Formaldehyde → HCID 21535614, compound

HRID 1076997

Reaction equation

HRID 1076997 reaction equation
[C:1]([N:5]([CH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=[O:4])[CH2:2][CH3:3].[CH2:18]=O.[CH:20]1[CH:21]=[C:22]2[C:27]3=[C:28]([C:30]([NH:32][C:33](=[O:34])[C:26]3=[CH:25][CH:24]=[CH:23]2)=[O:31])[CH:29]=1>CN(C)C=O>[O:31]=[C:30]1[C:28]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][C:26]=3[C:33](=[O:34])[N:32]1[CH2:18][N:15]1[CH2:14][CH2:13][CH:12]([N:5]([C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=3)[C:1](=[O:4])[CH2:2][CH3:3])[CH2:17][CH2:16]1)[CH:21]=[CH:20][CH:29]=2

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 66491NaphthalimideHCID 2593814-(N-Propionylaniline)piperidine

Product 1

HCID 21535614HCID 21535614, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

An equimolar mixture of 4-(N-propionylanilino)piperidine, aqueous formaldehyde, and 1,8-naphthalimide is suspended in a small amount of dimethylformamide and the mixture is heated until dissolution is complete. The solution is allowed to stand at room temperature and the resulting precipitate is filtered off and dried to yield N-[1-[(1,3-dihydro-1,3-dioxo-2H-benz[de]isoquinolin-2-yl)methyl]-4-piperidinyl]-N-phenylpropanamide.

Workup

  1. temperaturethe mixture is heated until dissolution
  2. customto stand at room temperature
  3. filtrationthe resulting precipitate is filtered off
  4. customdried

Sources & evidence

ORD record
ord-fd5645c8b7274977960199a92827b267
Source dataset
uspto-grants-1976_05
Patent number
US03959286

Linked notes

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