Urea → HCID 22055178, compound

HRID 2086326Notes

Reaction equation

HRID 2086326 reaction equation
[OH-].[Na+].Cl.Cl.N[CH:6]1[CH:11]2[CH2:12][CH2:13][N:8]([CH2:9][CH2:10]2)[CH2:7]1.[NH2:14][C:15]([NH2:17])=[O:16].NC1C2CCN(CC2)C1>>[N:8]12[CH2:13][CH2:12][CH:11]([CH2:10][CH2:9]1)[CH2:6][CH:7]2[NH:14][C:15](=[O:16])[NH2:17]

Participants

5

Reactant 4

HCID 1176UreaHCID 14798Sodium HydroxideHCID 1232383-AminoquinuclidineHCID 197853Quinuclidine, 3-amino-, dihydrochloride

Product 1

HCID 22055178HCID 22055178, compoundYield 103.2%

Procedure

160.0 g of a 30% caustic soda aqueous solution was added to 22.0 g of 3-aminoquinuclidine dihydrochloride, followed by stirring at room temperature. The solution thus obtained was extracted with 80.0 g of benzene twice to obtain an upper solution, which was evaporated to obtain a solution. 6.9 g of urea was added to 17.6 g of the solution (the amount of 3-aminoquinuclidine: 14.4 g). The solution thus obtained was reacted at 160° C. for 8 hours, and after the reaction, a volatile component was removed to obtain 19.3 g of a 3-quinuclidinyl urea composition. 38.6 g of dipropylene glycol was added thereto and subjected to a foaming test. The composition of the solution is shown in Table 6.

Workup

  1. customThe solution thus obtained
  2. extractionwas extracted with 80.0 g of benzene twice
  3. customto obtain an upper solution, which
  4. customwas evaporated
  5. customto obtain a solution
  6. customThe solution thus obtained
  7. customwas reacted at 160° C. for 8 hours
  8. customafter the reaction
  9. customa volatile component was removed

Sources & evidence

ORD record
ord-699247bd37874bf2bd4f557acccb2f7b
Source dataset
uspto-grants-2004_04
Patent number
US06723819B2

Reaction notes

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