DR ANTHONY MELVIN CRASTO,WorldDrugTracker, helping millions, A 90 % paralysed man in action for you, I am suffering from transverse mylitis and bound to a wheel chair, With death on the horizon, nothing will not stop me except God................DR ANTHONY MELVIN CRASTO Ph.D ( ICT, Mumbai) , INDIA 25Yrs Exp. in the feld of Organic Chemistry,Working for GLENMARK GENERICS at Navi Mumbai, INDIA. Serving chemists around the world. Helping them with websites on Chemistry.Million hits on google, world acclamation from industry, academia, drug authorities for websites, blogs and educational contribution

Friday 9 March 2018

NEW DRUG APPROVALS HITS 20 LAKH VIEWS IN 218 COUNTRIES

NEW DRUG APPROVALS

https://newdrugapprovals.org/
ALL ABOUT DRUGS, LIVE, BY DR ANTHONY MELVIN CRASTO, WORLDDRUGTRACKER, HELPING MILLIONS, 9 MILLION HITS ON GOOGLE, PUSHING BOUNDARIES,2.5 LAKH PLUS CONNECTIONS WORLDWIDE, 18 LAKH PLUS VIEWS ON THIS BLOG IN 216 COUNTRIES, THE VIEWS EXPRESSED ARE MY PERSONAL AND IN NO-WAY SUGGEST THE VIEWS OF THE PROFESSIONAL BODY OR THE COMPANY THAT I REPRESENT, USE CTRL AND+ KEY TO ENLARGE BLOG VIEW……………………A 90 % PARALYSED MAN IN ACTION FOR YOU, I AM SUFFERING FROM TRANSVERSE MYLITIS AND BOUND TO A WHEEL CHAIR, WITH DEATH ON THE HORIZON, I HAVE LOT TO ACHEIVE

Concise synthesis of ketoallyl sulfones through an iron-catalyzed sequential four-component assembly

 
Green Chem., 2018, 20,973-977
DOI: 10.1039/C7GC03719H, Communication
Fuhong Xiao, Chao Liu, Dahan Wang, Huawen Huang, Guo-Jun Deng
A three starting material four component reaction (3SM-4CR) strategy is described to prepare [small beta]-acyl allylic sulfones from methyl ketones, sodium sulfinates and dimethylacetamide (DMA) in an iron-catalyzed oxidative system.

Concise synthesis of ketoallyl sulfones through an iron-catalyzed sequential four-component assembly

 
Author affiliations

Abstract

A three starting material four component reaction (3SM-4CR) strategy is described to prepare β-acyl allylic sulfones from methyl ketones, sodium sulfinates and dimethylacetamide (DMA) in an iron-catalyzed oxidative system. In this process, DMA was used as a dual synthon to provide two carbons. A broad range of functional groups were tolerated in this reaction system.
 1-phenyl-2-(tosylmethyl)prop-2-en-1-one (3ab)
 
43.2 mg, 72% yield).
 
1 H NMR (400 MHz, CDCl3) δ 7.78 (d, J = 8.2 Hz, 2H), 7.68-7.65 (m, 2H), 7.55 (t, J = 7.4 Hz, 1H), 7.43 (t, J = 7.8 Hz, 2H), 7.30 (d, J = 8.3 Hz, 2H), 6.25 (s, 1H), 6.02 (s, 1H), 4.35 (s, 2H), 2.39 (s, 3H).
 
13C NMR (100 MHz, CDCl3) δ 194.7, 144.9, 136.1, 135.8, 135.7, 133.9, 132.6, 129.8, 129.6, 128.3, 128.2, 57.7, 21.6.
 
HRMS calcd. for: C17H17O3S+ [M+H]+ 301.08929, found 301.08908
 
STR1 STR2

1H NMR PREDICT




13C NMR PREDICT ABOVE

////////
Cc1ccc(cc1)S(=O)(=O)CC(=C)C(=O)c2ccccc2

Thursday 15 February 2018

p-Aminophenol

STR1 STR2
p-Aminophenol [123-30-8].
M.p. 182 °C; 1H NMR (300 MHz, d6-DMSO): 4.37 (br s, 2H, NH2), 6.37-6.44 (m, 2HAr), 6.44-6.50 (m, 2HAr), 8.33 (br s, 1H, OH);
13C NMR (75 MHz, d6-DMSO): δ 115.2 (2 CHAr), 115.5 (2 CHAr), 140.7 (Cq Ar), 148.2 (Cq Ar);
IR (ATR) max: 3338, 3279, 1471; MS (ESI+ ): 110.1 ([M+H]+ , 100).
1D 1H, 7.4 spectrum for 4-Aminophenol

