Showing posts with label 2. Show all posts
Showing posts with label 2. Show all posts

Sunday 17 September 2017

2,5-Bis(morpholinomethyl)furan


2,5-Bis(morpholinomethyl)furan, 11

Yield 98%, 1H NMR (CDCl3) = 6.13 (s, 2H), 3.70 (m, 8H), 3.51 (s, 4H), 2.45 (m, 8H);

13C NMR (CDCl3) = 150.9, 109.7, 66.8, 55.3, 53.2 ppm.

 m/z HRMS (ESI) Calcd. for C14H22N2O3 [M+H]: 267.1703. Found 267.1703.






Green Chem., 2017, Advance Article
DOI: 10.1039/C7GC02211E, Paper
F. A. Kucherov, K. I. Galkin, E. G. Gordeev, V. P. Ananikov
Efficient one-pot synthesis of tricyclic compounds from biobased 5-hydroxymethylfurfural (HMF) is described using a [4 + 2] cycloaddition reaction.

Efficient route for the construction of polycyclic systems from bioderived HMF

 Author affiliations
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Tuesday 22 September 2015

Recent Developments in Chemistry of Phthalazines



From hydrazine and hydrazine derivatives
 
Hydrazine and hydrazine derivatives are the most common reagents used for the synthesis of phthalazinone derivatives via their reactions with phthalic anhydride, phthalides, phthalimides etc.
 
Hydrazines with anhydrides: Several methods were reported for the preparation of phthalazinones derivatives. These methods mainly involve the reaction of phthalic anhydrides with hydrazine hydrate in the presence of acetic acid [42-44].
 
Phthalazinones 5,7-9 were synthesized from commercially available phthalic anhydride in 2-3 steps as depicted in (Scheme 1 and 2) [45-51].
 
Additionally, reaction of phthalic anhydride and aromatic hydrocarbons in the presence of anhydrous aluminum chloride under Friedel-Craft’s conditions afforded 2-aroylbenzoic acids 10 which treated with hydrazine hydrate and hydrazine derivatives to give the phthalazine (2H)-1-one 11,12 [52-57] (Scheme 3).
Recent Developments in Chemistry of Phthalazines
Fatma SM Abu El-Azm*, Mahmoud R Mahmoud, and Mohamed H Hekal
Chemistry Department, Faculty of Science, Ain Shams University, Abbassia, Cairo, Egypt
Corresponding Author :Fatma SM Abu El-Azm
Chemistry Department
Faculty of Science
Ain Shams University, Abbassia
Cairo, Egypt, Post code 11566
Tel: 0201220383276
E-mail: ftmsaber@yahoo.com
http://www.omicsonline.org/open-access/recent-developments-in-chemistry-of-phthalazines-2161-0401.1000132.php?aid=40611
 
Citation: El-Azm FSMA, Mahmoud MR, Hekal MH (2015) Recent Developments in Chemistry of Phthalazines. Organic Chem Curr Res 4:132. doi: 10.4172/2161-0401.1000132
Chemistry Department
Faculty of Science
Ain Shams University, Abbassia
Cairo, Egypt








/////Phthalazine derivatives,  Pyrazolophthalazines,  Indazolophthalazines,  [1,2,4] Triazolophthalazines, Fatma SM Abu El-Azm

Monday 31 August 2015

Novel 1,2,4-triazolo[3,4-b][1,3,4]thiadiazine bearing substituted phenylquinolin-2-one moiety

General structure of final synthesized derivatives.
Figure 1.
General structure of final synthesized derivatives.



Synthetic Scheme for 1,2,4-triazolo[3,4-b][1,3,4]thiadiazine bearing substituted ...
Scheme 1. 
Synthetic Scheme for 1,2,4-triazolo[3,4-b][1,3,4]thiadiazine bearing substituted phenylquinolin-2-one (4a4t). Where R = H, 2-Br, 3-Br, 4-Br, 2-Cl, 3-Cl, 4-Cl, 2-F, 3-F, 4-F, 2-NO2, 3-NO2, 4-NO2, 2-CH3, 3-CH3, 4-CH3, 2-OCH3, 3-OCH3, 4-OCH3, 3,4,5-t-OCH3. Reagents and conditions: (a) C2H5OH, Nitrobenzene, Con. H2SO4, reflux, 80 °C, 4 h; (b) chloroacetic acid, NaHCO3, water, CuO, reflux, 80 °C, 5 h; (c) thiocarbohydrazide, Δ, 2 h; (d) phenacyl bromide, anhydrous ethanol, NH4OH, 50 °C, 6 h.
 In the present work twenty derivatives of phenylquinoline-1,2,4-triazolothiadiazines were synthesized. The structures of the synthesized compounds were established by spectral data. According to IR spectroscopic data compounds (4a4t) showed peaks at 1306–1330 cm−1, 650–682 cm−1 due to -Ndouble bond; length as m-dashC and Csingle bondSsingle bondC stretching vibrations respectively and no absorption peaks at 3140–3280 cm−1, 3050–3090 cm−1 due to -NH2 and -SH groups respectively indicated smooth cyclization of triazoles leading to the formation of thiadiazine ring. Further, 1H NMR spectra of the synthesized compounds were confirmed by the appearance of Ssingle bondCH2 proton of 1,3,4-thiadiazine ring at 4.40–4.54 ppm and single bondCH2 proton at 5.97–6.20 ppm as broad singlet. All other aromatic protons were observed at expected region. Mass spectra (ESI-MS) of all the synthesized compounds showed molecular ion [M + H]+ peak in agreement with their molecular formula. Physical and elemental analyses are listed in Table 1.


2.6.20. 6,7,8-Trimethoxy-4-phenyl-1-({6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl}methyl)-1,2-dihydroquinolin-2-one (4t)

White needle Crystal; IR (KBr, cm−1): 3023 (Ar Csingle bondH str), 2901 (Aliphatic Csingle bondH str),1706 (Cdouble bond; length as m-dashO str), 1620 (Cdouble bond; length as m-dashN str), 1564 (Cdouble bond; length as m-dashC str), 1330 (Ar Csingle bondN str), 683 (Csingle bondSsingle bondC); 1H NMR (CDCl3, 300 MHz): δ (ppm): 3.84 (s, 9H, 3xOCH3), 4.51 (s, 2H, Ssingle bondCH2single bond), 5.98 (s, 2H, CH2), 6.85 (s, 1H, CHdouble bond; length as m-dash), 7.45(d, 2H, J = 8.5 Hz, Arsingle bondH), 7.48(m,5H, Arsingle bondH), 7.74 (q, 4H, Arsingle bondH). ESI-MS (m/z) calcd. is 539.6, found 540.7 [M + H]+; anal. calcd. for C29H25N5O4S (539.60): C 64.55, H 4.67, N 12.98; found: C 64.54, H 4.63, N 12.95.





 Arabian Journal of Chemistry
 

Available online 11 July 2015
ORIGINAL ARTICLE

Synthesis, characterization and antimicrobial evaluation of some novel 1,2,4-triazolo[3,4-b][1,3,4]thiadiazine bearing substituted phenylquinolin-2-one moiety

  • a Department of Pharmaceutical Sciences, Faculty of Health Sciences, Allahabad, Uttar Pradesh 211007, India
  • b Department of Pharmaceutical Chemistry, United Institute of Pharmacy, UPSIDC, Naini, Allahabad, Uttar Pradesh 211010, India
Open Access funded by King Saud University
Under a Creative Commons license
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