Formaldehyde → HCID 21493433, compound

HRID 1973245Notes

Reaction equation

HRID 1973245 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([N:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[NH:9][C:8]2=[O:16])[CH2:3][CH2:2]1.[CH2:17]=O.[CH:19]1[CH:20]=[C:21]2[C:26]3=[C:27]([C:29]([NH:31][C:32](=[O:33])[C:25]3=[CH:24][CH:23]=[CH:22]2)=[O:30])[CH:28]=1>CN(C)C=O>[O:16]=[C:8]1[N:7]([CH:4]2[CH2:3][CH2:2][N:1]([CH2:17][N:31]3[C:32](=[O:33])[C:25]4[CH:24]=[CH:23][CH:22]=[C:21]5[C:26]=4[C:27](=[CH:28][CH:19]=[CH:20]5)[C:29]3=[O:30])[CH2:6][CH2:5]2)[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[NH:9]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 66491NaphthalimideHCID 886381,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one

Product 1

HCID 21493433HCID 21493433, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

An equimolar mixture of 1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one, 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 2-[1-[4-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)-1-piperidinyl]methyl]-1H-benz[de]isoquinoline-1,3(2H)-dione.

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-5f5d8846954641d0b12c4ab3e71b65fd
Source dataset
uspto-grants-1976_12
Patent number
US03996362

Reaction notes

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