Formaldehyde → HCID 10756391, compound

HRID 2396486Notes

Reaction equation

HRID 2396486 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[CH2:4][N:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH:6]1[C:11]([O:13][CH2:14][CH3:15])=[O:12].[CH3:20]O.C=O>C(O)=O>[Cl:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[CH2:4][N:5]1[CH2:10][CH2:9][N:8]([CH3:20])[CH2:7][CH:6]1[C:11]([O:13][CH2:14][CH3:15])=[O:12]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 887MethanolHCID 10493209HCID 10493209, compound

Product 1

HCID 10756391HCID 10756391, compoundYield 86.5%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A mixture of 28 g (0.1 mol) of the compound obtained in Step b, 120 ml of methanol, 12 ml of 37% formaldehyde and 12 ml of formic acid is heated under reflux for 20 hours. The solvent is evaporated off in vacuo and the resulting residue is taken up in ether and a saturated sodium hydrogen carbonate solution. The organic phase is washed, neutralised and then extracted with ether. After drying over magnesium sulfate and evaporation of the solvent, the residue is dissolved in 200 ml of absolute ethanol and saturated with gaseous hydrochloric acid. The dihydrochloride precipitates by the addition of ether. 32 g of white crystals are isolated.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 20 hours
  3. customThe solvent is evaporated off in vacuo
  4. washThe organic phase is washed
  5. extractionextracted with ether
  6. dry with materialAfter drying over magnesium sulfate and evaporation of the solvent
  7. dissolutionthe residue is dissolved in 200 ml of absolute ethanol and saturated with gaseous hydrochloric acid
  8. customThe dihydrochloride precipitates by the addition of ether

Sources & evidence

ORD record
ord-2773872f470d439386801d8a91ac868b
Source dataset
uspto-grants-1996_02
Patent number
US05492912

Reaction notes

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