1-Phenyl-1,3,8-triazaspiro(4.5)decan-4-one → HCID 13531632, compound

HRID 653099Notes

Reaction equation

HRID 653099 reaction equation
[C:1]1([N:7]2[C:11]3([CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)[C:10](=[O:17])[NH:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:18][CH2:19][C:20]1[CH:21]=[CH:22][C:23]2[O:27][C:26]([N+:28]([O-:30])=[O:29])=[C:25]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[C:24]=2[CH:37]=1>CC(C)=O>[BrH:18].[C:1]1([N:7]2[C:11]3([CH2:12][CH2:13][N:14]([CH2:19][C:20]4[CH:21]=[CH:22][C:23]5[O:27][C:26]([N+:28]([O-:30])=[O:29])=[C:25]([C:31]6[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=6)[C:24]=5[CH:37]=4)[CH2:15][CH2:16]3)[C:10](=[O:17])[NH:9][CH2:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 705561-Phenyl-1,3,8-triazaspiro(4.5)decan-4-oneHCID 13531604HCID 13531604, compound

Product 1

HCID 13531632HCID 13531632, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of 1.7 g. (0.0066 mole) of 1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one (available from the Aldrich Chemical Company) and 2 g. (0.006 mole) of 5-bromomethyl-2-nitro-3-phenylbenzofuran in 50 ml. of acetone is heated at its reflux temperature for about 75 hours. The mixture is cooled to 20° C. and filtered. The precipitate is washed with acetone to provide yellow 1-phenyl-8-N-[(2-nitro-3-phenylbenzofuran-5-yl)methyl]-1,3,8-triazaspiro[4.5]decan-4-one hydrobromide salt, m.p. 243°-244° C., having the structure ##STR18## after recrystallization from ethanol.

Workup

  1. additionA mixture of 1.7 g
  2. temperaturereflux temperature for about 75 hours
  3. filtrationfiltered
  4. washThe precipitate is washed with acetone

Sources & evidence

ORD record
ord-f4edb19a90634c4c9f7bc59134c1a460
Source dataset
uspto-grants-1987_06
Patent number
US04675320

Reaction notes

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