Triethylamine → HCID 20569907, compound

HRID 1577842Notes

Reaction equation

HRID 1577842 reaction equation
Cl.Cl.CNC1CCN(CC2C=CC=CC=2)CC1.C(N(CC)CC)C.C(N=C=O)CC.[CH2:31]([NH:34][C:35](=[O:51])[N:36]([CH3:50])[CH:37]1[CH2:42][CH2:41][N:40](CC2C=CC=CC=2)[CH2:39][CH2:38]1)[CH2:32][CH3:33]>C(Cl)(Cl)Cl>[CH2:31]([NH:34][C:35](=[O:51])[N:36]([CH3:50])[CH:37]1[CH2:38][CH2:39][NH:40][CH2:41][CH2:42]1)[CH2:32][CH3:33]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 61033Propyl isocyanateHCID 193693851-Benzyl-N-methylpiperidin-4-amine--hydrogen chloride (1/2)HCID 20569915HCID 20569915, compound

Product 1

HCID 20569907HCID 20569907, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

4-(N-methylamino)-1-benzylpiperidine dihydrochloride (41.4 g) (prepared as in German Offenlegungsschrift No. 2341376), triethylamine (30.2 g) and n-propylisocyanate (12.7 g) in chloroform (200 ml) were mixed together then allowed to stand overnight. The resulting solution was then washed with water (3×100 ml), and, after separation, the chloroform layer was dried and evaporated to leave an oil which on crystallization from petrol (b.p. 60°-80°) gave, 3-n-propyl-1-methyl-1-(1-benzyl-4-piperidyl)urea (42.0 g), m.p. 84°-86°.

Workup

  1. washThe resulting solution was then washed with water (3×100 ml)
  2. customafter separation
  3. dry with materialthe chloroform layer was dried
  4. customevaporated
  5. customto leave an oil which
  6. customon crystallization from petrol (b.p. 60°-80°)
  7. customgave

Sources & evidence

ORD record
ord-025a391c976840c7835271b99ea3765f
Source dataset
uspto-grants-1981_09
Patent number
US04289772

Reaction notes

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