Hydroxyamine hydrochloride → HCID 86756080, compound

HRID 1274223Notes

Reaction equation

HRID 1274223 reaction equation
Cl.[NH2:2][OH:3].[N:4]1([CH2:9][C:10]2[S:14][C:13]([C:15](=O)[C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:12][CH:11]=2)[CH:8]=[CH:7][N:6]=[N:5]1>C(O)C>[N:4]1([CH2:9][C:10]2[S:14][C:13]([C:15](=[N:2][OH:3])[C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:12][CH:11]=2)[CH:8]=[CH:7][N:6]=[N:5]1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 22120770HCID 22120770, compound

Product 1

HCID 86756080HCID 86756080, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydroxylamine hydrochloride (167 mg) was added to a stirred solution of ethyl 2-[5-(1,2,3-triazol-1-ylmethyl)thien-2-yl]-2-oxoacetate (Description 55) (319 mg) in ethanol (5 ml). The mixture was stirred for 18 h then the solvent was evaporated and the residue partitioned between ethyl acetate and water. The organic phase was washed with water and brine, dried over magnesium sulphate and evaporated to give the product (336 mg). νmax (nujol) 3136, 1736cm-1. δ(CD3COCD3) 1.33-1.39 (3H, m), 4.30-4.46 (2H, m), 5.89 and 5.95 (2H, two s's), 7.07 and 7.17 (1H, two d's, J 3.81 Hz), 7.23 and 7.75 (1H, two d's, J 3.90 Hz), 8.07 and 8.08 (1H, two s's). m/z 281 (MH+)

Workup

  1. customthe solvent was evaporated
  2. customthe residue partitioned between ethyl acetate and water
  3. washThe organic phase was washed with water and brine
  4. dry with materialdried over magnesium sulphate
  5. customevaporated

Sources & evidence

ORD record
ord-c55941cca4fc42dbb6e226322cafc064
Source dataset
uspto-grants-2000_12
Patent number
US06156774

Reaction notes

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