Hydroxyamine hydrochloride → HCID 131717849, compound

HRID 1034227Notes

Reaction equation

HRID 1034227 reaction equation
O[C:2]1[C:6](=[O:7])[N:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[CH:4]([CH3:13])[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]([CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[CH:4]([CH3:13])[CH:3]1[C:14]([O:16][CH2:17][CH3:18])=[O:15]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 54691689HCID 54691689, compound

Product 1

HCID 131717849HCID 131717849, compoundYield 59.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To the title compound of Example J (21.6 g, 0.085 mol) in pyridine (150 ml) was added hydroxylamine hydrochloride (10.6 g, 0.17 mol) and the solution was stirred for 5 days. The solvent was removed in vacuo to give an orange oil which as chromatographed on silica gel eluting with 2% EtOH/CH2Cl2 to give the title compound (13.67 g, 59%) as an oil. Calculated C13H22N2O4 1/2H2O: C, 55.90; H, 8.30; N, 10.02 Found: C, 55.99; H, 8.38; N, 10.00. MS calcd for C13H22N2O4 270, found 270.

Workup

  1. customThe solvent was removed in vacuo
  2. customto give an orange oil which
  3. customas chromatographed on silica gel eluting with 2% EtOH/CH2Cl2

Sources & evidence

ORD record
ord-d75bdf3b543d47ae9465eff66f88f33e
Source dataset
uspto-grants-1994_05
Patent number
US05314886

Reaction notes

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