Potassium Carbonate → HCID 131736607, compound

HRID 1480313Notes

Reaction equation

HRID 1480313 reaction equation
[C:1]([CH:3]([C:11]1([CH3:15])[CH2:14][O:13][CH2:12]1)[NH:4][S:5]([C:7]([CH3:10])([CH3:9])[CH3:8])=[O:6])#[N:2].C(=O)([O-])[O-].[K+].[K+].Cl.[NH2:23][OH:24]>C(O)C>[C:7]([S:5]([NH:4][CH:3]([C:11]1([CH3:15])[CH2:12][O:13][CH2:14]1)[C:1]([NH2:2])=[N:23][OH:24])=[O:6])([CH3:10])([CH3:8])[CH3:9]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 90204320HCID 90204320, compound

Product 1

HCID 131736607HCID 131736607, compoundYield 114.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of N-[cyano-(3-methyloxetan-3-yl)methyl]-2-methyl-propane-2-sulfinamide (example 251a, 680 mg, 2.95 mmol) in Ethanol (15 ml) was added potassium carbonate (408 mg, 2.95 mmol) and hydroxylamine hydrochloride (226 mg, 3.25 mmol). The reaction mixture was stirred at room temperature for 30 minutes followed by stirring at 50° C. overnight. The reaction was diluted with ethanol and sonicated a few minutes followed by removal of insolubles by filtration. The filtrate was concentrated in vacuo to dryness to yield a crude yellow gum of the title compound (892 mg) which was used without any purification. MS (ESI, m/z): 264.3 (M+H+).

Workup

  1. stirringby stirring at 50° C. overnight
  2. customsonicated a few minutes
  3. customfollowed by removal of insolubles by filtration
  4. concentrationThe filtrate was concentrated in vacuo to dryness

Sources & evidence

ORD record
ord-349ec0f84cb54e519da50ff292c840ff
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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