Sodium hydride → HCID 86699859, compound

HRID 1423314Notes

Reaction equation

HRID 1423314 reaction equation
[H-].[Na+].[C:3]([CH2:5][CH2:6][CH2:7][C:8]1([C:13]([O:15]CC)=O)[S:12][CH2:11][CH2:10][S:9]1)#[N:4]>O1CCOCC1.O>[O:15]=[C:13]1[CH:5]([C:3]#[N:4])[CH2:6][CH2:7][C:8]21[S:9][CH2:10][CH2:11][S:12]2

Participants

5

Reactant 2

HCID 24758Sodium hydrideHCID 86699858HCID 86699858, compound

Product 1

HCID 86699859HCID 86699859, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of NaH (60%, 31.8 mg, 0.79 mmol) and ethyl 2-(3-cyanopropyl)-1,3-dithiolane-2-carboxylate (171.5 mg, 0.66 mmol) in dioxane (5 mL) was heated at 100° C. overnight. The mixture was diluted with H2O and then extracted with ethyl acetate (×2). The combined organic layers were washed with brine, dried with Na2SO4, and evaporated to afford crude 6-oxo-1,4-dithiaspiro[4.4]nonane-7-carbonitrile: LCMS tR=1.67 Min (5 min run, UV254nm), Mass calculated for, M+213.0, observed LC/MS m/z 214.1 (M+H).

Workup

  1. extractionextracted with ethyl acetate (×2)
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried with Na2SO4
  4. customevaporated

Sources & evidence

ORD record
ord-c71154dbc9d04c7a9e19eb97c7f8470b
Source dataset
uspto-grants-2015_01
Patent number
US08927562B2

Reaction notes

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