N-Aminomorpholine → 10-(4-morpholinyl)-2,10-dihydroimidazo[2,1-b]quinazolin-5(3H)-one

HRID 2350852Notes

Reaction equation

HRID 2350852 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].[NH2:17][N:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1>O>[N:18]1([N:17]2[C:2]3[C:3](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:4](=[O:5])[N:6]3[CH2:10][CH2:9][N:8]=[C:7]23)[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1

Participants

4

Reactant 2

HCID 20315N-AminomorpholineHCID 32369051-(2-Fluorobenzoyl)-2-methylthio-2-imidazoline

Product 1

HCID 1438711710-(4-morpholinyl)-2,10-dihydroimidazo[2,1-b]quinazolin-5(3H)-oneYield 74%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 10.0 g (42.0 mmoles) of the product of Example 1 in 50 ml of N-aminomorpholine was heated to reflux for 10 minutes. The clear solution deposited crystals on cooling. This mixture was diluted with water (100 ml) and a white, crystalline solid was collected, washed with water, and air-dried to give 8.47 g of 2,10-dihydro-10-(4-morpholinyl)imidazo[2,1-b]quinazolin-5(3H)-one. Melting point 250°-251° C. Total yield 74%. This compound exhibits the following formula ##STR5##

Workup

  1. temperatureto reflux for 10 minutes
  2. temperatureon cooling
  3. customa white, crystalline solid was collected
  4. washwashed with water
  5. customair-dried

Sources & evidence

ORD record
ord-4b196916bda04329826111fa0a49a2d1
Source dataset
uspto-grants-1989_10
Patent number
US04871732

Reaction notes

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