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Chemoselective Route for Synthesis of N ‐Aryl‐3‐oxochromeno[2,3‐ c ]pyrazole‐2(3 H )‐carbothioamide Derivatives
Author(s) -
Alizadeh Abdolali,
Ghanbaripour Rashid
Publication year - 2014
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201300388
Subject(s) - chemistry , malononitrile , pyrazole , salicylaldehyde , isothiocyanate , aryl , yield (engineering) , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , catalysis , schiff base , alkyl , materials science , metallurgy
A chemoselective route for the synthesis of chromeno[2,3‐ c ]pyrazole‐2(3 H )‐carbothioamide derivatives by a five‐component reaction of salicylaldehyde, malononitrile, NH 2 NH 2 ⋅H 2 O, aryl isothiocyanate, and H 2 O in EtOH/AcOH mixture is reported. This new protocol has the advantages of high yields, short reaction times, ease of operation, and simple purification. All structures were confirmed by IR, 1 H‐ and 13 C‐NMR, and MS analyses. A plausible mechanism for this type of reaction is proposed ( Scheme 2 ).