Ethylene Glycol → 4-(2-Hydroxyethoxy)-5,5-dimethyltetrahydropyrimidin-2(1H)-one

HRID 1732092Notes

Reaction equation

HRID 1732092 reaction equation
[NH2:1][C:2]([NH2:4])=[O:3].[CH2:5]=O.[CH2:7]([OH:10])[CH2:8][OH:9].[CH:11](=O)[CH:12]([CH3:14])[CH3:13].S(=O)(=O)(O)O>>[CH3:11][C:12]1([CH3:14])[CH2:5][NH:4][C:2](=[O:3])[NH:1][CH:13]1[O:9][CH2:8][CH2:7][OH:10]

Participants

6

Reactant 5

HCID 174Ethylene GlycolHCID 712FormaldehydeHCID 1118Sulfuric AcidHCID 1176UreaHCID 6561Isobutyraldehyde

Product 1

HCID 540489904-(2-Hydroxyethoxy)-5,5-dimethyltetrahydropyrimidin-2(1H)-one

Conditions

Temperature
70 °C

Procedure

60 Parts (1.0 mole) of urea, 30 parts (1.0 mole) of paraformaldehyde, 100 parts (1.6 moles) of ethylene glycol, 72 parts (1.0 mole) of isobutyraldehyde, and 20 parts of 40% sulfuric acid were stirred together and heated at 70° C., thereby forming a thick milky paste. The mixture was then heated for 4 hours at 70° C., forming a slightly hazy solution of 5,5-dimethyl-4-hydroxyethoxytetrahydropyrimidin-2-one, confirmed by IR spectra.

Workup

  1. customforming a thick milky paste
  2. temperatureThe mixture was then heated for 4 hours at 70° C.

Sources & evidence

ORD record
ord-3e3d28f22e434bc893682584544d32c7
Source dataset
uspto-grants-1986_11
Patent number
US04625029

Reaction notes

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