Potassium Iodide → HCID 21456035, compound

HRID 435602Notes

Reaction equation

HRID 435602 reaction equation
[CH3:1][C:2]1[CH:22]=[CH:21][C:5]2[S:6][C:7]3[CH:20]=[CH:19][CH:18]=[CH:17][C:8]=3[CH:9]([N:11]3[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)[CH2:10][C:4]=2[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].Cl[CH2:32][CH2:33][N:34]1[CH2:38][CH2:37][O:36][C:35]1=[O:39]>C1C=CC=CC=1.C1(C)C=CC=CC=1>[CH3:1][C:2]1[CH:22]=[CH:21][C:5]2[S:6][C:7]3[CH:20]=[CH:19][CH:18]=[CH:17][C:8]=3[CH:9]([N:11]3[CH2:12][CH2:13][N:14]([CH2:32][CH2:33][N:34]4[CH2:38][CH2:37][O:36][C:35]4=[O:39])[CH2:15][CH2:16]3)[CH2:10][C:4]=2[CH:3]=1

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 756333-(2-Chloroethyl)-1,3-oxazolidin-2-oneHCID 21456039HCID 21456039, compound

Product 1

HCID 21456035HCID 21456035, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 1140TolueneSolvent

Procedure

2.7 g of 1-(10,11-dihydro-2-methyl-dibenzo[b,f]thiepin--10-yl)-piperazine are treated, together with 4.3 g of powdered potassium carbonate, 200 mg of potassium iodide and 90 ml of toluene, with 3.2 g of N-(β-chloroethyl-oxazolidinone and the mixture is heated for 24 hours under reflux. Then the mixture is poured on to ice-water, diluted with benzene and the organic phase washed with saturated soda solution and water, dried over sodium sulphate and concentrated under reduced pressure. There is obtained 3-[2-[4-(10,11-dihydro--2-methyl-dibenzo[b,f]thiepin-10-yl)-1-piperazinyl]-ethyl]--2-oxazolidinone which is recrystallised from acetone/petroleum ether. The maleate melts at 159°-161° C.

Workup

  1. temperaturethe mixture is heated for 24 hours
  2. temperatureunder reflux
  3. washthe organic phase washed with saturated soda solution and water
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-10e8acb73da7461f9aed86261adb2eb8
Source dataset
uspto-grants-1977_02
Patent number
US04006145

Reaction notes

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