Potassium Hydroxide → HCID 57718258, compound

HRID 1366829Notes

Reaction equation

HRID 1366829 reaction equation
[N:1]1([S:7]([C:10]2[CH:15]=[CH:14][C:13]([S:16][C:17](=S)OCC)=[CH:12][CH:11]=2)(=[O:9])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-:22].[K+].[Cl-].[NH4+]>C(O)C.O>[N:1]1([S:7]([C:10]2[CH:11]=[CH:12][C:13]([S:16][CH2:17][C:2](=[O:22])[CH2:3][CH2:4][CH2:5][CH3:6])=[CH:14][CH:15]=2)(=[O:8])=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 25517Ammonium ChlorideHCID 86235021HCID 86235021, compound

Product 1

HCID 57718258HCID 57718258, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
111 °C

Procedure

Dithiocarbonic acid O-ethyl ester S-[4-(piperidine-1-sulfonyl)-phenyl]ester (1.24 g, 3.6 mmol) in ethanol (5 mL) and water (0.5 mL) was heated to 60° C. to form a solution. The flask was removed from the oil bath and KOH (561 mg, 10 mmol) added portionwise (exothermic reaction). The mixture was heated to 111° C. for one hour and 33 was added (553 mg, 4.13 mmol) The reaction mixture was then heated to 110° C. for 3 hours. The mixture was allowed to cool to r.t. and a saturated aqueous solution of ammonium chloride added (20 mL). The aqueous phase was extracted with EtOAc, the combined organics dried, and the solvent evaporated in vacuo. The resultant crude product 35 was taken on without purification. Mass Spectrum m/e=356.0 (M+1)

Workup

  1. customto form a solution
  2. additionadded portionwise
  3. custom(exothermic reaction)
  4. temperaturewas then heated to 110° C. for 3 hours
  5. temperatureto cool to r.t.
  6. extractionThe aqueous phase was extracted with EtOAc
  7. customthe combined organics dried, and the solvent evaporated in vacuo
  8. customThe resultant crude product 35 was taken on without purification

Sources & evidence

ORD record
ord-2e994f81e02841559730b60444a772ae
Source dataset
uspto-grants-2011_02
Patent number
US07893077B2

Reaction notes

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