Formaldehyde → N-isopropylhexahydropyrimidine

HRID 1085641Notes

Reaction equation

HRID 1085641 reaction equation
[CH:1]([NH:4][CH2:5][CH2:6][CH2:7][NH2:8])([CH3:3])[CH3:2].[CH2:9]=O>C(O)(C)C>[CH:1]([N:4]1[CH2:5][CH2:6][CH2:7][NH:8][CH2:9]1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 76888N-Isopropylpropane-1,3-diamine

Product 1

HCID 12676275N-isopropylhexahydropyrimidineYield 78%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of N-isopropyl-1,3-propanediamine (116 g, 1 M) in isopropyl alcohol (1 l ) maintained ca 10° was treated dropwise with 40% aqueous HCHO solution (75 ml, 1 M). After 1 hour the solvents were evaporated under reduced pressure and the residue distilled to give N-isopropylhexahydropyrimidine (100 g, 78%), Bp 65° /20 mbar.

Workup

  1. customAfter 1 hour the solvents were evaporated under reduced pressure
  2. distillationthe residue distilled

Sources & evidence

ORD record
ord-4c6f9245f5474f7d8e739c2cd5244c84
Source dataset
uspto-grants-1991_04
Patent number
US05010196

Reaction notes

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