P-Anisidine → (4-Methoxyphenyl)-[3-(4-methoxyphenyl)-[1,2,4]triazolo[3,4-a]phthalazin-6-yl]amine

HRID 2241861Notes

Reaction equation

HRID 2241861 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]2=[N:12][N:13]=[C:14]([C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=3)[N:4]2[N:3]=1.[CH3:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([NH2:31])=[CH:27][CH:26]=1>C(O)C>[CH3:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([NH:31][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]3=[N:12][N:13]=[C:14]([C:15]4[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=4)[N:4]3[N:3]=2)=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 7732P-AnisidineHCID 7126896-Chloro-3-(4-methoxyphenyl)-[1,2,4]triazolo[3,4-a]phthalazine2×

Product 1

HCID 11675643(4-Methoxyphenyl)-[3-(4-methoxyphenyl)-[1,2,4]triazolo[3,4-a]phthalazin-6-yl]amineYield 81.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.0 g of 6-chloro-3-(4-methoxy-phenyl)-[1,2,4]triazolo[3,4-a]phthalazine (compound B1), and 20 g p-anisidine are stirred at 170° C. for 5 h. The reaction mixture is diluted with 40 ml ethanol and the precipitate is filtered with suction. The solid is recrystallized from N,N-dimethylformamide to yield 5.2 g of the title compound. M.p.: 301-304° C.

Workup

  1. filtrationthe precipitate is filtered with suction
  2. customThe solid is recrystallized from N,N-dimethylformamide

Sources & evidence

ORD record
ord-d8c2b5d9c88244998d9dbeba44ae60ea
Source dataset
uspto-grants-2010_03
Patent number
US07671050B2

Reaction notes

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