Formaldehyde → N-cyclohexyl-hexahydropyrimidine

HRID 1995435Notes

Reaction equation

HRID 1995435 reaction equation
[CH:1]1([NH:7][CH2:8][CH2:9][CH2:10][NH2:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:12]=O.O>C1CCCCC1>[CH:1]1([N:7]2[CH2:8][CH2:9][CH2:10][NH:11][CH2:12]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 962WaterHCID 18718N-Cyclohexyl-1,3-propanediamine

Product 1

HCID 12676278N-cyclohexyl-hexahydropyrimidineYield 73.8%

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

312 g of N-cyclohexyl-1,3-propanediamine are slowly added dropwise at 60° C. to a suspension of 66 g of paraformaldehyde in 200 ml of cyclohexane. The water of reaction is then removed by boiling under reflux on a water separator. Insoluble constituents are removed by filtration and the filtrate is subjected to fractional distillation. 248 g of N-cyclohexyl-hexahydropyrimidine boiling at from 87° to 91° C. at 0.3 mbar are obtained.

Workup

  1. customis then removed
  2. temperatureunder reflux on a water separator
  3. customInsoluble constituents are removed by filtration
  4. distillationthe filtrate is subjected to fractional distillation

Sources & evidence

ORD record
ord-34bc45edeb134bd79561a8997096a05d
Source dataset
uspto-grants-1983_09
Patent number
US04404379

Reaction notes

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