Sodium → HCID 178512341, compound

HRID 256711Notes

Reaction equation

HRID 256711 reaction equation
Cl.[CH:2]1([NH2:5])[CH2:4][CH2:3]1.[Na].[C:7]([NH:9][C:10](N)=[NH:11])#[N:8]>C(O)CCC.O>[C:7]([NH:9][C:10]([NH:5][CH:2]1[CH2:4][CH2:3]1)=[NH:11])#[N:8]

Participants

6

Reactant 3

HCID 5360545SodiumHCID 11708049Cyclopropylamine hydrochlorideHCID 178418324HCID 178418324, compound

Product 1

HCID 178512341HCID 178512341, compoundYield 62%

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolventHCID 962WaterSolvent

Procedure

9.36 g (0.1 mole) of cyclopropylamine hydrochloride and 8.9 g (0.1 mole) of the sodium salt of cyanoguanidine are suspended in 100 ml of n-butanol and 8 ml of water. The mixture is heated under reflux for 2 hours. The suspension is filtered and the filter cake is washed with 100 ml of n-butanol. The filtrate is evaporated under reduced pressure. The residual oil is taken up in 300 ml of acetonitrile. The mixture is heated to reflux, filtered hot and the filter cake is washed with acetonitrile. The filtrate is evaporated off and the oil obtained crystallizes slowly. 7.7 g of N-cyano-N'-cyclopropylguanidine are obtained. Yield: 62%. M.P.: 106° C. (isopropyl alcohol/diethyl ether).

Workup

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 2 hours
  3. filtrationThe suspension is filtered
  4. washthe filter cake is washed with 100 ml of n-butanol
  5. customThe filtrate is evaporated under reduced pressure
  6. temperatureThe mixture is heated
  7. temperatureto reflux
  8. filtrationfiltered hot
  9. washthe filter cake is washed with acetonitrile
  10. customThe filtrate is evaporated off
  11. customthe oil obtained
  12. customcrystallizes slowly

Sources & evidence

ORD record
ord-fabc9301bed0435aae62d071d88cf3c4
Source dataset
uspto-grants-1993_11
Patent number
US05258513

Reaction notes

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