Sodium Bicarbonate → HCID 68422133, compound

HRID 2061216Notes

Reaction equation

HRID 2061216 reaction equation
[O:1]=[C:2]([N:12]1[CH2:17][CH2:16][C:15](=[C:18]2[C:31]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[S:25][C:24]3[C:19]2=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH2:14][CH2:13]1)[CH2:3][NH:4]C(=O)OC(C)(C)C.[ClH:32].O1CCOCC1.C(=O)([O-])O.[Na+]>O1CCOCC1>[ClH:32].[CH:20]1[C:19]2[C:18](=[C:15]3[CH2:16][CH2:17][N:12]([C:2](=[O:1])[CH2:3][NH2:4])[CH2:13][CH2:14]3)[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[S:25][C:24]=2[CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 204431481,4-Dioxane hydrochlorideHCID 59853926HCID 59853926, compound

Product 1

HCID 68422133HCID 68422133, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

135 mg (0.297 mmol) of t-butyl 2-oxo-2-[4-(9H-thioxanthen-9-ylidene)-1-piperidinyl]ethylcarbamate was dissolved in 2 ml of dioxane. After adding 2 ml of 4 N hydrochloric acid/1,4-dioxane solution, they were stirred overnight. The obtained mixture was neutralized with saturated aqueous sodium hydrogencarbonate solution. After extracting with ethyl acetate twice and drying over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure. 2 ml of dichloromethane and then 2 ml of 4 N hydrochloric acid/1,4-dioxane solution were added to the residue. The resultant precipitates were taken by the filtration, washed with dichloromethane and air-dried. After further drying under reduced pressure, the title compound was obtained.

Workup

  1. extractionAfter extracting with ethyl acetate twice
  2. dry with materialdrying over anhydrous sodium sulfate
  3. customthe solvent was evaporated under reduced pressure
  4. addition2 ml of dichloromethane and then 2 ml of 4 N hydrochloric acid/1,4-dioxane solution were added to the residue
  5. customThe resultant precipitates
  6. filtrationwere taken by the filtration
  7. washwashed with dichloromethane
  8. customair-dried
  9. customAfter further drying under reduced pressure

Sources & evidence

ORD record
ord-8cd6c5f7dc494c32a088e4f6174acea4
Source dataset
uspto-grants-2012_10
Patent number
US08278329B2

Reaction notes

Loading…