1-Phenyl-1,3,8-triazaspiro(4.5)decan-4-one → 1-Phenyl-8-[(1,2,3,4-tetrahydro-1-oxo-2-naphthalenyl)methyl]-1,3,8-triazaspiro[4.5]decan-4-one

HRID 2072456Notes

Reaction equation

HRID 2072456 reaction equation
Cl.[CH2:2]([N:4]([CH2:7][CH:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]1=[O:18])[CH2:5][CH3:6])[CH3:3].[C:19]1([N:25]2[C:29]3(CCNCC3)[C:28](=[O:35])[NH:27][CH2:26]2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CO>[C:19]1([N:25]2[C:29]3([CH2:6][CH2:5][N:4]([CH2:7][CH:8]4[CH2:17][CH2:16][C:15]5[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=5)[C:9]4=[O:18])[CH2:2][CH2:3]3)[C:28](=[O:35])[NH:27][CH2:26]2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 705561-Phenyl-1,3,8-triazaspiro(4.5)decan-4-oneHCID 131710900HCID 131710900, compound

Product 1

HCID 214082211-Phenyl-8-[(1,2,3,4-tetrahydro-1-oxo-2-naphthalenyl)methyl]-1,3,8-triazaspiro[4.5]decan-4-oneYield 85.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-[(Diethylamino)methyl]-3,4-dihydro-1 (2H)-naphthalenone, hydrochloride (6.93 g) and 1-phenyl-1,3,8-triazaspiro-[4.5]decan-4-one (6.0 g.) are dissolved in 75 ml of methanol by brief heating, followed by stirring at room temperature for 16 hours. The resulting precipitate is filtered, washed with ethanol and dried at 80° C under vacuum to yield 8.58 g of the title compound, melting point 170°-173° C.

Workup

  1. filtrationThe resulting precipitate is filtered
  2. washwashed with ethanol
  3. customdried at 80° C under vacuum

Sources & evidence

ORD record
ord-6cf882e4bf6c48a08eec2c7ab1e99844
Source dataset
uspto-grants-1977_09
Patent number
US04051248

Reaction notes

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