1,4-Dioxane hydrochloride → HCID 24968961, compound

HRID 660518Notes

Reaction equation

HRID 660518 reaction equation
Cl.O1CCOCC1.[K].C(OC(=O)[NH:15][CH2:16][CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]2[CH2:29][C:28](=[O:30])[NH:27][S:26]2(=[O:32])=[O:31])=[C:21]([OH:33])[CH:20]=1)(C)(C)C>>[NH2:15][CH2:16][CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]2[S:26](=[O:32])(=[O:31])[NH:27][C:28](=[O:30])[CH2:29]2)=[C:21]([OH:33])[CH:20]=1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 68924997HCID 68924997, compound

Product 1

HCID 24968961HCID 24968961, compound

Procedure

To HCl/dioxane (5 mL, 4.0 M) is added {3-[3-hydroxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-propyl}-carbamic acid tert-butyl ester potassium salt (0.7 g, 1.65 mmol) and the mixture is stirred at RT for 4 h. The solvent is removed under reduced pressure and water is added. The solution is washed with ether and the aqueous phase lyophilized to give the hydrochloride salt of the title compound as a yellow powder: (M−1)−=284. 1H NMR (400 MHz, DMSO-D6) δ ppm 1.77-1.88 (m, 2 H) 2.58 (t, J=7.71 Hz, 2 H) 2.72-2.81 (m, 2 H) 4.40 (s, 2 H) 6.68 (d, J=8.34 Hz, 1 H) 6.81 (s, 1 H) 7.26 (d, J=8.08 Hz, 1 H)

Workup

  1. customThe solvent is removed under reduced pressure and water
  2. additionis added
  3. washThe solution is washed with ether

Sources & evidence

ORD record
ord-e9ce0ddfd5e446a1bd1960e16ee814d0
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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