Potassium Iodide → HCID 21416162, compound

HRID 1075865Notes

Reaction equation

HRID 1075865 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]2[S:6][C:7]3[CH:20]=[CH:19][C:18]([F:21])=[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[CH2:33][CH2:34][N:35]1[CH2:39][CH2:38][O:37][C:36]1=[O:40]>C1C=CC=CC=1.O.C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:23]=[CH:22][C:5]2[S:6][C:7]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:8]=3[CH:9]([N:11]3[CH2:16][CH2:15][N:14]([CH2:33][CH2:34][N:35]4[CH2:39][CH2:38][O:37][C:36]4=[O:40])[CH2:13][CH2:12]3)[CH2:10][C:4]=2[CH:3]=1

Participants

8

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 756333-(2-Chloroethyl)-1,3-oxazolidin-2-oneHCID 21416142HCID 21416142, compound

Product 1

HCID 21416162HCID 21416162, compound

Reagents, catalysts & solvents 3

HCID 241BenzeneSolventHCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

19 G. of 1-(2-chloro-8-fluoro-10,11-dihydro-dibenzo[b,f]thiepin-10-yl)piperazine are together with 15 g. of pulverized potassium carbonate, 0.3 g of potassium iodide and 150 ml. of toluene reacted with 20.4 g of N-(beta-chloroethyl)-oxazolidinone and heated under reflux conditions for 20 hours. The reaction mixture is poured over water and diluted with benzene. The organic phase is thereafter washed with saturated, aqueous sodium bicarbonate solution and water, dried over magnesium sulfate and evaporated under reduced pressure, whereby there is obtained 3-{2-[4-(2-chloro-8-fluoro-10,11-dihydrodibenzo[b,f]thiepin-10-yl)-1-piperazinyl]-ethyl}-2-oxazolidinone which is treated with maleic acid to form the corresponding maleate which has a melting point of 164°-166°.

Workup

  1. temperatureheated under reflux conditions for 20 hours
  2. washThe organic phase is thereafter washed with saturated, aqueous sodium bicarbonate solution and water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-acb62e39b6be41598432498f996cdfd9
Source dataset
uspto-grants-1976_05
Patent number
US03954764

Reaction notes

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