Sodium Iodide → 3-[4-[1-(3-Chlorophenyl)-4-piperazinyl]butyl]-2-Methyl-4-thiazolidinone hydrochloride

HRID 2107465Notes

Reaction equation

HRID 2107465 reaction equation
[CH3:1][CH:2]1[N:6]([CH2:7][CH2:8][CH2:9][CH2:10]Br)[C:5](=[O:12])[CH2:4][S:3]1.Cl.[Cl:14][C:15]1[CH:16]=[C:17]([N:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)[CH:18]=[CH:19][CH:20]=1.C([O-])([O-])=O.[K+].[K+].[Na+].[I-]>CC#N>[ClH:14].[Cl:14][C:15]1[CH:16]=[C:17]([N:21]2[CH2:26][CH2:25][N:24]([CH2:10][CH2:9][CH2:8][CH2:7][N:6]3[C:5](=[O:12])[CH2:4][S:3][CH:2]3[CH3:1])[CH2:23][CH2:22]2)[CH:18]=[CH:19][CH:20]=1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 256811-(3-Chlorophenyl)piperazine monohydrochlorideHCID 104909933-(4-Bromobutyl)-2-methyl-4-thiazolidinone

Product 1

HCID 148561413-[4-[1-(3-Chlorophenyl)-4-piperazinyl]butyl]-2-Methyl-4-thiazolidinone hydrochloride

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 2-methyl-3-(4-bromobutyl)-4-thiazolidinone (4.0 g) and 1-(3-chlorophenyl)piperazine hydrochloride (3.69 g) in 100 ml of dry CH3CN were added K2CO3 (8.8 g) and NaI (200 mg). The mixture was heated to reflux with stirring under N2.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux

Sources & evidence

ORD record
ord-511009b1344f436a99765f93d8d4b8fb
Source dataset
uspto-grants-1990_06
Patent number
US04933453

Reaction notes

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