Hydroxyamine hydrochloride → HCID 86601367, compound

HRID 1182069Notes

Reaction equation

HRID 1182069 reaction equation
C[N:2]([CH:4]=[C:5]1[C:10](=[O:11])[CH2:9][N:8]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:7][C:6]1=O)C.Cl.[NH2:21][OH:22]>CO>[OH:22][N:21]=[C:6]1[CH2:7][N:8]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:9][C:10]2[O:11][N:2]=[CH:4][C:5]1=2

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 68928249478623-90-4

Product 1

HCID 86601367HCID 86601367, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
20 °C

Procedure

12 mg (44.7 mmoles) of 1,1-dimethylethyl 4-[(dimethylamino)methylene]-3,5-dioxo-1-piperidinecarboxylate with 7.82 mg (112 mmoles) of hydroxylamine hydrochloride is introduced into 144 ml of methanol in a flask, the reaction medium is then agitated for 16 hours at 20° C. and then the solvent is evaporated off under reduced pressure. The mixture is poured into 10 ml of water followed by extracting with ethyl acetate (3×10 ml). The phases organic obtained are collected, dried over Na2SO4, filtered then the solvent is evaporated off under reduced pressure. 3.93 g of 1,1-dimethylethyl 4,7-dihydro-4-(hydroxyimino)-isoxazolo[5,4-c]pyridine-6(5H)-carboxylate, of molecular formula C11H15N3O4 is obtained (M=253.26 g).

Workup

  1. customthe solvent is evaporated off under reduced pressure
  2. additionThe mixture is poured into 10 ml of water
  3. extractionby extracting with ethyl acetate (3×10 ml)
  4. customThe phases organic obtained
  5. customare collected
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. customthe solvent is evaporated off under reduced pressure

Sources & evidence

ORD record
ord-38f0771424c64e458cb98c53b7679429
Source dataset
uspto-grants-2007_10
Patent number
US07288549B2

Reaction notes

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