Sodium Iodide → 8-[2-(4-Benzo[d]isothiazol-3-yl-piperazin-1-yl)-ethoxy]-8-aza-spiro[4.5]decane-7,9-dione

HRID 1761445Notes

Reaction equation

HRID 1761445 reaction equation
Br[CH2:2][CH2:3][O:4][N:5]1[C:14](=[O:15])[CH2:13][C:8]2([CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:7][C:6]1=[O:16].[S:17]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[C:19]([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[N:18]1.C([O-])([O-])=O.[K+].[K+].[Na+].[I-]>CC#N>[S:17]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[C:19]([N:26]2[CH2:27][CH2:28][N:29]([CH2:2][CH2:3][O:4][N:5]3[C:14](=[O:15])[CH2:13][C:8]4([CH2:12][CH2:11][CH2:10][CH2:9]4)[CH2:7][C:6]3=[O:16])[CH2:30][CH2:31]2)=[N:18]1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 27721443-(1-Piperazinyl)-1,2-benzisothiazoleHCID 145008658-(2-Bromoethyloxy)-8-azaspiro[4.5]decan-7,9-dione

Product 1

HCID 47427038-[2-(4-Benzo[d]isothiazol-3-yl-piperazin-1-yl)-ethoxy]-8-aza-spiro[4.5]decane-7,9-dione

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 8-(2-bromoethyloxy)-8-azaspiro[4.5]decan-7,9-dione (3.7 g), 1-(1,2-benzisothiazol-3-yl)piperazine (2.2 g), K2CO3 (2.77 g) and NaI (200 mg) was heated was stirring in 125 mil of anhydrous CH3CN under N2.

Workup

  1. temperaturewas heated

Sources & evidence

ORD record
ord-544ddbb65e764445bc3c0dd171db831c
Source dataset
uspto-grants-1989_05
Patent number
US04826846

Reaction notes

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