Hydroxyamine hydrochloride → HCID 136338604, compound

HRID 1180353Notes

Reaction equation

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

Participants

Reactant 2

HCID 443297Hydroxyamine hydrochloride

HCID 85897477HCID 85897477, compound

Product 1

HCID 136338604HCID 136338604, compound

Procedure

The title compound was prepared by reacting 3,5-dichloro-4′-hydroxy-1,1′-biphenyl-4-carbaldehyde (170 mg, 0.637 mmol) with hydroxylamine hydrochloride (89 mg, 1.27 mmol) according to Method F to yield 160 mg (89%) of a white solid: mp 183-186° C.; 1H NMR (DMSO-d6): δ 6.86 (2H, d, J=8.79 Hz), 7.63 (2H, d, J=8.79 Hz), 7.76 (2H, s), 8.25 (1H, s), 9.81 (1H, s), 11.78 (1H, s); MS (ESI) m/z 280/282/284 (M−H)−, 282/284/286 (M+H)+.

Sources & evidence

ORD record: ord-0fea4490dbfa4334a428f4972892be43
Source dataset: uspto-grants-2007_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07279600B2

Reaction notes

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