合成路线:The reaction of phthalic anhydride (I) with ethyl p-amino-alpha-ethylphenylacetate (II) in refluxing acetic acid gives ethyl alpha-[4-(1,3-dioxo-2-isoindolinyl)phenyl]-n-butyrate (III),which is reduced with Zn in refluxing acetic acid to the isoindolinone (IV).Finally,this compound is hydrolyzed with K2CO3 in refluxing ethanol - water.
合成路线:The reaction of (II) with benzaldehyde (VI) in refluxing toluene gives ethyl p-benzylideneamino-alpha-methylphenylacetate (VII),which is reduced with H2 over PtO2 in ethanol to the N-benzyl derivative (VIII).The acylation of (VIII) with phosgene by means of pyridine in toluene yields the N-chlorocarbonyl compound (IX),which is then cyclized to the isoindolinone (IV) with AlCl3 in refluxing 1,2-dichloroethane.Finally,this compound is hydrolyzed with K2CO3 in refluxing ethanol - water.
合成路线:The cyclization of (XI) with o-cyanobenzyl bromide (XII) in refluxing ethanol gives 1-imino-2-[p-[(alpha-ethyl)carboxymethyl]phenyl]isoindoline (XIII),which is finally hydrolyzed with K2CO3 in refluxing ethanol water.
参考文献标题:New analgesic-antiinflammatory drugs.1-oxo-2-substituted isoindoline derivatives
文献作者:Nannini,G.; et al.
参考来源:Arzneim-Forsch Drug Res 1973,23(8),1090
合成路线:The reaction of phthalic anhydride (I) with ethyl p-amino-alpha-ethylphenylacetate (II) in refluxing acetic acid gives ethyl alpha-[4-(1,3-dioxo-2-isoindolinyl)phenyl]-n-butyrate (III),which is reduced with Zn in refluxing acetic acid to the isoindolinone (IV).Finally,this compound is hydrolyzed with K2CO3 in refluxing ethanol - water.
合成路线:The reaction of (II) with phthalide (V) at 280 C gives the isoindolinone (IV).Finally,this compound is hydrolyzed with K2CO3 in refluxing ethanol - water.
合成路线:By cyclization of phthalic aldehyde with p-amino-8-ethylphenylacetic acid (XI) in DMF at 100 C.
合成路线:The cyclization of (XI) with o-cyanobenzyl bromide (XII) in refluxing ethanol gives 1-imino-2-[p-[(alpha-ethyl)carboxymethyl]phenyl]isoindoline (XIII),which is finally hydrolyzed with K2CO3 in refluxing ethanol water.
参考文献标题:D閞iv閟 d'iso-indoline et proc閐?de leur pr閜aration
文献作者:Giraldi,P.N.; et al.
参考来源:DE 2154525; FR 2112480; JP 51068563; JP 52017463; NL 7115288
合成路线:The reaction of (II) with benzaldehyde (VI) in refluxing toluene gives ethyl p-benzylideneamino-alpha-methylphenylacetate (VII),which is reduced with H2 over PtO2 in ethanol to the N-benzyl derivative (VIII).The acylation of (VIII) with phosgene by means of pyridine in toluene yields the N-chlorocarbonyl compound (IX),which is then cyclized to the isoindolinone (IV) with AlCl3 in refluxing 1,2-dichloroethane.Finally,this compound is hydrolyzed with K2CO3 in refluxing ethanol - water.
合成路线:The reaction of benzaldehyde (VI) with p-amino-alpha-ethylphenylacetonitrile (XIV) in refluxing toluene gives p-benzylideneamino-alpha-ethylphenylacetonitrile (XV),which is reduced with H2 over PtO2 in ethanol yielding p-benzylamino-alpha-ethylphenylacetonitrile (XVI).The acylation of (XVI) with phosgene by means of pyridine in toluene affords the N-chlorocarbo-nyl compound (XVII),which is cyclized with AlCl3 in refluxing 1,2-dichloroethane to yield 1-oxo-2-[p-(alpha-ethyl-cyanomethyl)phenyl]isoindoline (XVIII).Finally,this compound is hydrolyzed with H2SO4 in refluxing water.
参考文献标题:Verfahren zur Herstellung von Isoindolinderivaten
文献作者:Giraldi,P.N.; et al.
参考来源:AT 325604B; CA 994785; CH 581106; JP 48057965; NL 7215830
产品链接: CAS No. 63610-08-2››