Hydroxyamine hydrochloride → HCID 136338602, compound

HRID 1180348Notes

Reaction equation

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

Participants

Reactant 2

HCID 443297Hydroxyamine hydrochloride

HCID 58978553HCID 58978553, compound

Product 1

HCID 136338602HCID 136338602, compound

Procedure

The title compound was prepared by reacting 3-chloro-3′-fluoro-4′-hydroxy-1,1′-biphenyl-4-carbaldehyde (1.52 mmol) with hydroxylamine hydrochloride (233 mg, 3.34 mmol) according to Method C to yield 260 mg (66%) of yellowish solid: mp 198-200° C.; 1H NMR (DMSO-d6): δ 7.03 (1H, t, J=8.79 Hz), 7.41-7.43 (1H, m), 7.60 (1H, dd, J=12.91 Hz, J=2.20 Hz), 7.64-7.66 (1H, m), 7.77 (1H, d, J=1.92 Hz), 7.84 (1H, d, J=8.24 Hz), 8.36 (1H, s),10.16 (1H, bs), 11.68 (1H, bs); MS (ESI) m/z 264/266 (M−H)−, 266/268 (M+H)+.

Sources & evidence

ORD record: ord-cf6fac6548f14ce4858864efccfcdac2
Source dataset: uspto-grants-2007_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07279600B2

Reaction notes

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