Hydroxyamine hydrochloride → HCID 131732978, compound

HRID 2174187Notes

Reaction equation

HRID 2174187 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[S:5][C:6]=1[C:7](=O)[CH3:8].Cl.[NH2:17][OH:18]>N1C=CC=CC=1.CO>[Cl:1][C:2]1[N:3]=[C:4]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[S:5][C:6]=1[C:7](=[N:17][OH:18])[CH3:8]

Participants

5

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 71152102HCID 71152102, compound

Product 1

HCID 131732978HCID 131732978, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 1049PyridineSolvent

Procedure

To 1-[4-chloro-2-(3-pyridyl)thiazol-5-yl]ethanone (0.5 g, 2.1 mmol) in a mixture of pyridine (2 ml) and methanol (15 ml) was added hydroxylamine hydrochloride (0.29 g, 4.2 mmol). The resluting solution was stirred at ambient temperature for 18 hours. The precipitated white solid was filtered and dried at vacuum to afford the desired 1-[4-chloro-2-(3-pyridyl)thiazol-5-yl]ethanone oxime. 1H NMR (300 Mz, DMSO-d6): δ:12.2 (s, 0.29H), 11.89 (s, 0.69H), 9.10 (s, 1H), 8.70 (d, 1H, J=4.8 Hz), 8.30 (m, 1H), 7.55 (m, 1H), 2.41 (s, 1H), 2.29 (s, 2H).

Workup

  1. filtrationThe precipitated white solid was filtered
  2. customdried at vacuum

Sources & evidence

ORD record
ord-2a39160484cf40a78e4a3d8d8597edb3
Source dataset
uspto-grants-2015_06
Patent number
US09060519B2

Reaction notes

Loading…