Potassium Iodide → HCID 21416108, compound

HRID 441997Notes

Reaction equation

HRID 441997 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH2:11][CH:10]([N:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)[C:9]3[CH:18]=[C:19]([F:22])[CH:20]=[CH:21][C:8]=3[S:7][C:6]=2[CH:23]=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>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH2:11][CH:10]([N:12]3[CH2:17][CH2:16][N:15]([CH2:33][CH2:34][N:35]4[CH2:39][CH2:38][O:37][C:36]4=[O:40])[CH2:14][CH2:13]3)[C:9]3[CH:18]=[C:19]([F:22])[CH:20]=[CH:21][C:8]=3[S:7][C:6]=2[CH:23]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 756333-(2-Chloroethyl)-1,3-oxazolidin-2-oneHCID 21416093HCID 21416093, compound

Product 1

HCID 21416108HCID 21416108, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

25 g. of 1-[3-chloro-8-fluoro-10,11-dihydro-dibenzo[b,f]-thiepin-10-yl]-piperazine are heated together with 20 g. of pulverized potassium carbonate, 0.4 g. of potassium iodide and 25.6 g. of N-(β-chloro-ethyl)oxazolidinone under reflux conditions over a period of 25 hours. The reaction mixture is poured onto water and equilibrated with benzene. The organic phase is washed with aqueous saturated sodium bicarbonate solution, dried over sodium sulfate and evaporated under reduced pressure. One obtains 3-{2-[4-(3-chloro-8-fluoro-10,11-dihydro-dibenzo[b,f]thiepin-10-yl)-1-piperazinyl]-ethyl}-2-oxazolidinone which is treated with maleic acid to yield the corresponding maleate which after recrystallization from ethanol and ether melts at 143.5°-146° C.

Workup

  1. washThe organic phase is washed with aqueous saturated sodium bicarbonate solution
  2. dry with materialdried over sodium sulfate
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-d34e7a53aa4c4a3aa08396c2c8e1ad04
Source dataset
uspto-grants-1977_08
Patent number
US04044010

Reaction notes

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