1,1-Dimethylhydrazine → 10-(dimethylamino)-2,10-dihydroimidazo[2,1-b]quinazolin-5(3H)-one

HRID 2350855Notes

Reaction equation

HRID 2350855 reaction equation
F[C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[C:4]([N:6]1[CH2:10][CH2:9][N:8]=[C:7]1SC)=[O:5].[CH3:17][N:18]([CH3:20])[NH2:19]>COCCOCCOC.O>[CH3:17][N:18]([CH3:20])[N:19]1[C:2]2[C:3](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:4](=[O:5])[N:6]2[CH2:10][CH2:9][N:8]=[C:7]12

Participants

5

Reactant 2

HCID 59761,1-DimethylhydrazineHCID 32369051-(2-Fluorobenzoyl)-2-methylthio-2-imidazoline

Product 1

HCID 1438712010-(dimethylamino)-2,10-dihydroimidazo[2,1-b]quinazolin-5(3H)-oneYield 77%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8150DiglymeSolvent

Procedure

A solution of 2.40 g (10.1 mmoles) of the product of Example 1 and 3 ml of 1,1-dimethylhydrazine in 6 ml of diglyme was heated at 165° C. for 3 hours in a sealed glass tube. Upon cooling, the solution was diluted with water and the resulting solid was collected and air-dried to give 1.80 g of 2,10-dihydro-10-(dimethylamino)imidazo[2,1-b]quinazolin-5(3H)-one. Melting point 197°-198° C. Total yield 77%.

Workup

  1. temperatureUpon cooling
  2. customthe resulting solid was collected
  3. customair-dried

Sources & evidence

ORD record
ord-3050f37c7df845b0845d71a935234d8d
Source dataset
uspto-grants-1989_10
Patent number
US04871732

Reaction notes

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