32725-30-7

Basic information

• Product Name: Imidazo[2,1-b]quinazolin-5(1H)-one, 2,3-dihydro-
• Synonyms: 5-Oxo-1,2,3,4-tetrahydro-6H-imidazo<2.1-b>chinazolin;2,3-dihydro-1H-imidazo<2,1-b>quinazolin-5-one
• CAS NO: 32725-30-7
• Molecular Formula: C10H9N3O
• Molecular Weight: 187.19800
• Mol File: 32725-30-7.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Imidazo[2,1-b]quinazolin-5(1H)-one, 2,3-dihydro-(CAS DataBase Reference)
• NIST Chemistry Reference: Imidazo[2,1-b]quinazolin-5(1H)-one, 2,3-dihydro-(32725-30-7)
• EPA Substance Registry System: Imidazo[2,1-b]quinazolin-5(1H)-one, 2,3-dihydro-(32725-30-7)

Safety Data

• Hazardous Substances Data: 32725-30-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 19, p. 1117, 1982 DOI: 10.1002/jhet.5570190527

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 
• 107-15-3 ethylenediamine 
• 27631-28-3 2,3-dihydroimidazo[1,2-c]quinazolin-5-amine 
• 552-89-6 2-nitro-benzaldehyde 
• 1361234-34-5 methyl N-cyano-2-nitrobenzenecarboximidoate 
• 1227479-37-9 N-(2-azidoethyl)-N-cyanobenzamide 
• 20112-79-2 2-methylthioimidazoline 
• 118-48-9 isatoic anhydride 
• 445-29-4 o-fluoro-benzoic acid 
• 393-52-2 2-Fluorobenzoyl chloride 
• 16024-82-1 methyl 2-isothiocyanatobenzoate 
• 134-20-3 2-carbomethoxyaniline 

Downstream Products

• 1019197-20-6 BrH*C₂₆H₃₁N₃O₃ 
• 1019197-22-8 C₁₈H₁₅N₃O₂ 
• 1019197-18-2 C₁₈H₁₅N₃O₂ 
• 1019197-19-3 BrH*C₁₈H₁₄ClN₃O₂ 
• 40534-69-8 10-(4-chloro-benzyl)-2,10-dihydro-3H-imidazo[2,1-b]quinazolin-5-one 

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).

Radical synthesis of guanidines from N-Acyl cyanamides

Chemical Equation Presented Center stage: Additions of nitrogen-centered radicals to cyanamide compounds provided the first radical synthesis of aromatic polycyclic guanidine derivatives (see scheme). Modular assembly of the substrates allows for a rapid increase of the molecular complexity of scaffolds, which have potential applications for medicinal chemistry.

Synthesis of novel 2,3-substituted quinazolin-4-ones by condensation of alkyl or aromatic diamines with 5-(N-arylimino)-4-chloro-5H-1,2,3-dithiazoles

The work described in this paper is a further example of the utility of Appel's salt in the conception of novel heterocyclic rings. We confirmed that primary alkyldiamines may react easily with the methyl N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-anthrani