New PDF release: Chemistry of Heterocyclic Compounds: The Pyridazines,

ISBN-10: 0470187972

ISBN-13: 9780470187975

ISBN-10: 0471251372

ISBN-13: 9780471251378

This new quantity considerably updates the unique pyridazines quantity which was once released in 1973. asserting the newest quantity within the winning and well-known Chemistry of Heterocyclic Compounds Series.Content:
Chapter 1 fundamental Syntheses from Aliphatic or Carbocyclic Synthons (pages 1–58):
Chapter 2 basic Syntheses from different Heterocyclic structures (pages 59–130):
Chapter three Pyridazine, Alkylpyridazines, and Arylpyridazines (pages 131–176):
Chapter four Halogenopyridazines (H 219) (pages 177–250):
Chapter five Oxypyridazines (H 23) (pages 251–322):
Chapter 6 Thiopyridazines (H 755) (pages 323–342):
Chapter 7 Nitro?, Amino?, and similar Pyridazines (H 463, 629) (pages 343–386):
Chapter eight Pyridazinecarboxylic Acids and comparable Derivatives (H353, 407) (pages 387–433):

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Extra info for Chemistry of Heterocyclic Compounds: The Pyridazines, Supplement 1, Volume 57

Example text

58' Calcium 2,5-diketo-~-gluconate(164) with methylhydrazine gave 6-hydroxyrnethyl-2-rnethylpyndazinium-4-olate(165) (pyridine-AcOH-H 20, 90". '" Also other examples in the foregoing references and elsewhere. '696 3-Benzoyl-2-phenylpropionicacid (168) and methylhydrazine gave 2methyl-4,6-diphenyl-4,5-dihydro-3(2H)-pyridazinone(169) (BuOH, reflux, 6 h: 45%) and then its didehydro analogue (Brz, AcOH, 70°,3 h: 93%). 1082 0 0 YN Ph From Two Synthons 31 Levulinic acid (4-oxovaleric acid) and phenylhydrazine gave 6-methyl-2phenyl-4,5-dihydro-3(2H)-pyridazinone(neat, reflux or 170".

51. 141 I . 2011 From Two Synthons 43 CN CN I I With Hydramno Keto Esters as Cosynthons Note: In every case, the keto rather than the ester grouping takes part in the cyclization reaction. 1808 Such reactions are assisted by microwave irradiation under solvent-free conditions. 2043 Also other examples. 1440 ,G C02R I NCCti,CO,T:I QH2Cg QH2c ___c NHPh NC N, Ph 0 (239) (240) With Miscellaneous Cosynthons Glyoxal monophenylhydrazone (241)and ethyl 2-(diethy1phosphono)acetate gave 2-phenyl-3(2H)-pyridazinone (242) [NaH, THE 25",2 h; then (241), 25" --t 65", 10h: 71%]; I3'O replacement of the phosphono reagent by ethyl 44 Primary Syntheses from Aliphatic or Carbocyclic Synthons 2-trimethylsilylacetate gave the same product (242) [(CbH I I ) 2NLi.

1075. 0-Diethyl thiosuccinate (175) and methylhydrazine interestingly gave 6ethoxy-2-methyl-4,S-dihydro-3(2H)-pyridazinethione (176). Also other examples. 3,6tetrahydro- 1,2-pyridazinedicarboxylate (178, Q = R = Me) (PhH, reflux. 741 1-Phenylbuta- 1,3-diene and diethyl azodicarboxylate gave diethyl 3-phenyl1,2,3,6-tetrahydro- 1,2-pyndazinedocarboxylate (PhH, reflux, N 2 , 4 h: 54%). 612,869. 1424. ”’ 2-Trimethylsiloxybuta- 1,3-diene and dimethyl azodicarboxylate gave dimethyl 4-trimethylsiloxy-1,2,3,6-tetrahydro-I ,2-pyridazinedicarboxylate (CHCI3.

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Chemistry of Heterocyclic Compounds: The Pyridazines, Supplement 1, Volume 57

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