Phenylhydrazine → HCID 46219069, compound

HRID 1924566Notes

Reaction equation

HRID 1924566 reaction equation
C[N:2](C)/[CH:3]=[C:4](\[CH2:24][CH3:25])/[C:5]([C:7]1[C:12](=[O:13])[CH:11]=[CH:10][N:9]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([S:20]([CH3:23])(=[O:22])=[O:21])[CH:15]=2)[N:8]=1)=O.[C:27]1([NH:33]N)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>CN(C=O)C.C(O)(=O)C>[CH2:24]([C:4]1[CH:3]=[N:2][N:33]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:5]=1[C:7]1[C:12](=[O:13])[CH:11]=[CH:10][N:9]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([S:20]([CH3:23])(=[O:22])=[O:21])[CH:15]=2)[N:8]=1)[CH3:25]

Participants

5

Reactant 2

HCID 7516PhenylhydrazineHCID 67430624HCID 67430624, compound

Product 1

HCID 46219069HCID 46219069, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 6228DimethylformamideSolvent

Procedure

3-{2-[1-Dimethylamino-meth-(E)-ylidene]-butyryl}-1-(3-methanesulfonyl-phenyl)-1H-pyridazin-4-one and phenyl hydrazine (1.5 eq) were dissolved in a sealed tube in DMF with 2 drops acetic acid and irradiated in MW at 120° C. for 15 min. The solvent of the reaction mixture was removed and the crude product was purified by preparative HPLC yielding the desired product. MS: M=421.2 (M+H)+

Workup

  1. customirradiated in MW at 120° C. for 15 min
  2. customThe solvent of the reaction mixture was removed
  3. customthe crude product was purified by preparative HPLC

Sources & evidence

ORD record
ord-5999b4901df040c4bddc8d1ec0fb9ba7
Source dataset
uspto-grants-2012_05
Patent number
US08178538B2

Reaction notes

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