Sodium Carbonate → 1-[1-[2-(6,7-Dichloro-1,4-benzodioxan-2-yl)-ethyl]-4-piperidyl]-2-imidazolidinone

HRID 1065248Notes

Reaction equation

HRID 1065248 reaction equation
S(O[CH2:12][CH2:13][CH:14]1[O:19][C:18]2[CH:20]=[C:21]([Cl:25])[C:22]([Cl:24])=[CH:23][C:17]=2[O:16][CH2:15]1)(C1C=CC(C)=CC=1)(=O)=O.[NH:26]1[CH2:31][CH2:30][CH:29]([N:32]2[CH2:36][CH2:35][NH:34][C:33]2=[O:37])[CH2:28][CH2:27]1.C(=O)([O-])[O-].[Na+].[Na+]>CC(C)CC(=O)C>[Cl:24][C:22]1[C:21]([Cl:25])=[CH:20][C:18]2[O:19][CH:14]([CH2:13][CH2:12][N:26]3[CH2:27][CH2:28][CH:29]([N:32]4[CH2:36][CH2:35][NH:34][C:33]4=[O:37])[CH2:30][CH2:31]3)[CH2:15][O:16][C:17]=2[CH:23]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 128506042-(2-Tosyloxyethyl)-6,7-dichloro-1,4-benzodioxanHCID 130317571-(Piperidin-4-yl)imidazolidin-2-one

Product 1

HCID 128505921-[1-[2-(6,7-Dichloro-1,4-benzodioxan-2-yl)-ethyl]-4-piperidyl]-2-imidazolidinone

Reagents, catalysts & solvents 1

HCID 7909Methyl Isobutyl KetoneSolvent

Procedure

The mixture of 4.0 g of 2-(2-tosyloxyethyl)-6,7-dichloro-1,4-benzodioxan, 1.69 g of 1-(4-piperidyl)-2-imidazolidinone, 10 g of ahydrous sodium carbonate and 100 ml of 4-methyl-2-pentanone is stirred and refluxed for 2 days. It is filtered, evaporated and the residue recrystallized from acetone, to yield the 1-[1-[2-(6,7-dichloro-1,4-benzodioxan-2-yl)-ethyl]-4-piperidyl]-2-imidazolidinone melting at 165°.

Workup

  1. temperaturerefluxed for 2 days
  2. filtrationIt is filtered
  3. customevaporated
  4. customthe residue recrystallized from acetone

Sources & evidence

ORD record
ord-fe249e3b45b5408c9008579f5cb8c758
Source dataset
uspto-grants-1982_05
Patent number
US04329348

Reaction notes

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