Hydrochloric Acid → 1,3-dimethyl-2,3-dihydro-2-oxopyrimidinium Chloride

HRID 2241091Notes

Reaction equation

HRID 2241091 reaction equation
[N:1]1([CH:7]=CC=O)[CH2:6][CH2:5][CH2:4]C[CH2:2]1.[CH3:11][NH:12]C(NC)=O.[ClH:17].C[OH:19]>>[Cl-:17].[CH3:11][N+:12]1[C:7](=[O:19])[N:1]([CH3:2])[CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 7293N,N'-DimethylureaHCID 539484773-Piperidinoacrolein

Product 1

HCID 230833421,3-dimethyl-2,3-dihydro-2-oxopyrimidinium ChlorideYield 85%

Conditions

Temperature
10 °C

Procedure

69.6 g (0.5 mol) of 3-piperidinoacrolein, 48.5 g (0.55 mol) of 1,3-dimethylurea and 130.2 g (1.25 mol) of 35% hydrochloric acid were dissolved in 400 ml of methanol and allowed to undergo the reaction at 50° C. for 2 hours. After completion of the reaction, this was cooled to 10° C., and the precipitated crystals were collected by filtration to obtain 90.1 g (yield 85%) of the title compound (purity 99.8%, melting point 174-175° C.).

Workup

  1. customthe reaction at 50° C. for 2 hours
  2. customAfter completion of the reaction
  3. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-0cff7bf7caa341baa962789a3e48d7c9
Source dataset
uspto-grants-2010_05
Patent number
US07723522B2

Reaction notes

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