Methyl 2- 1-phthalazinecarboxylate

Ethyl 5-cyano-6-methyl-4-oxo-3-phenyl-3,4-dihydro-l-pyridazinecarboxylate (142) and a-benzyUdenemalononitrile gave ethyl 5-amino-6-cyano-4-oxo-3,7-diphenyl-3,4-dihydro-l-phthalazinecarboxylate (143) (reactants, piperidine, EtOH, reflux, 3h analogs likewise)" " or with ethyl... [Pg.133]

Ethyl l-o-methoxyphenyl-5,7-dimethyl-4-oxo-3,4-dihydro-6-phthalazinecarbox-ylate (110, Q = R = H) gave a separable mixture of ethyl 5-bromomethyl-l-o-methoxyphenyl-7-methyl-4-oxo-3,4-dihydro-6-phthalazinecarboxylate (110, Q = H, R = Br) and ethyl l-(3-bromo-6-methoxyphenyl)-5-bromo-methyl-7-methyl-4-oxo-3,4-dihydro-6-phthalazinecarboxylate (110, Q = R = Br) (substrate, A -bromosuccinimide, BZ2O2, CCI4, reflux, 20 h 38% and 9%,... [Pg.191]

Ethyl 5-bromomethyl- (107) gave ethyl 5-acetoxymethyl-l-o-methoxyphenyl-7-methyl-4-oxo-3,4-dihydro-6-phthalazinecarboxylate (108) (AcOH, EtaN,... [Pg.225]

Dimethoxy-1,4(2//,3//)-phthalazinedione gave 5,8-dimethoxy-2,3-dimethyl-l,4(2//,3//)-phthalazinedione (Mel, K2CO3, AcMe, reflux, 3h 67%). Methyl 4-oxo-3,4-dihydro-5-phthalazinecarboxylate (38, R = H) gave methyl 3-methyM-oxo-3,4-dihydro-5-phthalazinecarboxylate (38, R = Me) (Mel,... [Pg.241]

Methyl 4-oxo-3,4-dihydro-5-phthalazinecarboxylate with 2-chloromethylpyri-dine hydrochloride gave methyl 4-oxo-3-(pyridin-2-ylmethyl)-3,4-dihydro-5-phthalazinecarboxylate (52) (substrate, LiNHa, MeaSO, Na, 20°C, 2 h then synthon], portionwise, 20°C, 3 h 60%, characterized as its methanesulfonate... [Pg.244]

Methyl 3-methyl-4-oxo-3,4-dihydro-5-phthalazinecarboxylate (223) gave 9-methyl- 3H-2,9-dihydrophthalazino[3,4,5-rfe]phthalazin-3-one (224) (H2... [Pg.273]

Ethyl 1 -hydroxymethyl-7-methyl-4-oxo-3,4-dihydro-6-phthalazinecarboxylate (1, R = CH20H) gave ethyl l-hydroxymethyl-7-methyl-8-nitro-4-oxo-3,4-dihydro-6-phthalazinecarboxylate (2, R = CH2OH) (substrate, 96% H2SO4, 20°C KN03j, portionwise then 20°C, 7 h 56%) appropriate substrates (1) likewise gave ethyl l,7-dimethyl-8-nitro-4-oxo-3,4-dihydro-6-phthalazine-carboxylate (2, R = Me) and diethyl 7-methyl-5-nitro-4-oxo-3,4-dihydro-... [Pg.291]

Oxo-3,4-dihydro-5-phthaIazinecarbonyl chloride (33, R = Cl) [crude, from the acid (31, R=OH) with thionyl chloride] gave ethyl 4-oxo-3,4-dihydro-5-phthalazinecarboxylate (33, R = OEt) (EtOH, reflux, 18 h >85%) or methyl 4-oxo-3,4-dihydro-5-phthalazinecarboxyIate (33, R = OMe) (MeOH, likewise 97%). ... [Pg.327]

Note This route may well be conhned to the use of A-acylated hydrophthala-zines as substrates it is akin to transacylation of an amine. 2-Acetyl-4-p-methoxybenzyl-3-methyl-1,2,3,4,5,6,7,8-octahydrophthalazine (40, R = Me) gave ethyl 4-p-methoxybenzyl-3-methyl-l,2,3,4,5,6,7,8-octahydro-2-phthalazinecarboxylate (40, R = OEt) (substrate HCl, ClC02Et, CH2CI2,... [Pg.329]

Methyl l-cyano-l,2-dihydro-2-phthalazinecarboxylate (70) with phenyl isothiocyanate gave methyl l-cyano-l-[iV-phenyl(thiocarbamoyl)]-l,2-dihydro-2-phthalazinecarboxylate (71) (NaH, Me2NCHO, 0°C, N2 substrate in Me2NCHOi dropwise during 10 min 0°C, 15 min synthon in Me2NCHOi... [Pg.335]

Methyl 1 -hydroxymethyl-5,7-dimethyl-4-oxo-3, 4-dihydro-6-phthalazinecarboxylate Methyl 1 -hydroxymethyl-4-oxo-3,4-dihydro-6-phthalazinecarboxylate Methyl 2-methoxymethyl-1 -oxo-4-phenyl-1, 2-dihydro-6-phthalazinecarboxylate 4-Methyl-2-(2-methylallyl)- 1(2H)-phthalazinone... [Pg.404]

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