.



 Scheme 1.

(a) PPh₃, C₂Cl₆/TEA, toluene/reflux 2 h; (b) dry toluene, CS₂; (c) RCHO, ClCH₂COOH, fused CH₃COONa, reflux; (d) piperidine, THF, rt.

(Z)-2-Benzylidene-7-isocyano-3,6-dioxo-8-phenyl-3,6-dihydro-2H-thiazolo-[3′,2′:2,3][1,2,4]triazolo[1,5-a]pyridine-9-carbonitrile (4a)

White solid in a yield of 87%, mp 146–148 °C; IR (KBr, cm⁻¹): 3032 (Ar-H), 1730 (CO), 1590 (CN), ¹H NMR (300 MHz, DMSO-d₆): δ 8.20 (s, 1H, CH), 7.60–7.55 (m, 2H, Ar-H), 7.45–7.33 (m, 6H, Ar-H), 7.19–7.17 (m, 2H, Ar-H), LC–MS (m/z, %): 422 (M+1)⁺. Anal. Calcd for C₂₃H₁₁N₅O₂S: C, 64.25; H, 2.55; N, 16.57. Found: C, 65.55; H, 2.63; N, 16.62.

3-Hydroxy-7-isocyano-6-oxo-8-phenyl-2-(phenyl(piperidin-1-yl)methyl)-6H-thiazolo-[3′,2′:2,3][1,2,4]triazolo[1,5-a]pyridine-9-carbonitrile (5a)

Colorless crystals in a yield of 67%, mp 130–132 °C; IR (KBr, cm⁻¹): 3100 (O–H), 3030 (Ar-H), 2960 (C–H aliphatic), 1730 (CO), 1590 (CN), ¹H NMR (300 MHz, DMSO-d₆): 7.70–7.30 (m, 10H, Ar-H), 6.90 (s, 1H, CH), 3.7–3.22 (m, 4H, N(CH₂)₂), 1.7–1.4 (m, 6H, (CH₂)₃). LC–MS (m/z, %): 507 (M+1)⁺. Anal. Calcd for C₂₈H₂₂N₆O₂S: C, 66.93; H, 5.02; N, 16.95. Found: C, 66.39; H, 4.38; N, 16.59.

Arabian Journal of Chemistry

Volume 9, Issue 1, January 2016, Pages 136–142

Synthesis and pharmacological evaluation of novel 2H/6H-thiazolo-[3′,2′:2,3][1,2,4]triazolo[1,5-a]pyridine-9-carbonitrile derivatives

• Maddila Suresh,
• Palakondu Lavanya,
• Chunduri Venkata Rao^,

• Department of Chemistry, S.V. University, Tirupati 517502, India

doi:10.1016/j.arabjc.2011.02.004

 http://www.sciencedirect.com/science/article/pii/S1878535211000451

SURESH MADDILA

NRF-DST Innovation Post-Doctoral Research Scientist at University of KwaZulu Natal, West Ville Campus, Durban

 

NRF-DST Innovation Post-doctoral Research Scientist

University of Kwazulu Natal, WestVille Campus, Durban

January 2011 – Present (5 years 7 months)School of Chemistry & Physics., University of KwaZulu Natal, Durban

Currently, I am working as a NRF-DST Innovation Post-Doctoral Researcher at UKZN on temporary basis for a period of 1 month. I further extended my research by deriving the data from various syntheses of organic molecules, photocatalysis with ozone and synthesis of homogeneous & heterogeneous catalysts. The derived data has been compared and validated with the various spectroscopic techniques like 1H NMR, 13C NMR, MASS, IR spectroscopic data. In addition, I started my work towards middle homogeneous & heterogeneous photocatalysis and ozonation using different GC, XRD, SEM, TEM, BET, RAMAN, UV, UV-DRS, IR and spectrophotometers. The working group has been carried out under my investigation.

Teaching Assistant

Sri Venkateswara University, Tirupati, India.

August 2006 – October 2010 (4 years 3 months)

Inorganic, Organic Chemistry & Physical Chemistry, Spectroscopy and Environmental Science

 

 MOM WILL TEACH YOU NMR


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 Sinjar, Nineveh Province, Iraq
 SINJAR IRAQ

Sinjar

Town in Iraqi Kurdistan

Sindjar, also known as Shingal and formerly Sanjár, is a town in Sinjar District, Nineveh Province, Iraq near Mount Sinjar. Its population in 2013 was estimated at 88,023. Wikipedia

 

 

 

 

 
 
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2-(3-Acetylamino-phenoxy)-2-methyl-propionic acid

2-(3-Acetylamino-phenoxy)-2-methyl-propionic acid



Preparation of 2-(3-Acetylaminophenoxy)-2-methylpropionic acid used in Example Il is described below.

