Hydroxyamine hydrochloride → HCID 85281006, compound

HRID 1451100Notes

Reaction equation

HRID 1451100 reaction equation
[CH3:1][S:2]([NH:5][C:6]1[CH:13]=[CH:12][C:11]([C:14]([O:16][CH3:17])=[O:15])=[CH:10][C:7]=1[CH:8]=O)(=[O:4])=[O:3].Cl.[NH2:19][OH:20]>C(O)C>[OH:20][N:19]=[CH:8][C:7]1[CH:10]=[C:11]([CH:12]=[CH:13][C:6]=1[NH:5][S:2]([CH3:1])(=[O:4])=[O:3])[C:14]([O:16][CH3:17])=[O:15]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 10825027HCID 10825027, compound

Product 1

HCID 85281006HCID 85281006, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-(methanesulfonylamino)-5-(methoxycarbonyl)benzaldehyde (2.56 g, 0.01 mol) and hydroxylamine hydrochloride (0.87 g, 0.0125 mol) in ethanol (40 mL) was heated at reflux for 2 h. The mixture was filtered hot, and the filtrate was concentrated to dryness. The residue was suspended in water. The solid was collected by filtration and recrystallized from ethyl acetate-hexane to give 2.42 g (89%) of methyl 3-[(N-hydroxyimino)methyl]-4-[(methylsulfonyl)amino]benzoate as an off-white powder, mp 160° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 h
  3. filtrationThe mixture was filtered hot
  4. concentrationthe filtrate was concentrated to dryness
  5. filtrationThe solid was collected by filtration
  6. customrecrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-7e986d68de994d9eb00b6b86af8a6501
Source dataset
uspto-grants-1997_02
Patent number
US05602277

Reaction notes

Loading…