Water → HCID 21183749, compound

HRID 1384825Notes

Reaction equation

HRID 1384825 reaction equation
Cl[CH2:2][C:3]1[C:15]2[C:14]3[CH:13]=[C:12]([CH3:16])[CH:11]=[CH:10][C:9]=3[N:8]([CH3:17])[C:7]=2[C:6](=[O:18])[N:5]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[N:4]=1.[C-:25]#[N:26].[Na+].[I-].[Na+].O>CN(C)C=O>[CH3:17][N:8]1[C:9]2[CH:10]=[CH:11][C:12]([CH3:16])=[CH:13][C:14]=2[C:15]2[C:3]([CH2:2][C:25]#[N:26])=[N:4][N:5]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:6](=[O:18])[C:7]1=2

Participants

6

Reactant 4

HCID 962WaterHCID 5238Sodium IodideHCID 8929Sodium CyanideHCID 21183724HCID 21183724, compound

Product 1

HCID 21183749HCID 21183749, compoundYield 61.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 5 g (14.8 mmol) of 1-(chloromethyl)-5,8-dimethyl-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-b]indol-4-one, of 2.7 g (55 mmol) of sodium cyanide and of 0.5 g (3 mmol) of sodium iodide in a mixture of 50 ml of dimethylformamide and of 30 ml of water is stirred for 2 h at 50° C. The mixture is left standing at room temperature and the precipitate is collected by filtration. It is washed with water and with pentane and is dried under reduced pressure. 3 g (9.1 mmol) of product are obtained, which product is used as is in the following stage.

Workup

  1. waitThe mixture is left
  2. customstanding at room temperature
  3. filtrationthe precipitate is collected by filtration
  4. washIt is washed with water and with pentane
  5. customis dried under reduced pressure

Sources & evidence

ORD record
ord-b8498bdcdedb471bb6f419e1a6b23377
Source dataset
uspto-grants-2001_07
Patent number
US06262045B1

Reaction notes

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