Potassium Iodide → HCID 515414, compound

HRID 1076896Notes

Reaction equation

HRID 1076896 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([C:8]1[CH:21]=[CH:20][C:19]2[S:18][C:17]3[C:12](=[CH:13][C:14]([C:22](=[O:28])[CH2:23][CH2:24][CH2:25][CH2:26]Cl)=[CH:15][CH:16]=3)[CH2:11][C:10]=2[CH:9]=1)=[O:7].[I-].[K+].[NH:31]1[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1>O1CCCC1>[N:31]1([CH2:2][CH2:3][CH2:4][CH2:5][C:6]([C:8]2[CH:21]=[CH:20][C:19]3[S:18][C:17]4[C:12](=[CH:13][C:14]([C:22](=[O:28])[CH2:23][CH2:24][CH2:25][CH2:26][N:31]5[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]5)=[CH:15][CH:16]=4)[CH2:11][C:10]=3[CH:9]=2)=[O:7])[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1

Participants

5

Reactant 3

HCID 4875Potassium IodideHCID 8082PiperidineHCID 12340289HCID 12340289, compound

Product 1

HCID 515414HCID 515414, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 20 g of 2,7-bis(5-chlorovaleryl)thioxanthene, 2 g of potassium iodide, 70 ml of piperidine and 150 ml of tetrahydrofuran was heated in a Paar bomb at 100°C. with stirring for 48 hours. Upon cooling, the solvent was evaporated, and the remaining material was poured into water then filtered. The residue was recrystallized several times from heptane to give the desired product. M.P. 98.5°-99.5°C.

Workup

  1. temperatureUpon cooling
  2. customthe solvent was evaporated
  3. additionthe remaining material was poured into water
  4. filtrationthen filtered
  5. customThe residue was recrystallized several times from heptane

Sources & evidence

ORD record
ord-3750abf37bb84667bced4a1decb4178d
Source dataset
uspto-grants-1976_05
Patent number
US03957988

Reaction notes

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