Hydroxyamine hydrochloride → HCID 88427321, compound

HRID 1034224Notes

Reaction equation

HRID 1034224 reaction equation
O[C:2]1[C:6](=[O:7])[N:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[CH2:4][C:3]=1[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14].Cl.[NH2:21][OH:22]>N1C=CC=CC=1>[OH:22][N:21]=[C:2]1[C:6](=[O:7])[N:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[CH2:4][CH:3]1[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 54691693HCID 54691693, compound

Product 1

HCID 88427321HCID 88427321, compoundYield 89.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a mechanically stirred solution of the title compound of Example F (17.5 g, 0.065 mol) in 60 ml of pyridine was added hydroxylamine hydrochloride (5.41 g, 0.078 mol) and resulting solution was stirred for 36 h. Evaporation of the solvent afforded a light yellow oil which was chromatographed on silica gel eluting with 3% EtOH/CH2Cl2 to give the title compound (16.48 g, 89%) as a white solid: Anal calcd for C14H24N2O4 : C, 59.14, H, 8.51; N, 9.85. Found C, 58.91; H, 8.48; N, 9.71. MS calcd for C14H24N2O4 284, found 284. DSC=131.0°-134.7° C. at 93.1 J/g.

Workup

  1. customresulting solution
  2. customEvaporation of the solvent
  3. customafforded a light yellow oil which
  4. customwas chromatographed on silica gel eluting with 3% EtOH/CH2Cl2

Sources & evidence

ORD record
ord-357d5abf9f0546b7bf9f3d67dff2dfd5
Source dataset
uspto-grants-1994_05
Patent number
US05314886

Reaction notes

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