Ethanol → 3-(5-Cyclopropyl-1,2,4-oxadiazol-3-yl)-4,5-dihydro-4-methyl-5-oxo-6-ethoxy-imidazo(1,5-a)quinazoline

HRID 868676Notes

Reaction equation

HRID 868676 reaction equation
[Na].[CH:2]1([C:5]2[O:9][N:8]=[C:7]([C:10]3[N:11]=[CH:12][N:13]4[C:22]5[C:17](=[C:18](Cl)[CH:19]=[CH:20][CH:21]=5)[C:16](=[O:24])[N:15]([CH3:25])[C:14]=34)[N:6]=2)[CH2:4][CH2:3]1.[CH2:26]([OH:28])[CH3:27]>>[CH:2]1([C:5]2[O:9][N:8]=[C:7]([C:10]3[N:11]=[CH:12][N:13]4[C:22]5[C:17](=[C:18]([O:28][CH2:26][CH3:27])[CH:19]=[CH:20][CH:21]=5)[C:16](=[O:24])[N:15]([CH3:25])[C:14]=34)[N:6]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 3

HCID 702EthanolHCID 5360545SodiumHCID 14460518HCID 14460518, compound

Product 1

HCID 212876833-(5-Cyclopropyl-1,2,4-oxadiazol-3-yl)-4,5-dihydro-4-methyl-5-oxo-6-ethoxy-imidazo(1,5-a)quinazoline

Procedure

30 mg of sodium was dissolved in 10 ml of dry ethanol. Then 3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-4,5-dihydro-4-methyl-5-oxo-6- chloro-imidazo(1,5-a)quinazoline (0.2 g, 0.5 mmol) was added and the resulting mixture was refluxed for 7 hours. The reaction mixture was evaporated. Glacial acetic acid and water was added to the residue whereupon the title compound was isolated by filtration. M.p. 195°-205° C.

Workup

  1. temperaturethe resulting mixture was refluxed for 7 hours
  2. customThe reaction mixture was evaporated
  3. additionGlacial acetic acid and water was added to the residue whereupon the title compound
  4. customwas isolated by filtration

Sources & evidence

ORD record
ord-b352d9bfe8a743f6ac02ec9dc38567bd
Source dataset
uspto-grants-1988_10
Patent number
US04780539

Reaction notes

Loading…