Hydroxyamine hydrochloride → HCID 136338600, compound

HRID 1180346Notes

Reaction equation

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

Participants

Reactant 2

HCID 443297Hydroxyamine hydrochloride

HCID 85977668HCID 85977668, compound

Product 1

HCID 136338600HCID 136338600, compound

Procedure

The title compound was prepared by reacting 4′-hydroxy-3-methoxy-1,1′-biphenyl-4-carbaldehyde (225 mg, 0.986 mmol) with hydroxylamine hydrochloride (137 mg, 1.97 mmol) according to Method C to yield 210 mg (88%) of yellowish solid: mp 228-230° C.; 1H NMR (DMSO-d6): δ 3.91 (3H, s), 6.85 (2H, d, J=8.29 Hz), 7.18 (1H, d, J=8.08 Hz), 7.21 (1H, s), 7.56 (2H, d, J=8.59 Hz), 7.68 (1H, d, J=7.98 Hz), 8.28 (1H, s), 9.63 (1H, s), 11.19 (1H, s); MS (ESI) m/z 242 (M−H)−, 244 (M+H)+.

Sources & evidence

ORD record: ord-870d0005a45f4d8d92a8925bcea5c6be
Source dataset: uspto-grants-2007_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07279600B2

Reaction notes

Loading…