Glycidol → HCID 14638280, compound

HRID 1253185Notes

Reaction equation

HRID 1253185 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][N:9]([C:12]2[C:17]3[O:18][CH2:19][C:20](=[O:22])[NH:21][C:16]=3[N:15]=[C:14]([CH3:23])[N:13]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2].[O:24]1[CH2:28][CH:25]1[CH2:26][OH:27]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C1C=CC=CC=1>[OH:24][CH:25]([CH2:26][OH:27])[CH2:28][N:21]1[C:20](=[O:22])[CH2:19][O:18][C:17]2[C:12]([N:9]3[CH2:10][CH2:11][N:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])[CH2:7][CH2:8]3)=[N:13][C:14]([CH3:23])=[N:15][C:16]1=2

Participants

5

Reactant 2

HCID 11164GlycidolHCID 14638217HCID 14638217, compound

Product 1

HCID 14638280HCID 14638280, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 74236Tetrabutylammonium BromideCatalystHCID 241BenzeneSolvent

Procedure

A suspension containing 0.96 g of 4-(4-ethoxycarbonyl-1-piperazinyl)-2-methyl-6,7-dihydro-8H-pyrimido[5,4-b][1,4]oxazin-7-one (Example 1), 0.44 g of 2,3-epoxy-1-propanol, 0.0966 g of tetra(n-butyl)-ammonium bromide and 20 ml of abs. benzene is boiled under stirring for 5 hours and left to stand at room temperature overnight. The crystals are filtered, washed with diisopropyl ethyl and dried to give 0.98 g (83%) of the product, m.p.: 146°-148° C.

Workup

  1. waitleft
  2. waitto stand at room temperature overnight
  3. filtrationThe crystals are filtered
  4. washwashed with diisopropyl ethyl
  5. customdried

Sources & evidence

ORD record
ord-d74556d18e024ee88bef5af18ecdb376
Source dataset
uspto-grants-1988_05
Patent number
US04748175

Reaction notes

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