1D 1H ABOVE


2D [1H,1H]-TOCSY, 7.4 spectrum for 4-Aminophenol

2D [1H,1H]-TOCSY ABOVE

1D 13C, 7.4 spectrum for 4-Aminophenol

1D 13C ABOVE


1D DEPT90, 7.4 spectrum for 4-Aminophenol

1D DEPT90 ABOVE

1D DEPT135, 7.4 spectrum for 4-Aminophenol

1D DEPT135 ABOVE

2D [1H,13C]-HSQC, 7.4 spectrum for 4-Aminophenol

2D [1H,13C]-HSQC ABOVE

2D [1H,13C]-HMBC, 7.4 spectrum for 4-Aminophenol

2D [1H,13C]-HMBC ABOVE

Thursday 8 February 2018

A sustainable procedure toward alkyl arylacetates: palladium-catalysed direct carbonylation of benzyl alcohols in organic carbonates


Green Chem., 2018, Advance Article
DOI: 10.1039/C7GC03619A, Communication
Yahui Li, Zechao Wang, Xiao-Feng Wu
A sustainable procedure for the synthesis of various alkyl arylacetates from benzyl alcohols has been developed
 

A sustainable procedure toward alkyl arylacetates: palladium-catalysed direct carbonylation of benzyl alcohols in organic carbonates

 
Author affiliations

Abstract

A sustainable procedure for the synthesis of various alkyl arylacetates from benzyl alcohols has been developed. With palladium as the catalyst and organic carbonates as the green solvent and in situ activator, benzyl alcohols were carbonylated in an efficient manner without any halogen additives.
Ethyl 2-phenylacetate
1H NMR (300 MHz, Chloroform-d) δ 7.32 – 7.08 (m, 5H), 4.08 (q, J = 7.1 Hz, 2H), 3.54 (s, 2H), 1.18 (t, J = 7.1 Hz, 3H).
13C NMR (75 MHz, CDCl3) δ 171.61, 134.17, 129.24, 128.54, 127.03, 60.85, 41.45, 14.18.

Unconventional Method for the Synthesis of 3-Carboxyethyl-4-formyl(hydroxy)-5-arylpyrazoles

Abstract Image

Unconventional Method for Synthesis of 3-Carboxyethyl-4-formyl(hydroxy)-5-aryl-N-arylpyrazoles

 Departamento de Química, Universidade Estadual de Maringá (UEM), 87030-900 Maringá, PR, Brazil
 Departamento de Química, Universidade Federal de Santa Maria (UFSM), 97110-970 Santa Maria, RS, Brazil
§ Instituto de Biotecnologia, Universidade de Caxias do Sul (UCS), 295070-560 Caxias do Sul, RS, Brazil
J. Org. Chem.201782 (23), pp 12590–12602
DOI: 10.1021/acs.joc.7b02361
Publication Date (Web): November 2, 2017
 
*E-mail: farosa@uem.br

Abstract

An alternative highly regioselective synthetic method for the preparation of 3,5-disubstituted 4-formyl-N-arylpyrazoles in a one-pot procedure is reported. The methodology developed was based on the regiochemical control of the cyclocondensation reaction of β-enamino diketones with arylhydrazines.
Structural modifications in the β-enamino diketone system allied to the Lewis acid carbonyl activator BF3 were strategically employed for this control. Also a one-pot method for the preparation of 3,5-disubstituted 4-hydroxymethyl-N-arylpyrazole derivatives from the β-enamino diketone and arylhydrazine substrates is described.

 

4-Formyl-N-arylpyrazole substrates occupy a prominent position in the field of organic synthesis since they are key intermediates in obtaining a wide range of biologically active compounds. Because of the synthetic versatility of the 4-formyl-N-arylpyrazole skeleton, their synthesis has been extensively explored. In an extension of their previously published research,
 
Rosa and co-workers at Universidade Estadual de Maringá described a one-pot synthetic method that regioselectively produced 3,5-disubstituted-4-formyl-N-arylpyrazoles . The β-enamino diketone starting materials were readily synthesized via published procedures. High regioselectivity was secured via the use of BF3·OEt2 as the carbonyl activator and a bulky amine as the enamine component. Acetonitrile proved to be the most suitable solvent for the reaction.
 
