Hydroxyamine hydrochloride → HCID 136338599, compound

HRID 1180345Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([CH:8](Br)Br)[CH:5]=[CH:4][C:3]=1[C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1.Cl.[NH2:19][OH:20]>>[Cl:1][C:2]1[CH:7]=[C:6]([CH:8]=[N:19][OH:20])[CH:5]=[CH:4][C:3]=1[C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1

Participants

Reactant 2

HCID 443297Hydroxyamine hydrochloride

HCID 58978550HCID 58978550, compound

Product 1

HCID 136338599HCID 136338599, compound

Procedure

The title compound was prepared by reacting 2′-chloro-4′-(dibromomethyl)-1,1′-biphenyl-4-ol (270 mg, 0.722 mmol) with hydroxylamine hydrochloride (185 mg, 2.66 mmol) according to Method C to yield 160 mg (90%) of white solid: mp 178-179° C.; 1H NMR (DMSO-d6): δ 6.85 (2H, d, J=8.54 Hz), 7.28 (2H, d, J=8.51 Hz), 7.39 (1H, d, J=7.98 Hz), 7.60 (1H, dd, J=7.65 Hz, J=1.42 Hz), 7.72 (1H, d, J=1.34 Hz), 8.18 (1H, s), 9.67 (1H, s), 11.45 (1H, s); MS (ESI) m/z 246/248 (M−H)−.

Sources & evidence

ORD record: ord-b890399c4ada48f4b21055496df3e8df
Source dataset: uspto-grants-2007_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07279600B2

Reaction notes

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