Sodium Hydroxide → HCID 68492479, compound

HRID 389038Notes

Reaction equation

HRID 389038 reaction equation
[OH-].[Na+].[ClH:3].[CH3:4][C:5]([S:11][C:12]1[CH:13]=[CH:14][C:15]2[O:24][CH2:23][C:22]3[CH:21]=[CH:20][S:19][C:18]=3[C:17](=[C:25]3[CH2:30][CH2:29][N:28]([CH3:31])[CH2:27][CH2:26]3)[C:16]=2[CH:32]=1)([CH3:10])[C:6]([O:8]C)=[O:7]>C(O)C>[ClH:3].[CH3:10][C:5]([S:11][C:12]1[CH:13]=[CH:14][C:15]2[O:24][CH2:23][C:22]3[CH:21]=[CH:20][S:19][C:18]=3[C:17](=[C:25]3[CH2:30][CH2:29][N:28]([CH3:31])[CH2:27][CH2:26]3)[C:16]=2[CH:32]=1)([CH3:4])[C:6]([OH:8])=[O:7]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68491027HCID 68491027, compound2×

Product 1

HCID 68492479HCID 68492479, compoundYield 82.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

An aqueous solution (10 mL) of sodium hydroxide (0.82 g, 20.6 mol) was added to an ethanol (20 mL) solution of methyl 2-methyl-2-[4-(1-methylpiperidin-4-ylidene)-4,10-dihydro-9-oxa-3-thiabenzo[f]azulen-6-ylsulfanyl]propionate hydrochloride [Compound 189] (0.88 g, 1.8 mmol), and the mixture was refluxed while heating for 6 hours. The solvents were distilled off under a reduced pressure, the residue was then dissolved in water, the solution was neutralized with a diluted hydrochloric acid, and the precipitated crystals were separated by filtration and dried, to give 0.67 g (72%) of the captioned compound in the form of crystals.

Workup

  1. temperaturethe mixture was refluxed
  2. temperaturewhile heating for 6 hours
  3. distillationThe solvents were distilled off under a reduced pressure
  4. dissolutionthe residue was then dissolved in water
  5. customthe precipitated crystals were separated by filtration
  6. customdried

Sources & evidence

ORD record
ord-bb80ff2ce46d40cfb4181a649db87ddc
Source dataset
uspto-grants-2013_02
Patent number
US08377967B2

Reaction notes

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