Triethylamine → 6-(2-p-Fluorobenzenesulphonamido-indan-5-yl)-4,5-dihydro-pyridazin-3(2H)-on

HRID 1651868Notes

Reaction equation

HRID 1651868 reaction equation
[NH2:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:11]3[CH2:12][CH2:13][C:14](=[O:17])[NH:15][N:16]=3)[CH:8]=2)[CH2:3]1.C(N(CC)CC)C.[F:25][C:26]1[CH:31]=[CH:30][C:29]([S:32](Cl)(=[O:34])=[O:33])=[CH:28][CH:27]=1>O1CCOCC1.CC(C)=O>[F:25][C:26]1[CH:31]=[CH:30][C:29]([S:32]([NH:1][CH:2]2[CH2:10][C:9]3[C:4](=[CH:5][CH:6]=[C:7]([C:11]4[CH2:12][CH2:13][C:14](=[O:17])[NH:15][N:16]=4)[CH:8]=3)[CH2:3]2)(=[O:34])=[O:33])=[CH:28][CH:27]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 95884-Fluorobenzenesulfonyl chlorideHCID 140714996-(2-amino-indan-5-yl)-4,5-dihydropyridazin-3(2H)-one

Product 1

HCID 140715216-(2-p-Fluorobenzenesulphonamido-indan-5-yl)-4,5-dihydro-pyridazin-3(2H)-on

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 312751,4-DioxaneSolvent

Procedure

2.9 g (12.6 mmol) of 6-(2-amino-indan-5-yl)-4,5-dihydropyridazin-3(2H)-one are dissolved in a mixture of 30 ml of dioxan and 10 ml of acetone, and 1.42 g (14 mmol) of triethylamine and 2.8 g of p-fluorobenzenesulphonyl chloride are added. After 2 hours, the mixture is evaporated, water is added to the residue, and the reaction product is filtered off with suction and recrystallised from glacial acetic acid.

Workup

  1. additionare added
  2. customthe mixture is evaporated
  3. additionwater is added to the residue
  4. filtrationthe reaction product is filtered off with suction
  5. customrecrystallised from glacial acetic acid

Sources & evidence

ORD record
ord-8520357f37cb4141afc28de9c1e96ddf
Source dataset
uspto-grants-1990_05
Patent number
US04929754

Reaction notes

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