http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-6229015-B1

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filingDate 1999-04-06-04:00^^<http://www.w3.org/2001/XMLSchema#date>
grantDate 2001-05-08-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_d083be46f76a15bc1f46e130be2983bd
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_753f88ea15ef2658acc39471978c6fe1
publicationDate 2001-05-08-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber US-6229015-B1
titleOfInvention Acridone derivatives and method of preparation of 8-hydroxy imidazoacridinone derivatives
abstract A process of preparing a compound of formula (I):wherein R1 and R2 are alkyl groups of 1 to 4 carbon atoms and n is from 2 to 5, comprises reacting a 1-chloro-7-(protected hydroxy)-4-nitroacridin-9(10H)-one of formula (IV-P):wherein A is a hydroxy-protecting group removable by reduction, with an omega-(dialkylamino)alkylamine of formulain which n, R1 and R2 are as defined above, to produce a 7-(protected hydroxy)4-nitro-1-[[omega-(dialkylamino)alkyl]amino]acridin-9(10H)-one (III-P), reducing the compound III-P at a temperature of from 15 to 50° C. with a hydrogen gas or with formate ions, in the presence of a palladium catalyst and formic acid, removing substantially all the residual palladium and heating the remaining reaction mixture to effect cyclization to the corresponding compound of formula (I). If desired, after removal of the palladium the intermediate 7-hydroxy-4-N-formyl-1-[[omega-(dialkylamino)alkyl]amino]acridin]-9(10H)-one can be isolated and subsequently cyclized by heating. Such compounds have anti-neoplastic activity.
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