Formaldehyde → HCID 21290608, compound

HRID 623204Notes

Reaction equation

HRID 623204 reaction equation
[ClH:1].Cl.[C:3]1([CH:9]([CH2:12][NH2:13])[CH2:10][NH2:11])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[OH-].[Na+].[CH2:16]=O>O>[ClH:1].[ClH:1].[C:3]1([CH:9]2[CH2:10][NH:11][CH2:16][NH:13][CH2:12]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 2129060278533-94-5

Product 1

HCID 21290608HCID 21290608, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

37.5 g (0.168 mol) of 2-phenylpropane-1,3-diamine dihydrochloride are dissolved in 100 ml of water, and 13.52 g (0.336 mol) of sodium hydroxide pellets are added. The mixture is cooled in a bath of water+ice and 17 ml of a 30% (w/v) aqueous solution of formaldehyde are added. The mixture is left overnight at room temperature (15°-20° C.) and extracted with 5×50 ml of CHCl3, and the chloroform phase is washed with 25 ml of water, dried over MgSO4 and filtered. The filtrate is evaporated to dryness, the evaporation residue is taken up with 500 ml of anhydrous C2H5OH and acidified with ethanol containing HCl, and the precipitate formed is collected by filtration, washed with a small quantity of anhydrous ethanol and dried in vacuo to give 24 g (yield: 58%) of CRL 41 365. M.p. (inst.)=192° C.

Workup

  1. additionare added
  2. extractionextracted with 5×50 ml of CHCl3
  3. washthe chloroform phase is washed with 25 ml of water
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customThe filtrate is evaporated to dryness
  7. additioncontaining HCl
  8. customthe precipitate formed
  9. filtrationis collected by filtration
  10. washwashed with a small quantity of anhydrous ethanol
  11. customdried in vacuo
  12. customto give 24 g (yield: 58%) of CRL 41 365
  13. customM.p. (inst.)=192° C.

Sources & evidence

ORD record
ord-7ccc3113502444ca98e6c1cf11b98d35
Source dataset
uspto-grants-1988_09
Patent number
US04774248

Reaction notes

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