Premium
A green process PEG ‐600 mediated on‐pot, alternative synthesis of 3‐methyl‐2‐((( 1‐methyl‐1H‐benzimidazole‐2‐YL ) sulfonyl) methyl) quinazolin‐4( 3H )‐one
Author(s) -
Bireddy Srinivasa Reddy,
Konkala Veera Swamy,
Dubey Pramod Kumar
Publication year - 2020
Publication title -
vietnam journal of chemistry
Language(s) - English
Resource type - Journals
eISSN - 2572-8288
pISSN - 0866-7144
DOI - 10.1002/vjch.202000085
Subject(s) - benzimidazole , chemistry , sulfonyl , peg ratio , combinatorial chemistry , process (computing) , organic chemistry , computer science , business , alkyl , finance , operating system
Condensation of 2‐((1H‐benzo[d]imidazol‐2‐yl)thio)acetic acid ( 1 ) with anthranilamide ( 2 ) in PEG‐600 (polyethylene glycol), at 100 o C for 3hr. gave 2‐(((1H‐benzo[d]imidazol‐2‐yl)thio)methyl)quinazolin‐4(3H)‐one ( 3 ). Treatment of 3 with DMS, DES and Ph‐CH 2 ‐Cl, individually in PEG‐600, at RT for 1 hr. without using any base, followed by easy process resulted in 4 (a‐c) . The later on reaction with H 2 O 2 in PEG‐600, for 3 hr , without using any base, followed by simple processing resulted in 5 (a‐c) . Alternatively, 5 ( a‐c ) the sequence of reactions could be prepared by tandem procedure with good yields. Thus novel quinazolinone products have been prepared with new synthetic routes and strategies by using PEG‐600 as solvent, in polyethylene glycol (PEG‐600) in four routes. i.e. (tandem‐1, tandem‐2, stepwise‐1 and stepwise‐2) Probably, this is the first case of four variable but identical end‐products‐ giving tandem syntheses, under green conditions, of 5 (a‐c) . Obviously, as figures pointed out, tandem‐1 route gave good yields compared to the stepwise routes. In this process PEG‐600 recycled and reused.