Water → 2-n-butyl sulfonylamino-5-[2-benzylpyridazin-3(2H)-on-6-yl]indane

HRID 1598570Notes

Reaction equation

HRID 1598570 reaction equation
C([S:5]([NH:8][CH:9]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:18]3[CH:19]=[CH:20][C:21](=[O:24])[NH:22][N:23]=3)[CH:15]=2)[CH2:10]1)(=[O:7])=[O:6])CCC.C(=O)([O-])[O-].[K+].[K+].[CH2:31](Br)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.O>CN(C)C=O>[CH2:17]([CH:10]1[CH2:11][C:12]2[C:17](=[CH:16][CH:15]=[C:14]([C:18]3[CH:19]=[CH:20][C:21](=[O:24])[N:22]([CH2:31][C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)[N:23]=3)[CH:13]=2)[CH:9]1[N:8]=[S:5](=[O:7])=[O:6])[CH2:9][CH2:10][CH3:11]

Participants

6

Reactant 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 189298022-n-butylsulfonylamino-5-[pyridazin-3(2H)-on-6-yl]indane

Product 1

HCID 867523882-n-butyl sulfonylamino-5-[2-benzylpyridazin-3(2H)-on-6-yl]indaneYield 183.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 1.0 g of 2-n-butylsulfonylamino-5-[pyridazin-3(2H)-on-6-yl]indane dissolved in 30 ml of dimethylformamide were added 828 mg of potassium carbonate and 547 mg of benzyl bromide, and the mixture was stirred at room temperature for 2 hours. Water was added to the reaction mixture, and crude crystals precipitated were collected by filtration, dried and then recrystallized from ethanol to obtain 1.15 g of 2-n-butyl sulfonylamino-5-[2-benzylpyridazin-3(2H)-on-6-yl]indane. This compound had the same physical property values as those of the compound obtained in Example 85.

Workup

  1. customcrude crystals precipitated
  2. filtrationwere collected by filtration
  3. customdried
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-c3f5e7f4bcd545958751089cd53a1d39
Source dataset
uspto-grants-1998_04
Patent number
US05739132

Reaction notes

Loading…