55536-48-6

Basic information

• Product Name: 1-benzyl-2,3-dihydroimidazo[2,1-b]quinazolin-5(1H)-one
• Synonyms: 1-benzyl-2,3-dihydroimidazo[2,1-b]quinazolin-5(1H)-one
• CAS NO: 55536-48-6
• Molecular Weight: 277.326
• Mol File: 55536-48-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-benzyl-2,3-dihydroimidazo[2,1-b]quinazolin-5(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-2,3-dihydroimidazo[2,1-b]quinazolin-5(1H)-one(55536-48-6)
• EPA Substance Registry System: 1-benzyl-2,3-dihydroimidazo[2,1-b]quinazolin-5(1H)-one(55536-48-6)

Safety Data

• Hazardous Substances Data: 55536-48-6(Hazardous Substances Data)

Upstream product

• 118-92-3 anthranilic acid 
• 18741-24-7 3-phenyl-2-thioxo-2,3-dihydro-1H-quinazolin-4-one 
• 727-62-8 2-chloro-3-phenylquinazoline-4-(3H)-one 
• 4152-09-4 N-benzylethylenediamine 

Relevant articles and documents

Divergent 2-Chloroquinazolin-4(3H)-one Rearrangement: Twisted-Cyclic Guanidine Formation or Ring-Fused N-Acylguanidines via a Domino Process

A highly efficient 2-chloroquinazolin-4(3H)-one rearrangement was developed that predictably generates either twisted-cyclic or ring-fused guanidines in a single operation, depending on the presence of a primary versus secondary amine in the accompanying diamine reagent. Exclusive formation of twisted-cyclic guanidines results from pairing 2-chloroquinazolinones with secondary diamines. Use of primary amine-containing diamines permits a domino quinazolinone rearrangement/intramolecular cyclization, gated through (E)-twisted-cyclic guanidines, to afford ring-fused N-acylguanidines. This scalable, structurally tolerant transformation generated 55 guanidines and delivered twisted-cyclic guanidines with robust plasma stability and an abbreviated total synthesis of an antitumor ring-fused guanidine (4 steps, 55 % yield).