Ethanolamine → 4(3H)-Quinazolinone, 2-ethyl-3-(2-hydroxyethyl)-

HRID 1028345Notes

Reaction equation

HRID 1028345 reaction equation
[CH2:1]([C:3]1O[C:7](=[O:9])[C:6]2[CH:10]=[CH:11][CH:12]=[CH:13][C:5]=2[N:4]=1)[CH3:2].[CH2:14]([CH2:16][NH2:17])[OH:15]>>[CH2:1]([C:3]1[N:17]([CH2:16][CH2:14][OH:15])[C:7](=[O:9])[C:6]2[C:5](=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:4]=1)[CH3:2]

Participants

3

Reactant 2

HCID 700EthanolamineHCID 9285262-Ethyl-benzo[d][1,3]oxazin-4-one

Product 1

HCID 103760834(3H)-Quinazolinone, 2-ethyl-3-(2-hydroxyethyl)-

Conditions

Temperature
100 °C

Procedure

1 g of 2-ethyl-4H-3,1-benzoxazin-4-one was added to 10 mL of monoethanolamine and the mixture was heated to 100° C. for 40 minutes. The heating element was then removed and the reaction medium was kept under agitation for about eight hours (end of the reaction). 100 mL were added to the reaction medium and the mixture was extracted with three portions of 25 mL of ethyl acetate. The organic phase was separated, and dried with magnesium sulfate and spin dried, yielding the 2-ethyl-3-(2-hydroxyethyl)quinazoline-4 (3H)-one compound as a yellowish oil, which solidified when left to rest at room temperature, which was used in the next stage, with no purification.

Workup

  1. customThe heating element was then removed
  2. custom(end of the reaction)
  3. addition100 mL were added to the reaction medium
  4. extractionthe mixture was extracted with three portions of 25 mL of ethyl acetate
  5. customThe organic phase was separated
  6. dry with materialdried with magnesium sulfate
  7. customspin dried

Sources & evidence

ORD record
ord-a3dd176005d44bf7a359942665500fdc
Source dataset
uspto-grants-2014_05
Patent number
US08735578B2

Reaction notes

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