After an aqueous workup, the desired pyrazoles were obtained in excellent yields. A variety of functional groups were tolerated on the two aryl substituents. This operationally simple procedure afforded the 4-formyl-N-arylpyrazoles in high yields, regioselectively. Furthermore, the formyl group could be reduced in situ with sodium borohydride to generate the corresponding 4-hydroxymethyl-N-arylpyrazoles.
 
STR1 STR2
3-(Ethoxycarbonyl)-4-formyl-5-(4-nitrophenyl)-1-phenyl-1H-pyrazole (3a)
Light yellow solid; yield: 0.150 g (82%); mp 147.0–149.2 °C;
 
1H NMR (300.06 MHz, CDCl3) δ (ppm) 1.47 (t, 3H, J = 7.1 Hz, O–CH2–CH3), 4.54 (q, 2H, J = 7.1 Hz, O–CH2-CH3), 7.19–7.25 (m, 2H, Ph), 7.32–7.43 (m, 3H, Ph), 7.48 (d, 2H, J = 8.9 Hz, 4-NO2C6H4), 8.19 (d, 2H, J = 8.9 Hz, 4-NO2C6H4), 10.57 (s, 1H, CHO);
 
13C NMR (75.46 MHz, CDCl3) δ (ppm) 14.4 (O–CH2CH3), 62.3 (O-CH2–CH3), 122.0 (C4), 123.5 (4-NO2C6H4), 125.9 (Ph), 129.5 (Ph), 129.6 (Ph), 131.8 (4-NO2C6H4), 134.1 (4-NO2C6H4), 137.8 (Ph), 143.5 (C5), 145.0 (C3), 148.4 (4-NO2C6H4), 161.5 (COOEt), 186.6 (CHO);
 
HRMS (ESI+): calcd for C19H16N3O5+, [M+H]+: 366.1084, found 366.1101.
 

(Z and E)-4-(Methylamino)-3-(4-nitrobenzoyl)-2-oxobut-3-enoic Acid Ethyl Ester

STR1 STR2 str3
(Z and E)-4-(Methylamino)-3-(4-nitrobenzoyl)-2-oxobut-3-enoic Acid Ethyl Ester (2a)
Light yellow solid; yield: 0.276 g (90%); Z/E ratio in CDCl3: 80/20; mp 143.8–145.3 °C;
 
 1H NMR (300.06 MHz, CDCl3) δ (ppm) (Z) 1.29 (t, 3H, J = 7.2 Hz, O–CH2–CH3), 3.24 (dd, 3H, J = 5.2, 0.7 Hz, NH-CH3), 4.17 (q, 2H, J = 7.2 Hz, O–CH2-CH3), 7.64 (dd, 1H, J = 14.1, 0.7 Hz, H4), 7.75 (d, 2H, J = 8.8 Hz, 4-NO2C6H4), 8.28 (d, 2H, J = 8.9 Hz, 4-NO2C6H4), 10.67 (bs, 1H, NH); (E) 1.14 (t, 3H, J = 7.2 Hz, O–CH2–CH3), 3.34 (dd, 3H, J = 5.2, 0.8 Hz, NH-CH3), 3.81 (q, 2H, J = 7.2 Hz, O–CH2-CH3), 7.62 (d, 2H, J = 8.8 Hz, 4-NO2C6H4), 8.20 (dd, 1H, J = 14.3, 0.8 Hz, H4), 8.23 (d, 2H, J= 8.8 Hz, 4-NO2C6H4), 10.79 (bs, 1H, NH);
 
 13C NMR (75.46 MHz, CDCl3) δ (ppm) (Z) 13.9 (O–CH2CH3), 37.2 (NH-CH3), 61.8 (O-CH2–CH3), 107.0 (C3), 123.7, 129.5, 144.5, 149.2 (4-NO2C6H4), 163.1 (C4), 164.9 (COOEt), 186.9 (C2), 190.8 (C3′); (E) 13.7 (O–CH2CH3), 37.1 (NH-CH3), 62.0 (O-CH2–CH3), 106.7 (C3), 123.4, 128.6, 146.4, 148.8 (4-NO2C6H4), 163.3 (C4), 164.4 (COOEt), 183.3 (C2), 193.7 (C3′);
 
HRMS (ESI+): calcd for C14H15N2O6+, [M+H]+: 307.0925, found 307.0938.
J. Org. Chem.201782 (23), pp 12590–12602
DOI: 10.1021/acs.joc.7b02361