合成路线:The acylation of benzoxazolin-2-one (I) with propionic anhydride (II) by means of P2O5 and MsOH gives 6-propionylbenzoxazolin-2-one (III),which is treated with chloroacetyl chloride to yield 7-propionyl-3,4-dihydro-2H-1,4-benzoxazin-3-one (IV).The Mannich condensation of (IV) with CH2O and NH3 followed by methylation with methyl iodide affords the trimethylammonium compound (V),which by reaction with KCN,followed by hydrolysis with HCl gives 3-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-ylcarbonyl)butyric acid (VI).Finally this compound is cyclized with hydrazine to furnish the target pyridazinone.
参考文献标题:Electrophilic substitutions of 2H-1,4-benzoxazine-3-one: Acylation and chlorosulfonation
文献作者:Kryvenko,M.; Techer,H.; Lavergne,M.; et al.
参考来源:CR Acad Sci Paris Ser C 1970,270(19),1601
合成路线:The acylation of benzoxazolin-2-one (I) with propionic anhydride (II) by means of P2O5 and MsOH gives 6-propionylbenzoxazolin-2-one (III),which is treated with chloroacetyl chloride to yield 7-propionyl-3,4-dihydro-2H-1,4-benzoxazin-3-one (IV).The Mannich condensation of (IV) with CH2O and NH3 followed by methylation with methyl iodide affords the trimethylammonium compound (V),which by reaction with KCN,followed by hydrolysis with HCl gives 3-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-ylcarbonyl)butyric acid (VI).Finally this compound is cyclized with hydrazine to furnish the target pyridazinone.
参考文献标题:6-Acyl benzoxazolinones.I
文献作者:Bonte,J.P.; Lesier,D.; Lespagnol,C.; et al.
参考来源:Eur J Med Chem - Chim Ther 1974,9491
合成路线:The acylation of benzoxazolin-2-one (I) with propionic anhydride (II) by means of P2O5 and MsOH gives 6-propionylbenzoxazolin-2-one (III),which is treated with chloroacetyl chloride to yield 7-propionyl-3,4-dihydro-2H-1,4-benzoxazin-3-one (IV).The Mannich condensation of (IV) with CH2O and NH3 followed by methylation with methyl iodide affords the trimethylammonium compound (V),which by reaction with KCN,followed by hydrolysis with HCl gives 3-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-ylcarbonyl)butyric acid (VI).Finally this compound is cyclized with hydrazine to furnish the target pyridazinone.
参考文献标题:6-Acyl benzoxazolinones.II.Preparation of some transformation products
文献作者:Lesier,D.; Lespagnol,C.; Bonte,J.P.; et al.
参考来源:Eur J Med Chem - Chim Ther 1974,9497-500
合成路线:The acylation of benzoxazolin-2-one (I) with propionic anhydride (II) by means of P2O5 and MsOH gives 6-propionylbenzoxazolin-2-one (III),which is treated with chloroacetyl chloride to yield 7-propionyl-3,4-dihydro-2H-1,4-benzoxazin-3-one (IV).The Mannich condensation of (IV) with CH2O and NH3 followed by methylation with methyl iodide affords the trimethylammonium compound (V),which by reaction with KCN,followed by hydrolysis with HCl gives 3-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-ylcarbonyl)butyric acid (VI).Finally this compound is cyclized with hydrazine to furnish the target pyridazinone.
参考文献标题:6-Aryl-4,5-dihydro-3(2H)-pyridazinones.A new class of compounds with platelet aggregation inhibiting and hypotensive activities
文献作者:Thyes,M.; Lehmann,H.D.; Gries,J.; et al.
参考来源:J Med Chem 1983,26(6),800
合成路线:The acylation of benzoxazolin-2-one (I) with propionic anhydride (II) by means of P2O5 and MsOH gives 6-propionylbenzoxazolin-2-one (III),which is treated with chloroacetyl chloride to yield 7-propionyl-3,4-dihydro-2H-1,4-benzoxazin-3-one (IV).The Mannich condensation of (IV) with CH2O and NH3 followed by methylation with methyl iodide affords the trimethylammonium compound (V),which by reaction with KCN,followed by hydrolysis with HCl gives 3-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-ylcarbonyl)butyric acid (VI).Finally this compound is cyclized with hydrazine to furnish the target pyridazinone.
参考文献标题:An aternative synthesis of cardiotonic 6-(3,4-dihydro-3-oxo-1,4[2H]benzoxazin-7-yl)-2,3,4,5-tetrahydro-5-methylpyridazin-3-ones
文献作者:Moussavi,Z.; Lesieur,D.; Depreux,P.
参考来源:Synth Commun 1991,21(2),271
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