p-Toluenesulfonic acid → (cis)-n-Propyl-4-(4-(3,4-dimethoxyphenyl)-1-oxo-4a,5,8,8a-tetrahydro-1H-phthalazin-2-yl)benzoate

HRID 1871398Notes

Reaction equation

HRID 1871398 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C@H:20]3[C@H:15]([CH2:16][CH:17]=[CH:18][CH2:19]3)[C:14](=[O:21])[N:13]([C:22]3[CH:30]=[CH:29][C:25]([C:26]([OH:28])=[O:27])=[CH:24][CH:23]=3)[N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[C:31]1(C)[CH:36]=CC(S(O)(=O)=O)=C[CH:32]=1>C(O)CC>[CH2:32]([O:27][C:26](=[O:28])[C:25]1[CH:24]=[CH:23][C:22]([N:13]2[N:12]=[C:11]([C:5]3[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=3)[C@H:20]3[C@H:15]([CH2:16][CH:17]=[CH:18][CH2:19]3)[C:14]2=[O:21])=[CH:30][CH:29]=1)[CH2:31][CH3:36]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 86755612(cis)-4-(4-(3,4-Dimethoxyphenyl)-1-oxo-4a,5,8,8a-tetrahydro-1H-phthalazin-2-yl)benzoic acid

Product 1

HCID 131721941(cis)-n-Propyl-4-(4-(3,4-dimethoxyphenyl)-1-oxo-4a,5,8,8a-tetrahydro-1H-phthalazin-2-yl)benzoate

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

A solution of 1 g of compound 67 and 1 g of p-toluenesulfonic acid in 100 ml of 1-propanol was refluxed for 18 h. After evaporating the solvent, the title compound was crystallized from methanol. M.p. 100°-101° C.

Workup

  1. customAfter evaporating the solvent
  2. customthe title compound was crystallized from methanol

Sources & evidence

ORD record
ord-bd5aa9988b384a37bc524b56fb56dbc3
Source dataset
uspto-grants-2000_08
Patent number
US06103718

Reaction notes

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