Sodium Hydroxide → HCID 21400327, compound

HRID 1657962Notes

Reaction equation

HRID 1657962 reaction equation
Cl.[C:2]([NH2:6])(=[NH:5])[CH2:3][CH3:4].[CH3:7][N:8]([C:12](Cl)=[O:13])[C:9](Cl)=[O:10].[OH-].[Na+]>O.C1C=CC=CC=1>[CH3:7][N:8]1[C:12](=[O:13])[NH:6][CH:2]([CH2:3][CH3:4])[NH:5][C:9]1=[O:10]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 12301253Propionimidamide hydrochlorideHCID 15555334N-Methylimidodicarbonic dichloride

Product 1

HCID 21400327HCID 21400327, compoundYield 50%

Reagents, catalysts & solvents 2

HCID 241BenzeneSolvent2×HCID 962WaterSolvent2×

Procedure

10.9 g (0.1 mol) of propionamidine hydrochloride were suspended in 125 ml of water and 200 ml of benzene. 15.6 g (0.1 mol) of N-methyl-bis-(chlorocarbonyl)-amine in 100 ml of dry benzene and 18 g (0.45 mol) of sodium hydroxide dissolved in 100 ml of water were simultaneously slowly added dropwise from 2 dropping funnels, with vigorous stirring. The reaction took place exothermically. The mixture was stirred for a further hour and the aqueous phase was separated off, acidified with glacial acetic acid and evaporated in vacuo. The residue was repeatedly extracted by boiling with ethyl acetate. The solution was concentrated in vacuo and cooled. The precipitate was filtered off. 7.8 g (50%) of 1-methyl-4-ethyl-tetrahydro-1,3,5-triazine-2,6-dione were obtained as colorless needles of melting point 202°-203°C.

Workup

  1. additionwere simultaneously slowly added dropwise from 2 dropping funnels, with vigorous stirring
  2. customthe aqueous phase was separated off
  3. customevaporated in vacuo
  4. extractionThe residue was repeatedly extracted
  5. concentrationThe solution was concentrated in vacuo
  6. temperaturecooled
  7. filtrationThe precipitate was filtered off

Sources & evidence

ORD record
ord-67a4c8c9c355435687fb84d020bbbb81
Source dataset
uspto-grants-1976_06
Patent number
US03962327

Reaction notes

Loading…