviral, cytotoxicity and antitumor evaluations of A4 type of porphyrin derivatives

2015 ◽  
Vol 19 (06) ◽  
pp. 753-768 ◽  
Author(s):  
Ahmed A. Fadda ◽  
Rasha E. El-Mekawy ◽  
Ahmed I. El-Shafei
Keyword(s):  
Spectral Data ◽  
Moderate Degree ◽  
Tumor Cell Lines ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
H Nmr ◽  
Porphyrin Derivatives ◽  
Hiv 1 ◽  
C Nmr ◽  
Hsv 1

This manuscript describes the synthesis of a new series of porphyrin structures 4a–4m, 7, 9, 12 and 14. These structures were investigated against two types of viruses such as HIV-1 and HSV-1. Also they were screened for their antitumor activity. Among all tested compounds, it was found that compound 4b showed a high activity against HIV-1 and HSV-1 and against four different tumor cell lines. Most of the tested compounds showed a moderate degree of a potent antimicrobial activity. The structure of these compounds was confirmed on the basis of their analytical and spectral data such as UV-vis, IR, 13 C NMR, 1 H NMR spectroscopy and mass spectral data.

Seco-porphyrazines with eight (p-tolyl) and (o-tolyl) units

2008 ◽  
Vol 12 (02) ◽  
pp. 116-122 ◽  
Author(s):  
Ergün Gonca ◽  
Ümmü Gülsüm Baklaci ◽  
Hatice Akin Dinçer
Keyword(s):  
Spectral Data ◽  
Elemental Analysis ◽  
Trifluoroacetic Acid ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
H Nmr ◽  
Ft Ir ◽  
First Time ◽  
Oxidized Products

Magnesium porphyrazinates substituted with eight (p-tolyl) and (o-tolyl) units on the peripheral positions have been synthesized for the first time by cyclotetramerization of 1,2-bis(p-tolyl)maleonitrile and 1,2-bis(o-tolyl)maleonitrile in the presence of magnesium butanolate. Their demetalation by the treatment with trifluoroacetic acid resulted in partially oxidized products, namely, octakis(p-tolyl)-2-seco-porphyrazine-2,3-dione and octakis(o-tolyl)-2-seco-porphyrazine-2,3-dione. Further reactions of these products with copper(II) acetate, zinc(II) acetate and cobalt(II) acetate have led to the metallo derivatives, [octakis(p-tolyl)-2-seco-2,3-dioxoporphyrazinato] M(II) and [octakis(o-tolyl)-2-seco-2,3-dioxoporphyrazinato] M(II) ( M = Cu , Zn , Co ). These novel compounds have been characterized by elemental analysis, together with FT-IR, 1H NMR, UV-vis and mass spectral data.

scholarly journals Synthesis and Antimicrobial Screening 6-Aryl-2-(Amino/Methoxy)-4-[(4′-Difluoro Methoxy) (3′-Hydroxy) Phenyl] Nicotinonitrile

2015 ◽  
Vol 50 ◽  
pp. 35-42 ◽  
Author(s):  
Vijay N. Bhadani ◽  
Piyush A. Patel ◽  
Heta D. Purohit ◽  
Dipak M. Purohit
Keyword(s):  
Antimicrobial Activity ◽  
Spectral Data ◽  
1H Nmr ◽  
Elemental Analysis ◽  
Sodium Methoxide ◽  
Ammonium Acetate ◽  
Mass Spectral Data ◽  
Antimicrobial Screening ◽  
Mass Spectral ◽  
Efficient Route

A series of an easy and efficient route for the synthesis of some new 2-amino-3-cyanopyridine (4a-4i) and 2-methoxy-3-cyanopyridine (5a-5i) derivatives were synthesized through the reaction of various chalcone (3a-3i) with malononitrile in presence of ammonium acetate and sodium methoxide, respectively. The constitutions of the all synthesized compounds have been established by the IR, 1H-NMR, Mass spectral data and Elemental analysis. Furthermore, all the synthesized products were screened for their antimicrobial activity.

Synthesis, Characterization and Evaluation of Azetidinylquinolines and Thiazolidinylquinolines as Antibacterial Agents

2014 ◽  
Vol 7 (3) ◽  
pp. 2536-2543
Author(s):  
Shalabh Sharma ◽  
Kuldeep K Saxena
Keyword(s):  
Antibacterial Activity ◽  
Spectral Data ◽  
1H Nmr ◽  
Elemental Analysis ◽  
Antibacterial Agents ◽  
Mass Spectral Data ◽  
Standard Drug ◽  
Mass Spectral ◽  
New Compounds

Several molecules were synthesized like 8-ethoxy-4-methyl-2-amino-(3’-chloro-2’-oxo-4’-substitutedaryl-1’-azeti-dinyl)-quinolines 8-12 and 8-ethoxy-4-methyl-2-amino-(2’-substitutedaryl-4’-oxo-1’,3’-thiazolidin-3’-yl)quinolines 13-17 from 8-ethoxy-4-methyl-2-(substitutedarylidenylimino amino)-quinolines 3-7, and screened to evaluate their antibacterial activity against numerous strains of bacteria        in vitro. The structures of new compounds were established on the basis of their elemental analysis, IR, 1H-NMR and mass spectral data. The results showed that three compounds 10, 11 and 16 were found to exhibit promising antibacterial activity as compared to the standard drug amphicillin.   

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