Glycidol → HCID 14638279, compound

HRID 1253189Notes

Reaction equation

HRID 1253189 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[C:5]2[O:6][CH2:7][C:8](=[O:12])[NH:9][C:10]=2[N:11]=1.[O:19]1[CH2:23][CH:20]1[CH2:21][OH:22]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C1C=CC=CC=1>[OH:19][CH:20]([CH2:21][OH:22])[CH2:23][N:9]1[C:8](=[O:12])[CH2:7][O:6][C:5]2[C:4]([N:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)=[N:3][C:2]([CH3:1])=[N:11][C:10]1=2

Participants

5

Reactant 2

HCID 11164GlycidolHCID 660798HCID 660798, compound

Product 1

HCID 14638279HCID 14638279, compoundYield 80.2%

Reagents, catalysts & solvents 2

HCID 74236Tetrabutylammonium BromideCatalystHCID 241BenzeneSolvent

Procedure

A mixture containing 1 g of 2-methyl-4-(4-morpholinyl)-6,7-dihydro-8H-pyrimido[5,4-b][1,4]oxazin-7-one, 0.59 g of 2,3-epoxypropanol, 0.128 g of tetra(n-butyl)ammonium bromide and 60 ml of abs. benzene is refluxed under stirring for 7 hours. After filtering, the precipitate is washed with benzene and ether and dried to give 1.04 g (77%) of the product, m.p.: 153°-155° C.

Workup

  1. filtrationAfter filtering
  2. washthe precipitate is washed with benzene and ether
  3. customdried

Sources & evidence

ORD record
ord-a82333fc91cc497a9cf61b50d9dd5e91
Source dataset
uspto-grants-1988_05
Patent number
US04748175

Reaction notes

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