Ethanol → HCID 20058420, compound

HRID 1681853Notes

Reaction equation

HRID 1681853 reaction equation
[NH2:1][C:2]1[C:3]2[C:8]([N:9]=[C:10]3[C:15]=1[CH2:14][CH2:13][CH2:12][CH2:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2.O1CC[CH2:19]OO1.C(O)C>C(N(CC)CC)C>[CH2:19]=[N:1][C:2]1[C:3]2[C:8]([N:9]=[C:10]3[C:15]=1[CH2:14][CH2:13][CH2:12][CH2:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2

Participants

5

Reactant 3

HCID 702EthanolHCID 1935TacrineHCID 19593658CID 19593658

Product 1

HCID 20058420HCID 20058420, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A mixture of 8.40 g. 9-amino-1,2,3,4-tetrahydroacridine and 4.71 g. Trioxan in 200 ml. ethanol in which 1 g. triethylamine had previously been dissolved was heated to reflux for 12 hours under vigorous stirring. The mixture was cooled to room temperature, then filtered. The filtrate was concentrated under reduced pressure and the dry residue was taken up in hot acetonitrile (25 ml.). The solution was filtered when hot and then cooled. The methylenic derivative started to crystallize as yellowish crystals.

Workup

  1. additionA mixture of 8.40 g
  2. temperaturewas heated
  3. temperatureto reflux for 12 hours under vigorous stirring
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. filtrationThe solution was filtered when hot
  7. temperaturecooled
  8. customto crystallize as yellowish crystals

Sources & evidence

ORD record
ord-fa1c5d23935e45869dbd3372b0ea6097
Source dataset
uspto-grants-1992_12
Patent number
US05175172

Reaction notes

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