Hydroxyamine hydrochloride → HCID 73509151, compound

HRID 1034223Notes

Reaction equation

HRID 1034223 reaction equation
O[C:2]1[C:6](=[O:7])[N:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:4][C:3]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15].Cl.[NH2:20][OH:21]>N1C=CC=CC=1>[OH:21][N:20]=[C:2]1[C:6](=[O:7])[N:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:4][CH:3]1[C:14]([O:16][CH2:17][CH3:18])=[O:15]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 54691688HCID 54691688, compound

Product 1

HCID 73509151HCID 73509151, compoundYield 61.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a mechanically stirred solution of the title compound of Example E (21 g, 0.085 mol) in 450 ml of pyridine was added hydroxylamine hydrochloride (8.83 g, 0.127 mol). After stirring for 4 days at room temperature the solution was concentrated in vacuo to give a solid which was chromatographed on silica gel eluting with 3% EtOH/CH2Cl2 to give the title compound (13.71 g, 61%) as a colorless powder: Anal calcd for C13H14N2O4 : C, 59.53; H, 5.40; N, 10.68. Found: C, 59.48; H, 5.47; N, 10.64. MS calcd for C13H14N2O4 262, found 262. DSC=153.2°-155.4° C. at 91.1 J/g.

Workup

  1. concentrationwas concentrated in vacuo
  2. customto give a solid which
  3. customwas chromatographed on silica gel eluting with 3% EtOH/CH2Cl2

Sources & evidence

ORD record
ord-b515340b3d234f569e0e05191cc2b1c7
Source dataset
uspto-grants-1994_05
Patent number
US05314886

Reaction notes

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