(M - I I l) (M - IV )





2-(3-tert-Butoxycarbonylamino-phenoxy)-2-methyl-propionic acid ethyl ester (Il -I)

To a solution of (3-Hydroxy-phenyl)-carbamic acid tert-butyl ester (2.4 g, 11.4 mmol) in 5 ml of dry DMF, anhydrous potassium carbonate (7.9 g, 57.416 mmol) was added. The mixture stirred for 5-10 minutes, added ethyl-2-bromo-isobutyrate (4.5 g, 22.9 mmol). The resulting mixture was heated at 70 ° C for 12 hours. Upon completion (-25 h), the solution was diluted with EtOAc (25 ml) and washed with saturated NH₄Cl (5 ml). The aqueous layer was then extracted for two additional times with EtOAc (10ml) and the combined organic fractions were washed with brine (2X5ml). The solution was then dried over Na₂SO₄ and concentrated to give brown oil. Purification on silica gel (hexanes/acetone) yielded 1.8 g (49 %).1 H-NMR (400 MHz, CDCl₃): δ ¹H NMR (400 MHz, CDCl₃): 1.26 (t, J= 7.2 Hz, 3H), 1.50 (s, 9H), 1.59 (s, 6H), 6.43 (s, IH), 6.47-6.50 (m, IH), 6.96 (t, J=8.4 Hz, 2 H), 7.11 (t, J=8.0, IH).



2-(3-Amino-phenoxy)-2-methyl-propionic acid ethyl ester (Il-II)

To a solution of 2-(3-tert-Butoxycarbonylamino-phenoxy)-2-methyl-propionic acid ethyl ester (0.8 g, 2.4 mmol) in DCM (10 ml) at O⁰C was added TFA (10ml) and stirred at O⁰C for 100 min. The solvent was removed under reduced pressure; residue was dissolved in DCM and treated with 2.5M solution of NaOH. The organic layer was separated and dried over Na₂SO₄, concentrated to yield 2-(3-amino-phenoxy)-2-methyl-propionic acid ethyl ester (0.5 g, mmol, 98 %).1H NMR (400 MHz, CDCl₃): 1.25 (t, J= 7.2 Hz, 3H), 1.56 (s, 6H), 3.62 (brs, 2H), 4.23 (q, J=7.2 Hz, 2H), 6.21-6.22 (m, 2H), 6.32 (d, J=7.2 Hz, IH), 6.99 (t, J=8.4 Hz, IH).



2-(3-Acetylamino-phenoxy)-2-methyl-propionic acid ethyl ester (Il-III):

To a solution of 2-(3-Amino-phenoxy)-2-methyl-propionic acid ethyl ester (0.54 g, 2.42 mmol) in DCM (5ml) at O⁰C was added pyridine (0.23ml, 2.9 mmol). The reaction mixture was cooled to O⁰C and a solution of acetyl chloride (0.21 ml, 2.9 mmol) in DCM (4 ml) was added drop wise over 5 min. The reaction mixture was stirred at r.t. for 18 hrs, quenched with water (10ml) and extracted in DCM (2X20 ml).The organic layer was dried over Na₂SO₄ and concentrated to afford the crude oil (0.64 g) which was used for the next step without purification.


 2-(3-Acetylamino-phenoxy)-2-methyl-propionic acid (Il-IV):

2-(3-Acetylamino-phenoxy)-2-methyl-propionic acid ethyl ester (0.6 g, 2.2 mmol) was dissolved in THF (20 ml) and a solution of lithium hydroxide ( 0.33 g, 7.9 mmol) in water (5.8 ml) was added. The reaction mixture was allowed to stir at RT for 24 h. The solvent was removed under reduced pressure and the aqueous layer was extracted with EtOAc (10 ml). Aqueous layer was basified (pH~ 5) with 1 N HCl at O⁰C, extracted in EtOAc (2X 50 ml) dried over Na₂SO₄ and concentrated under reduced pressure to afford the acid (0.45 g, 85 %). ¹H NMR (400 MHz, CDCl₃): 1.61 (s, 6H), 2.11 (d, J=6.4 Hz, 3H), 4.65 (brs, 3H), 6.68 (d, J=8.0 Hz, IH), 7.07 (d, J=8.0 Hz, IH), 7.17 (t, J=8.0Hz, IH), 7.29 (s, IH), 7.60(s, IH).; MS (EI) mlz: 238.1 (M + 1).




https://www.google.co.in/patents/WO2008104994A2?cl=en



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 HALABJA, IRAQ


 























A bronze replica of the most famous photo of the genocide: A grandfather trying to protect his grandson. Halabja, Iraqi Kurdistan.







As everywhere in kurdistan, tea is the most important "drug", served everywhere and enjoyed slowly. Not to be missed. Halabja, Iraqi Kurdistan.


 


 


 
 

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