Hydrochloric Acid → 1-Propyl-1,3-diazinane-2,4,6-trione

HRID 16145

Reaction equation

HRID 16145 reaction equation
[Na].[C:2]([O:10]CC)(=O)[CH2:3][C:4]([O:6]CC)=O.[CH2:13]([NH:16][C:17]([NH2:19])=[O:18])[CH2:14][CH3:15].Cl>O.C(O)C>[CH2:13]([N:16]1[C:2](=[O:10])[CH2:3][C:4](=[O:6])[NH:19][C:17]1=[O:18])[CH2:14][CH3:15]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 7761Diethyl MalonateHCID 12303PropylureaHCID 5360545Sodium2×

Product 1

HCID 2855681-Propyl-1,3-diazinane-2,4,6-trione

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Metallic sodium (2.6 g, 113 mmol) is added to ethanol (60 ml). The mixture is stirred until the sodium has completely finished reacting. Diethyl malonate (116 ml, 105 mmol) and n-propylurea (10 g, 98 mmol) are then added and the mixture is stirred under reflux for 5 h. After conc. HCl (5 ml) and hot water (45 ml) have been added, the mixture is filtered and the filtrate is concentrated in vacuo. Ethanol is added to the residue and the mixture is stirred. The solid is filtered off with suction and dried.

Workup

  1. temperatureunder reflux for 5 h
  2. filtrationthe mixture is filtered
  3. concentrationthe filtrate is concentrated in vacuo
  4. additionEthanol is added to the residue
  5. stirringthe mixture is stirred
  6. filtrationThe solid is filtered off with suction
  7. customdried

Sources & evidence

ORD record
ord-a5c35d0dd7fe4a1aa842846ec4e1bb61
Source dataset
uspto-grants-2010_06
Patent number
US07737144B2

Linked notes

Loading…