Sodium Hydroxide → HCID 21400327, compound

HRID 1438709Notes

Reaction equation

HRID 1438709 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 mole) of propionamidine hydrochloride were suspended in 125 ml of water and 200 ml of benzene. 15.6 g (0.1 mole) of N-methyl-bis-(chlorocarbonyl)-amine in 100 ml of dry benzene and 18 g (0.45 mole) of sodium hydroxide dissolved in 100 ml of water were simultaneously slowly added dropwise from two dropping funnels, with vigorous stirring. The reaction took place exothermically. The mixture was stirred for a further hour, the aqueous phase was separated off and acidified with glacial acetic acid and the mixture was 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 two dropping funnels, with vigorous stirring
  2. customthe aqueous phase was separated off
  3. customthe mixture was evaporated 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-7d7496fb911541f9b7dba8844ef9d74f
Source dataset
uspto-grants-1977_11
Patent number
US04056527

Reaction notes

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